By:Brenda
Hi I'm Ken. Well I was, now I'm called Brenda. Here's a bit of my story
for you. I hope you don't make the same mistakes I did. Because until I
got caught misbehaving by my mistress, life was pretty good.
At 38, I had a great job as an office manager in charge of 25 or so
employees, mostly women, a really good salary, a nice office and plenty
of job security. I was only 5'7" but made up for it with my good looks &
great personality. Seriously I looked like a junior version of Chris
Hemsworth's Thor just a bit less manly a build. But even better shoulder
length hair. I was sadly widowed at 32, but I didn't let it ruin my life.
In fact I used it to make myself better. I started to live my life and
that included learning to embrace my other side.
You see, I decided to let my kinky side out. Why not. Too many people
keep there feelings bottled up inside them and struggle through life. As
soon as I decided to act on mine it was like a veil was lifted. My work
and improved and through me the entire offices efficiency went up. My
health improved, physically and mentally and I haven't felt been in
years.
I was a closet cross-dresser, enjoyed bondage and bdsm games, and I
always thought body piercing was hot. I even had my nipples pierced and a
PA ring installed. It was really fun when a date found them for the first
time. And none were ever put off by it. In fact they all said they could
feel the PA ring when I was inside them.
But I guess much if not most of the credit for my personal improvements
goes to encouragement from my lovely Mistress Emma, or Miss Em as she is
often called. We met at a local BDSM club that I had started to visit and
hit it off right away. She had quite a bit more experience than I did but
I was a willing student and sub. In the first few months after meeting
her I threw out my boxers and switched to panties, shaved my body and
learned to worship hers. I Submitted to her paddles and canes and learned
the joys of submission. It was all worth it just to be allowed to worship
her amazing body.
Miss Em was and inch taller than me at 5'8" with golden hair a trim waist
and beautiful bottom and a lovey c-cup chest. She was trim and toned from
regular workouts, and men and women's eyes would turn towards her
whenever she entered a room. She had a commanding presence and I was
happy to play second fiddle to her.
Living only a few miles apart made it easy for us to get together. We
regularly attended a few local clubs but spent most of our playtime
together or with 2 or 3 other fem-dom couples that she knew, and a coupe
of single domme women as well. I loved being on my knees between her legs
while she or another domme was paddling my ass, urging my tongue deeper
into her beautiful vagina or ass.
"So Mary I think I found a sub that may be a keeper." she told her
girlfriend over dinner. "We met at the club and he's smart, intelligent,
good looking, trainable and will make a really pretty sissy in time.
I still worry cause he is a guy. You never know if you can really believe
them."
"Yeah Em, they say anything until they get to cum then its see ya girl.
You are too good to put up with that shit."
"Listen Mary you are a wiz with computers. I would love to have you
install and install some files and tracking stuff on his laptop. And
maybe a couple hidden cams too. I will invite you to dinner at his house
and keep him occupied. He will never know its there and we can set it so
you can keep an eye on him too. We can follow her every move on line and
even run sissy hypnosis tapes and subliminals in the background. In a
month she won't remember who or what Kenny was. Lol"
Not long after I agreed to be her sub she called me at work one day and
said she had a present for me and to pick up Chinese take out and bring
it to her place for dinner. We drank some wine and ate with the usual
small talk, all the while I kept glancing around the rooms to see if I
could get a hint as to what was coming. She told me to clean up the
dishes and meet her in the bedroom.
I knocked and waited to be allowed to enter the room. She was wearing 4"
stiletto heel pumps, a black lace bra and crotch-less panty set and deep
red lipstick. Towering over me in the heels she said one word "STRIP." I
hurriedly slipped out of my clothes and she grabbed me by my now
hardening dick and directed me backwards towards the bed. With a firm
push I found myself laying on the bed and she quickly was on top of me.
She knelt over my face and lowered her pussy down and I didn't have to
be told what was expected. I was addicted to her taste and would lick her
for however long as she would allow. After a couple of hard grinding
orgasms she turned around and said it was time for my present. She
lowered her ass onto my mouth and told me to start licking and not to
stop for any reason or I would be in deep trouble.
As I worked my tongue between her cheeks she reached past my hard dick
and grabbed me by the balls. The pressure from her hands slowly increased
and with the increased pain level I could do nothing but force my tongue
deeper into her beautiful ass to keep from howling in pain. I could feel
my hard on wilting as the pain became worse. She finally released her
grip and grabbed a metal cock ring from under the blanket and forced my
balls and softened cock through it. I then felt a metal tube being slid
over my cock and realized she had gotten me a chastity cage.
After putting the lock in place she lifted off of me and laid down next
to me stroking the gleaming metal tube. "Like your present?" she asked.
"Why Mistress?" was all I could say.
"I got a promotion at work and will be traveling about 10 or 15 days a
month and I want to be certain that my property is safe. I hope you don't
have a problem with that?"
"No Mistress." What else could I say? She could have just thrown me out
with the cage on. And besides, I really wanted this relationship to work
so I was willing to do it to please her.
"Good. Now, before it gets removed, you will throw out all you men's
under wear. The next time I am at your home I expect to see at least a
dozen pair of pretty panties and 3 or 4 vintage style panty or long leg
girdles. Understood slave?"
"Yes Mistress Emma."
"Very good slave. Now if you want to reduce the time you spend locked up
I suggest you consider embracing more of your feminine side because I
have been seeing way too much testosterone affecting you lately.
Otherwise you may be stuck in that thing for a while, and that may piss
me off as I wont be able to play with it either."
"You will obviously be wearing panties under your clothes all the time
now and if I find out differently I will start requiring bras or cami's
too. There is one benefit for you, the panties will help support your
chastity and boxers wont. I got you a pair to get started and will give
them to you to wear home later."
So that's how the move towards Brenda started. I went out and purchased
the required clothing the next morning. I didn't want to spend any more
time than necessary in this metal contraption. Especially after I woke in
pain twice through the night and again when my alarm went off. I texted
Mistress before I was even out of the mall and told her of my purchases.
That day at work I felt like all eyes were on me. I felt everyone in the
office knew what I was wearing and the dam cage was choking my cock. As
soon as I got home I called Mistress Emma to see if she would be coming
by to see my purchases and unlock me. My heart sunk when she texted back
that she would not, as she had to go out of town the next morning for
work and would not be back for 3 days. She was too busy packing to come
by that night.
I asked if I could come to her to be unlocked before she left. She just
laughed and reminded me of why she put it on me in the first place. I
would not only have to wait until she returned but had to text a pic of
my panties and chastity every morning and within 5 minutes any time
during the day that she wanted one.
"Oh Fuck," I thought this was not expected. I haven't been 24 hours
without squirting since I was 14. Now its already been a day and 3 more
to come. Work was the worst. 3 times that first day Miss Em demanded
pictures. I had to sneak off to the restroom and take a pic without
arousing suspicion. I swear the whole office new I was up to something. I
hoped I wasn't blushing too much dammit. I struggled through the next few
days sending pics and waking up in the middle of the night.
I couldn't even check out porn on the web because it hurt too much. I
found myself being busier with other things. I did some deep cleaning
around my house. Did a few repairs I was putting off. Got ahead on my
scheduling for work. Anything to take my mind off the damned cage.
Mistress finally returned from her trip and I cooked a nice dinner so she
could relax more when she returned. When she arrived for dinner she
immediately ordered me to strip to my panties. She fondled me a bit then
handed me her coat to hang before heading to the living-room and turning
on the evening news commanded "bring me a glass of wine and finish
preparing dinner Brenda!"
We dined on a pork loin roasted with bacon and pineapple. And a bit more
wine. Shortly after I finished cleaning the dishes Mistress said it was
time for a fashion show. One at a time I was to model all my new panties
for her. She smiled and had me do turns for her so she could see all
sides. She not only took notes on a scrap of paper but took pics of me
with her phone. When I questioned her about them she assured me they were
just for her personal use. And then with a sly grin added "unless you do
something to really piss me off."
I then had to model the girdles for her. I hadn't even tried them before.
They crushed my chastity back and left me totally smooth in front.
Mistress loved them. She loved the way they shaped my ass and said it
looked so much more girly that way. "I knew when I first met you that
there was a pretty girl inside you somewhere. Now I am convinced of it."
Miss Em then looked at her notes and said that 2 pairs of the panties
were not pretty enough and needed to be thrown out and replaced. Because
of that 2 more days were added to the chastity time. She said I better
have some nicer ones by then. "Now bring me my coat Brenda, I have jet
lag and must go home to sleep."
It took me till later that night to realize she had called me Brenda a
few times. I would have to ask her about that.
2 days later I was summoned to her house and told to bring the new
panties with me for her approval. I arrived promptly at 7 and handed her
the package with the panties. Luckily she approved of both pair. She had
me strip and model them for her then and excused herself from the room.
She returned with a package of her own. Setting it aside she sat on the
couch and unlocked my cock and sent me to the bathroom to clean myself
and the cage thoroughly.
I returned and she directed me to stand in front of her. She pulled a
girdle out of her bag and told me to put it on. It was shiny red satin
and had no back to it. A large cut out for each ass cheek with a band
separating the middle. She instructed me how to tuck my cock and balls
and made sure the girdle was firmly pulled up. From the front I looked as
smooth as any woman. As I turned she gave each of my cheeks a strong
swat. "I would love to see those cheeks match the color of the girdle.
They are just too full of temptation sticking out like that."
She reached into the side of the couch and pulled out her short wooden
paddle and pulled me over her lap. The paddle rained down on my bottom.
The holes in it helped it travel faster and it blistered my bottom as
Mistress held me firmly. She pushed me off and had me model the girdle
again. Apparently pleased with the color of my bruised behind she told
me, "now put your pants on I want to see how they look over the girdle."
Just pulling the girdle and pants up was a chore. They felt like
sandpaper as I struggled to get them over my swollen ass. My pants fit so
much tighter and Mistress Emma must have been pleased as she was smiling
broadly. She had me strip again and took another 4 girdles out. 2 were
like the one I had on, a white one and a black one. The were all high
waist styles. The white and black ones had a full back but when I pulled
them over my sore ass they seemed to slide deep in my cleft and shape my
bottom even more.
"Did you like your little spanky Brenda? I sure did. Strip everything off
again and let me see your pretty red girly bottom. She rubbed her soft
hand over my poor suffering ass and with a grin dragged her nails across
my buns evoking a howl from me. I think you should be wearing a girdle
when ever you are not locked, don't you?"
"But Mistress, cant I wear the pretty panties, my pants will fit better
if I do?"
"No, you can only wear pretty girly panties when you are locked up. So if
that's what you really want I can put the cage back on you now instead of
when I leave town. As for the pants we will have to get you some that fit
better. So its girdles for my little Brenda until I say different
understood?"
"Yes Mistress Emma. May I ask a question Mistress?"
"Yes Brenda you may."
Why are you calling me Brenda, Mistress Emma?"
"Well Brenda, do men wear panties and girdles?"
"No Mistress."
"And who's panties and girdles are these?" Pointing to the package of my
new ones.
"Mine Mistress."
"Well then you must not be a real man so how can I call you a mans name?"
"But Mistress!"
"No buts you silly sissy girl. I have decided that you will be Brenda for
me from now on. My sweet little obedient sissy. You got a problem with
that Brenda?"
Accepting my fate I bowed my head and said " No Mistress it is not a
problem, I will be your sweet little girl."
"Good answer slut, that just saved your ass another paddling. Now get
this area cleaned up and meet me in the bedroom."
I packed up the panties and girdles and folded my clothes and put the
wine glasses in the sink. As I entered Mistress bedroom she was naked on
the bed and beckoned me too her. "Lick" was all she said as she pointed
to her glistening pussy. I almost lost track of how many orgasms she had
as I gently tongued her lower lips and clit.
When she was sated she had me move up next to her. She began slowly
stroking my cock and whispering in my ear. She told me how happy she was
that I agreed to be her little girl. How she loved having a little
lesbian toy to mold and shape. Telling me I couldn't squirt until she
said it was okay. Stroking and stroking. She didn't stop or speed up
enough to make me squirt.
She told me how she was going to make me a beautiful sissy that any woman
would be proud to own and that I would love every minute of it. She held
a small bottle under my nose and told me to take a deep sniff. I did as
she said and felt instantly flushed and my cock started to throb. "Yes
sissy Brenda. Feel that sissy sauce surge through your body. Feel it
turning you into my sissy girl. Feel it as your mind cedes to my will and
your once proud cock becomes my sissy's clitty toy. Never to be a cock
again. Now make it squirt and beg me to own it and you with it. Do it Now
Brenda!"
And I did. I screamed at her. "Please Mistress Please make me your sissy
girl, Please own my sissy clit. I want to be sissy Brenda for you
always." As ropes of cum squirted all the way to my forehead in probably
the most explosive orgasm of my life.
Mistress ran her fingers over my body sweeping up my cum on her finger
and fucking my mouth with them. "That's a good girl Brenda. That's
exactly what I wanted from you."
I turned to her and held her and cried on her shoulder. "Thank you
Mistress. Thank you Mistress."
It took a while to get out of sub-space and regain all my senses. As I
was getting dressed Mistress handed me a business card and told me she
made me an appointment for Friday at 3. I saw it was for a nail salon not
far from her house. Noticing my puzzled look she said it was the salon
she used and Judy, the owner was expecting me and already knew what to
do, I just had to show up and do as I was told. Afterwards I was to
report to her house. She would be leaving town again for four days that
Monday.
Before I left from home she reminded me to wear my girdles to work the
rest of the week and she would be expecting her pics as well.
The next day at work all I seemed to notice was how big my ass felt in
that shaper girdle. That and how sore my ass was every time I sat down.
Around 11 am mistress texted and requested a pic. I went to the restroom
and complied. Not long afterwards as a group of my female employees was
leaving for lunch it seemed like they were pointing at me and giggling
among themselves.
The next text from mistress came around 2 pm. As I made my way to the
restroom I know like the lady's eyes were following me. As the restroom
was empty I took a moment to look over my shoulder into the mirror. "Oh
fuck," I thought to myself. The panty line from my girdle showed clearly
in my khaki slacks as my ass filled them differently than it did last
week. That must be what they were giggling about. Did Mistress know it
would cause me to be outed at work?
"I called Mistress after work and told her what happened. "Well you
should have thought of that and worn dark pants. Any woman would know
that you silly girl." She laughed into the phone at me. "Don't forget
your date at the salon on Friday honey. Tonight in bed I want you to
think about how all the women at work now think you are a sissy. And
while you do I want you to put on some pretty panties and squirt your
sissy juice all over them. Bye."
I had dinner and watched some football before going to my room and
picking a lacy red panty, I put them on and went to bed. Thoughts of what
would happen at work drove me mad as I squirted my load. I would wear
black pants the next day.
The dark pants helped my mental state but I still felt my ass was on
display every time I walked through the office. Mostly the day went
smoothly. That night with a long tailed shirt hanging over my pants I
went out with a couple of my buds for dinner. That night I repeated my
actions from the night before.
I got through Friday at work okay, and left to find the salon for my
appointment. I figured I would probably me getting a manicure. Judy
greeted me at the front and directed me to the pedicure area and said to
remove my shoes and socks and roll my pants up over my knees and have a
seat. I thought I recognized Judy from somewhere but couldn't place it. I
placed my feet in the warm water as Annie, the nail tech showed me how to
adjust the massage chair. Wow did that feel nice.
"We don' get a lot of guys here but they all love it afterwards. Some
just enjoy being pampered, but I think some want to be girly sissy-boys,"
offered Annie as she started on my cuticles. Which one are you?"
A bit shocked at the openness of her statement, I hemmed and hawed a bit
before telling her that my girl friend got me the pedicure as a treat to
try.
"Oh really, that's nice, and I guess it was she who ordered this pretty
red polish for you too? I think you better tell the truth Brenda, because
Miss Judy has filled us all in on why you are here."
"Damn," I thought to myself. Miss Em is like always 1 step ahead of me.
""Okay Annie. You are right. My friend Miss Emma sent me here because she
wants me to be prettier for her and I do as she says," I confessed.
"See, now that's much better being honest with us, we will make you feel
so much prettier before you leave." She finished my nails in a deep
blood red and with little paper sandals on my feet I was led to the
manicure station with all the lady customers laughing at my red nails as
we went by.
Siting at the desk I soaked my fingers as Annie prepared her tools. She
trimmed me smooth and took care of my cuticles and I figured we were
done. She took out a small box and started to apply huge long extensions
on. When she saw me gasp she said, "don't worry, I will cut them down and
shape them soon. When she finished cutting and sealing them with some
kind of gel she reached for a light pink polish and painted them all
twice. Then a shiny clear topcoat was added. Between coats and at the end
they were placed under a UV gel to set. They were almost a quarter inch
past my finger tips now. Annie told me they would be super strong and
last 2-3 weeks before I would have to come back for a fill.
"What about for work Annie, I cant go like this?" I exclaimed.
"Oh don't be such a worrying whiner. No one will even notice them that
color is barely more than your natural nails. Behave yourself or I will
have to tell Emma!"
"Now follow me to the back so Cynthia can get her work done," she stated,
leading me through the salon again. Through all those humiliating stares.
We entered a side room and she handed me a towel and told me to strip and
get on the table face down and wait for Cynthia to come in. I asked her
what for and she said I needed to be waxed properly and that Cynthia was
the best waxer around. Annie didn't leave right away and was obviously
looking forward to embarrassing me further by watching me disrobe. A huge
smile came to her face when she saw my panty girdle holding me tight and
smooth. She actually gave me a "wolf-whistle." "Those go too sissy," she
laughed.
I got on the table and Cynthia entered and explained the process. She
started on my legs as I had no hair on my back. In fact, I was never very
hairy anywhere. I only needed to shave about 3 times a week and took 6
weeks to have a 5-o'clock shadow.
It really stung when she did my chest and tummy but then she pulled away
my towel and said "Now the fun part. This will definitely hurt you more
than me. She made me help by stretching skin here and there and soon my
entire crotch area was smooth from asshole to navel. She applied some
lotion to soothe my skin and smiled a bit at my excitement. I started to
rise but she pushed me back down and said to stay as she wasn't quite
done.
Cynthia moved to the end of the bed and with a tiny comb she went through
my eyebrows and trimmed them down with some tiny scissors. I then felt
the warm wax on my eyes and gasped.
"Oh don't worry so much, lot of guys get their brows done these days.
They wont be too thin, trust me." When she finished showed me in a hand
mirror. They weren't thin like some of the sissies on the websites I had
seen but the gals at work were sure to notice.
I was finally allowed to dress and with substantial tip, paid the bill
and headed to Mistress Emma's home. It was almost 7 when I arrived and
Mistress immediately had me strip and show my changes to her. She pawed
my smooth skin and commented on how much she preferred it. "That is so
nice and soft now Brenda. You will keep it like this at all times now
won't you darling?"
""Yes Miss Emma. I am glad it pleases you." Judy said she was pleased
with your behavior at the salon so you have earned a nice squirt before I
lock you up again. You remember I am leaving on Monday?"
"Yes my lady."
"Tomorrow you will cook dinner for me. Have it ready to serve at 8 pm.
Make something nice as I am bringing a friend. You will cook for 3 but
set just 2 seats. You will be serving but not dining at the table with
us. Set a small side table for yourself. I have something I want you to
wear for the dinner as well.
"Mistress, I am concerned about work with all these changes. People will
notice and start to talk about it. What am I supposed to tell them?"
"Just tell them your girlfriend wanted a bit of a softer look for you. I
am sure that will be okay. Or tell them the truth. Tell them you are a
sissy and your Mistress demands you dress like one. Or tell them you have
always been hiding your desire to become a women and want to finally get
out of the closet with it. Your choice Brenda. After all of your years
there I am sure it will be accepted."
" Now into the bedroom with your naked smoothness. I need some tongue
action."
I pleasured Mistress orally for almost 2 hours and was finally allowed to
squirt. It happened almost the same as the last one with Mistress
whispering demands and desires into my ear. Finally using that little
bottle she called sissy sauce making me erupt like it would be my last
one ever. She locked my "clitty" back into its cage and handed me a new
pair of panties to wear with it. They were pink and satiny with ruffles
all over the ass. Oh my goodness they couldn't have been more girly. My
chastity started hurting immediately even though I had squirted a few
minutes before.
Before I left Mistress handed me a box saying it had the dress, panty and
bra, stay up stockings, and shoes to wear serving dinner. "I don't have
to remind you to be on your best behavior tomorrow due I?"
"No Mistress. I will serve you well."
I went home and realized I had not had dinner so I made a snack. I never
even asked Mistress who was coming with her for dinner, I didn't know if
it was a male or a woman. I opened the box to find a pretty pink bra and
crotch-less panty set, a pair of pink open toe pumps with a 3 " heel and
an almost transparent LBD. I almost expected a maids outfit. I figured I
better practice with the heels tomorrow before I start cooking so I don't
stumble around the kitchen.
I awoke Saturday and went to Whole Foods and got a nice fresh salmon
filet and some fixings for a nice dinner. Returning home I made sure
everything was in place to cook later and then took a nice long shower. I
popped open my lap top and tried to read a bit of porn but my chastity
hurt too much. I went to the living room and turned on a football game
and fell asleep for a couple hours. I awoke about 3 and slipped on the
heels and thought I would practice walking in them for a while. It didn't
take long to get the hang of it but my calves were burning within a half
hour.
At 4 I decided to get dressed so I could concentrate on preparing the
meal without interruption. I slipped on the stockings and pantys and
looked at my caged clitty as it hung through the opening. I fastened the
bra in front, spun it around and slipped my arms through the straps. It
pulled up the little flesh I had around my chest so I appeared to have a
little cleavage. The dress fit like a glove and my pink lingerie showed
through the light mesh fabric. Donning the heels I headed to the kitchen.
Mistress arrived around 7 with her guest Mistress Mary. They were both
dressed to the nines in leather dresses and boots. After introductions I
served some wine and showed of my outfit as requested, including showing
my crotch less pink pantys and chastity. I then invited Mistress to give
Mistress Mary a quick tour as I returned to my kitchen duties.
Mistress called me into the bathroom and told me to sit on the toilet
and look up at her so she could add some lipstick and mascara and other
make-up to my face. What I didn't realize is at that time Mistress Mary
was in my study downloading some hidden software on my laptop and
installing a couple web cams. Mistress was happy with my face and sent me
back to the kitchen.
As I finished the cooking Mistress Mary and Mistress were moving some
things around in the dining room. I announced that dinner was ready to be
served and they took their places at the dining table. My side table had
been moved with the chair placed behind it. I served my guests and was
told that I could eat at the server's table. As I pulled out my seat I
found they had mounted a thick 7 inch dildo in its center. As I glanced
up questioningly Mistress told me I was to sit on it while I ate and that
if I wanted lube I should get it wet with my mouth. I knew I couldn't
take it dry and dropped to my knees and started sucking and licking the
phallic dildo. Both women laughed and encouraged me to lick the cock and
get it ready for my sissy pussy.
"Time to sit Brenda, we don't want your dinner to get cold now do we?"
I pulled up me dress and lowered myself onto the dildo. It took some work
but I finally got my ass onto the seat and started on my baked salmon. I
had but a couple bites when Mistress Mary asked me to pour her more wine.
Although the bottle was within her reach I had to get off the dildo and
pour her some wine before returning to my impalement.
Mistress Emma accidentally dropped her fork and demanded I get her a new
one. I was up and down on that dildo at least 8 times during dinner. I
did drop a plate in the sink that broke when I was bringing the parfaits
out for dessert but other than that and the dildo dinner went smoothly.
I was seated again when Mistress told me that Mary was a close friend and
she wanted us to meet so she had a fall back in case I had any issues
when she was out of town. I would be expected to obey Mary as I would her
own orders. I would also be punished for breaking the dish earlier.
I was told to stand and then kneel on all fours facing the chair. Mary
had gotten a large wooden hairbrush from her purse and started to deliver
blows to my ass only stopping when Mistress Emma said I was too noisy.
She pushed me forward and forced the dirty dildo that had been inside my
sissy pussy into my mouth. Maybe you will be quieter if you have to make
that dildo clean before she reaches 25 strokes. Otherwise I get to give
25 more. I never minded licking Mistress Emma's bottom but this was
different somehow, and so humiliating to do in front of them that I was
soon in tears as I bobbed up and down on it as my as was being turned
bright red.
At 25 Mistress Kelly stopped and Mistress Emma examined the dildo and
claiming I had missed a spot pushed me back down on it and started
another 25 strokes to my bottom. Finally stopping she told me to turn
around and thank her for my punishment.
Still kneeling I begged Mistress to accept my thanks, and thanked her for
her kindness and my chastity and for making me a better sissy for her.
Mistress approved and they both thanked me for the dinner but that they
had to leave to go to the club. She said she would see about unlocking me
when she returned Thursday and expected pics every day as usual.
When I showered the next morning I realized that while washing my caged
clit I could pull it back out of the tube on the chastity and slide it
back in as long as it was soft and lubed. I couldn't get my balls out or
remove it entirely but I could at least play with my poor trapped clitty.
That night I booted up my computer, watched some porn and played with
myself. Yes I did feel a bit guilty about it but I really needed a good
squirt after the day I had at work.
You see, it didn't take long for the word to spread among the women in
the office. And the few guys too. Sara, the most senior staffer under me
approached me in my office before lunch. "You look a bit different today
boss," she said jokingly, "anything you want to tell me?" I wasn't really
prepared for her question and told her "my girlfriend decided my look
needed an overhaul and I think she got carried away a little."
"Well we all think you look cute. It's such a treat not to work for some
hairy macho man. Your new look definitely suits you. And I love your
nails. Where did you get them done?"
"Thanks for the support Sara it does help some to hear that. I'm not
quite settled with this look yet. Oh, I got the nails done at Judy's
salon on the west side by the Safeway store."
"Well if you ever want some makeup tips I sure the gals will be happy to
help. And don't worry so much sir. As I said we are happy to have another
girl in the office," she said as she left. But after lunch, Derek, one of
my male staffers came by to say he thought I looked kinda gay with my
brows and nails. "You gonna pull a Bruce Jenner on us?"
"Ha ha, Derek, I could never do that, he's a fucking republican. No this
is just a temporary thing to please my Lady. No big deal."
"So what should we call you now, Kennela?" he laughed
"I would suggest Sir or Mr Martin if you value your job," I snapped back
sending him on his way.
So anyway, tonight I needed relief and slid my clit, I mean my cock out
of the tube and worked up a good high while checking some fem-dom porn. I
finished as usual and grabbed some tissues and cleaned up. I used a cold
washcloth to help shrink back down and with a little lube was soon back
in my cage. No one would be the wiser.
"OMG Mary did you see what I just saw on Brenda's cam?
"Yeah I thought I would check on him before bed and turned it on in time
to see him squirt."
"Well, what do you think Mary, toss him out or step up control?"
"I don't know Em, I think he needs full sissification. He is kinda cute
ya know. But it looks like you have a lying sub that needs fixing. You
know I will be happy to help with that. I mean look at how he is
flaunting your orders. He slid his cock right out the back of the
chastity tube, jerked off and slid it right back in. And what kind of
porn was he watching? Maybe he needs one of those full belt types?"
"Well I don't have the money for those but let me do some research and
see what I can find. Should be something on the market that will work.
Maybe it's time to step up his training too. Time to get his brain
patterned to be a proper sissy and learn his/her place in this world.
Time to make Kenny into Brenda full time."
"Em I love when you talk like that. What are you thinking?"
"Can you call him tomorrow and take him to the mall. Maybe say you need
help picking up a few things and go by that jewelry kiosk and demand he
get his ears pierced. You can pick the earrings."
It was only 11pm so I went in the other room to watch the news. A few
minutes in my phone rang with a number I did not recognize.
Thinking it might be Mistress on a hotel phone or something I answered to
find it was her friend Mary calling. "Hi Brenda, just checking in with
you while your Mistress is away. Everything okay over there?"
"Um yeah, sure Mary, I am just watching the late news. Why wouldn't it
be? I mean work kinda sucked today but otherwise I'm fine."
"Oh, tell me about work Brenda what happened there."
"Well you know how co-workers are, all gossip about the bosses new look
and all that, even from the guys. I was so humiliated."
"Well I think Emma would love to hear about it. Why don't you send her an
email with all the details before you got to bed. I also want you to tell
her what you plan to wear to work tomorrow and cc me on it. I will text
you my email. Have a nice night Brenda."
"Hmm, have a nice night? I didn't like the tone she said that in. "I put
those thoughts behind me and started to write to Mistress. I had no idea
that Mary had hidden software in my laptop and watched and recorded my
naughty act earlier. I never knew there were subliminal messages flashing
through my screen as I wrote. I thought I heard music playing too but I
must have imagined it as I had not opened any music files.
I headed to bed but for some reason left the laptop on on top of my
dresser. I woke up feeling totally refreshed and got dressed for work
selecting my light blue panties with loads of ruffles, a basic polo and
khakis. I checked to see that the panty lines didn't show this time. Work
was a bit easier today as everyone seemed to know what to expect when I
arrived. I had to take a couple pics for Mistress during the day, and
around 3 texted she me that Mary would be calling and I was to go with
her after work.
Mary's call came shortly after that. She said she needed help with some
purchases and I was to meet her at the mall near the Sears. I was there
shortly afterwards and found Mary. She thanked me for showing up promptly
and we headed through the mall. As we passed the jewelry kiosk she
stopped to look. " You know Brenda you would look great with pierced
ears. I bet Emma would love it if you did. Why don't you have a seat and
I will get the sales person!"
"I don't think that's a good idea Mary. Emma never mentioned it and I
really don't want it done right now."
"Listen you sissy bitch," she whispered in my ear. "If you don't get in
that chair right now you will have 2 in each ear."
"But can't we at least call Miss Em and ask her if its okay first?"
"In the chair now Brenda, unless you want to try for 3 each. Here I am
trying to buy a present for my best friend Emma and you are giving me a
shit about it? Now sit!"
And I sat. The sales lady gave me some papers to fill out and cleaning
instructions while she helped Mary picked some pretty pink crystal
starter studs. She marked a 2 spots on each ear and checked to see that
they matched well. With a quick snap the piercing gun planted the first
one in my left ear. "That didn't hurt too much did it hun? I do hate it
when boys cry getting them done" she laughed. Then without waiting for an
answer added the second one. She moved to the right side and repeated the
procedure.
Handing me a mirror I could see two pink diamond crystal studs in each
ear. The lower ones a little larger than the other. "Now remember to
clean them properly 2-3 times a day and leave them in for 8 weeks before
you can remove them."
Mary was laughing at my discomfort and finally chimed in, "Emma will love
them when she sees them. I should send her a pic but I would rather wait
and be there when she sees them in person. I bet the girls at work will
love those tomorrow. They are so precious Brenda."
"Thank you Miss Mary, I'm sure Miss Em will love them. They are kinda
pretty."
What was I thinking saying that. I was giving up more of my manliness and
Mistress wasn't even here. But, at least she stopped at two. I wish I
just obeyed the first time. Yes they were pretty, but on a real woman not
me. And why is my chastity feeling so tight.
Mary and I went and picked up some packages she ordered and I loaded them
into her car. She thanked me for my help and reminding me to keep my ears
clean sent me on my way. I was thinking that this might have all been set
in motion by Mistress Emma as a test for me but had no proof of that. And
I certainly didn't know that she had installed cams and software to spy
on me.
I had a quiet night at home with dinner and some house work and laundry.
Then a bit of web browsing and wanking before bed. For some reason I left
my laptop on again as I went to bed. I guess I didn't want to wait for it
to boot in the morning to see if Mistress emailed me. Oh well no big
deal.
The next day at worked it seemed Sara and a few others were at work early
just to see what I would be wearing. Nothing really different than the
previous day but of course they noticed my earrings right off. After a
few approving remarks as to how feminine they looked they went to work.
Wednesday was pretty uneventful and I was looking forward to Mistresses
return the next day. As I headed up my sidewalk I noticed a UPS delivery
on the porch. Grabbing the box I went in and saw it was from Mistress
Emma and shipped from Springfield where she was working. Opening it I
found a pair of shoes and a note:
Brenda: I would love to see you in these tomorrow when you come over
after work. Size 8 should fit you well. Wear them to work tomorrow as
well. Oh, and let them know you are taking Friday off as a personal day.
I know they owe you quite a few.
Your Loving Mistress Emma
The shoes were basic lace-up oxfords with a definitely feminine cut and
1.5" heel. Maybe people wouldn't notice they weren't men's shoes," I
thought. But I just know that Sara and the others at work would notice.
"Hi Emma, glad you called. Did you see the cam the past couple nights?
Yes, I think she really is asking for it. I did step up the subliminal on
screen and in the background noise. You know he has left the laptop on
every night so something is working. How did you make out at your end?"
"Well I think I found a chastity that will fit the bill, or the sissy
clit as the case may be. The one I got is a little bulkier but it has a
hook at the end that goes through hi PA piercing so he cant pull it out.
And it has nice little spikes lining the ring that fits around the clit
and balls. Even the lock is internal so with a few drops of glue in it
she will be in it permanently if she disobeys anymore. Well actually this
one is a polymer but if I have to ever go permanent I will get the steel
model for her."
"And bty, those earrings are darling. Don't worry she won't know that I
knew about it. How did you get her to have 2 in each ear? Really, that
little threat did it. You are so fun girlfriend." Why don't you come by
my place around 8 tonight. I should have things in place by then. Great,
yes wine would be nice. OK see ya."
By 3 o'clock at work I was aching in my chastity thinking about how nice
it would be to finally get it off tonight. And even better to have a face
full of Mistress Emma's beautiful pussy. She called before I left and
told me to have dinner on my own as she had a late lunch and would grab
herself a snack. "I can't wait to have my sexy sissy with me again after
all that time away," she teased. "Did you get tomorrow off as I asked?
Yes, that's a good girl.
I arrived at Mistress Emma's house around 7. After some hugs and a few
deep kisses she said it was time to unlock me. She wore leather hot pants
that showed off her beautiful bottom, and over the knee boots with lace
top thigh highs under them along with a black leather bustier. She handed
me a glass of wine and a vape with some hash oil and we went to the
bedroom. Actually to her guest bedroom.
I did what I thought was a sexy strip tease for her and soon was in just
pantys and chastity. "Lets have fun she said and slipped a blindfold on
me and guided me onto the bed on my back. She knelt on top of my chest,
and with practiced movements secured both of my hands to the headboard.
Climbing off me she secured my legs as well. I felt her hands fondling my
chastity and then heard the click of the lock being opened and then the
wonderful feeling of having it fully removed after a week in the damn
thing. Well at least she thought it was a week I figured. Wrong!
I soon felt her wiping it off with a damp cloth then stroking it erect.
Mistress reached over me and put earbuds in my ears and said to relax as
she had a guest to greet. I could hear the bedroom door shut as she left
and soft music was playing through the buds.
"Oh Mary it's so nice to have you here" she said hugging her BFF. "And
how hot you look. All lacy and sexy in red. I could just eat you up. In
fact I think I will do that when we finish fixing a problem." As she
hugged her closer and kissed her deeply. Long and slow as lovers would.
"Emma darling you really know how to greet a girl. And you look damn hot
yourself, I cant wait for later. I take it our project is getting some
"rest"?
"Yes, she is secured in the bed with the earbuds in. I will go back in a
few minutes and add the popper breather so she will be more susceptible
to the hypnosis tape then we can give her about 20 minutes to soak it all
in. But let me get you some wine. Enjoy the vape, I will be right back
with the wine."
I slipped quietly back in and put a little bit of sissy sauce on cotton
and screwed it into the base of the mask. Slipping it over Brenda's head
I whispered into her ear that "it would help her relax to the music and I
would be back soon with a friend."
I put the earbud back in turned up the level a little and left, but not
before noticing her clitty was still rock hard.
Mistress put something over my face and I could smell that familiar scent
that she had given me before. I felt so horny. It was like a vivid dream
where I was her sissy and her toy for her amusement. Odd pictures flew
across my blindfolded eyes. Sissy's in lingerie, Sissy's in chastity,
Sissys sucking cocks, Sissy getting fucked by cocks as Mistress watched.
Cocks fucking Mistress as Sissy's licked the Mistresses bottom. Sissy's
in bikinis. Sissy's being spanked. Sissy's in makeup. Over and over,
There was talking in the background I think but I couldn't make it out.
Mistress Emma and Mistress Mary crept quietly back into the room being
careful not to laugh out loud at what they saw and heard. Brenda was
lying in the bed softly talking out loud.
"Sissys obey. Sissy's obey. Sissy's obey, Sissy's suck for Mistress.
Sissy's love cocks. Sissy's love their chastity. Sissy's are not men.
Sissy's always dress pretty. Sissy's love to fuck. Sissy's only have
clittys." On and on she droned. And the weird thing is that those were
the subliminal lines she was hearing. Now she was repeating them out
loud. The cd she was being programmed from was apparently really strong.
This was better than we hoped for.
The music stopped and the mask and blindfold were removed. Mistress Emma
leaned in from one side and gave me a kiss and Mistress Mary then did the
same from the other.
"Ready to play my sissy?"
"Oh yes Mistress I so want to please you."
"Good girl because Mary and I are here to have some fun."
Mary had grabbed a strap on dildo and worked the straps around me,
fastening it so my clit was inside the lubricated toy. It tingled a bit
and then I couldn't feel anything. Mary told me she coated the inside
with Oragel to numb my clitty so I would last longer. Mistress Emma slid
off her hot pants revealing she was naked underneath, and knelt over my
face facing my feet. Mary knelt over the dildo and slid her gorgeous
vagina down over it. I started licking mistress deeply savoring her
flavor as she leaned forward and embraced Mary. The only problem was I
couldn't feel anything. It was like my cock was made of wood. Totally
numb to what was happening.
I brought them both to multiple orgasms until I thought my tongue would
fall off. Finally they got off me and removed the dildo and harness. I
was still rock hard and Mistress Mary stroked it as Mistress Em turned on
her laptop.
"Open your mouth Brenda it's movie time'"she said as she pushed the
inflatable gag in my mouth and pumped it up. I bet you will love this
one. As the screen came to life I saw my bedroom and me in my bed with my
laptop. Miss Em was stroking me as my cock erupted on the screen and I
was shaking my head side to side screaming Nooo, Nooo into the gag. I was
so fucked now. How did they ever get a video of that. Oh shit. I couldn't
even talk through the gag to apologize of explain that I never really
removed the chastity.
"Looks like someone was a naughty little slut while I was away. Don't you
agree Mary darling?'
"Definitely a naughty girl Em. I think she is going to need severe
correction. She will learn to love her chastity and understand that being
a sissy means obeying orders."
"You are so right Mary. She is about to learn that sissy clits are for
Mistresses and maybe Masters to have fun with but they are definitely not
for squirting. She said she loves me but when I see that on the video how
can I believe it. Women get to have orgasms and men get to cum. But
sissy's aren't really Women or men. They don't get to squirt, they are
for our fun. This slave girl seems to have forgotten who is in charge. I
think it's time for her to learn who owns that clit of hers and beg to
have it locked away."
"So here's what's going to happen sissy. We are going to make you squirt.
But first we are going to punish it a bit then stroke it some. If you can
come in your time limit punishment is over and we lock it back up. If you
don't squirt, we punish it some more and then try again. If you decide
not to squirt you can beg to have it safe from punishment inside your
chastity. The longer it takes to come or beg, the longer the lock up.
Because you were so naughty You will have 10 days at the least."
Mistress Mary tightened a leather strap around my clit and balls to keep
it hard as Mistress Emma reached for her crop. As Mary stepped back the
crop slashed down over the top of my clit. The gag worked well as I
screamed into it and no sounds escaped. 5 swats in different spots. They
hurt my clitty so much.
"Mary give her a nice big sniff of that sissy sauce and but her earbuds
back in I want her to enjoy the pain I give her."
Mary brought the little bottle to my nose not just once but twice on each
side. I was feeling so weak and helpless. Then the crop started again. I
heard the swats over the music. 5-6-7 strong strokes all over my hard
clitty 8-9-10 right on the tip. I was actually loving receiving my lady's
punishment due to the sissy sauce and pushed my hips up to encourage her.
I think there were 20 something strokes before it stopped.
Mistress started stroking my clit and said I had 2 minutes to come if I
didn't want another round. But her strokes weren't the same as I do for
myself. It felt so good and I was close to the edge when Mary started
counting down the last 10 seconds. As Mary got to 0 Mistress stopped.
Well looks like you didn't make it sissy. Time for round two.
Mistress Mary selected a wooden paddle and started in on my clitty. Firm
broadsided swats. As she whacked the top and sides mistress rubbed her
breasts in front of me.
"Aren't these pretty sissy?"
Whack Whack.
"Would you like to suck them for me"
Whack Whack. "
Or would you rather have your own like a good sissy girl."
Whack Whack
Tears were rolling down my cheeks as I nodded yes yes yes to mistress.
When Mary had finished she started stroking me again. "2 minutes Brenda.
I hope you make it this time"my cock was sore but I was so horny. I kept
getting close and she seemed to know it and would slow down. Close again,
and and she would change her technique and knock me off. The time ran out
and I cried again.
I felt mistress wrap something around my clit and realized it was
sandpaper. She started stroking me with it and it felt like she was
peeling the skin off. I was crying and howling into the gag. After a
couple minutes she stopped and put some lube on it before continuing her
stroking and sanding. It felt even harsher then.
Mercifully she stopped before sanding it to a nub. She told Mary to
remove the gag "in case the sissy had something to ask us." Turning to me
she said "Sissy should say nothing unless asking to be locked up."
I kept quiet as mistress said I had another 2 minutes to squirt. But, it
was now up to14 days even if I made it. As she wrapped her usually soft
hand around my burning clit was so sore I started crying again, knowing I
would not squirt in time.
When my time was up Mistress Mary grabbed a cane and Mistress Emma held
the the little bottle to my nose again. After a few sniffs she took up
her crop and they alternated strokes each adding 15 as I lay there
helpless.
When they finished Mistress reached for the sandpaper again and I broke
down.
"Please Mistress, Please don't use that again. Please lock my clitty up
and make me your sissy girl. I don't want that clitty anymore please take
it away."
Miss Mary was playing with my breasts as I begged mistress.
" Are you sure Brenda? You want to be my chastised sissy girl You want me
to lock it away so it won't get punished anymore."
"Oh yes please Mistress Emma. Please take it away."
Maybe I will take your clitty and give you nice little sissy breasts
Brenda. Would that be a fair trade? A safe little clitty in exchange for
sissy titties."
"Oh yes mistress if it pleases you."
"And how long shall I lock this thing up for? asked Mistress as she gave
it another slap with the crop."
"2 weeks please Mistress, lock it for 2 weeks please."
"Just 2 weeks. After you cheated on me while I was gone. Do you really
think that's long enough to heal my heart? Try again sissy!"
"Yes of course mistress. Would 3 weeks be better please Mistress."
"What do you think Mary. Is that sincere enough?
"I don't think so Em. After watching those videos, and the porn he was
jerking too I think 2 months is about right to start. Then maybe we can
try letting her squirt again."
" I like the way you think girlfriend. So whats it going to be sissy 2
months in chastity?" And 4 more quick swats from her crop slashed my
sore clitty.
"Ow Ow' yes please mistress lock it for 2 months please. Just don't hurt
it anymore I will be good and do whatever you say!"
"Good girl sissy. 2 months it is. And I cant wait to see you with little
sissy breasts."
As Mary undid the cock strap I went soft immediately. I asked mistress
why she was taking out my PA ring. She said she got me a new chastity
with a built in PA ring and it would prevent me from ever pulling out of
the tube. She slid my clit and balls through the bottom ring and after
hooking the PA hook into place slid the parts together and slid the lock
into place. Turning the key and removing it she said "I feel so much
better now knowing my property is properly locked."
I realized then how truly screwed I was. I loved her so much and now she
owned me. I knew I would do whatever she wanted in hopes of being
released.
Now I need to get you ready for bed sissy. I will unlock your arms and
one leg, but you are not allowed to get up tonight. I will put you in a
diaper in case you need to pee and you will keep the earbuds in at all
times. Mary and I will be in my room and can hear you if there is an
emergency. There is a glass of water on the side table for you. I will
wake you in time to make us breakfast. Goodnight now sissy girl."
My mistresses embraced by the door and shared a deep kiss before heading
off to bed.
I was stuck in bed for the night and could hear the soft sensual moans
from my Mistresses room through the wall. The earbuds did little to block
out the external sounds as there was just some "white" noise coming
through them. Thinking of what they were doing immediately made me hard in
my chastity and I quickly felt the pain this new device caused. I reached
into the diaper and tried to pull out of the tube as I had done in the
past only to realize that with the PA hook in place there was no way it
would be removed without the key. I was almost in tears from the pain and
just wished my locked clitty would quickly soften.
I drank some water and tried to focus my mind elsewhere to get my clitty
to soften. It finally did enough to keep from hurting and I decided that
sleeping would be the best thing to do. I swear I was asleep less than an
hour and some weird dream caused me to awaken in pain from another trapped
erection. I tried to will it soft and it just wouldn't get there. I felt
pressure in my bladder and thought that if I could pee maybe it would
soften. It took so long as the pain in my clit continued but I finally was
able to pee in the diaper and go soft, but I then realized that my pee
made my raw and sore clitty sting fiercely I soon was back asleep.
This seemed to be a continuing pattern throughout the night. I would wake
in pain and slowly fall back asleep. The noise droning through the earbuds
seemed to help me back to sleep but all too soon Mistress Emma was waking
me up to make breakfast. She had unlocked my leg and was gently nudging me
awake.
"Rise and shine sissy, time to make breakfast. How did you sleep Brenda? I
hope it was restful."
"Good morning Mistress," I replied rubbing the sleep from my eyes. "It was
so hard to sleep, I kept getting hard and it hurt so much in this cage.
Can you please take it off now?"
"No Brenda, remember you begged me to keep it on you for 2 months so no
its not coming off. And if you start complaining too much we will make it
3 months. As far as those painful erections I wouldn't worry about them. I
am sure they will stop bothering you as soon as your clitty adjusts to its
new home."
"What do you mean by adjusts Mistress?"
"Well sissy at some point instead of hurting it will just stop trying to
get hard at all. Won't that be better?"
"But what about when the 2 months is up? I will want it hard then."
"Oh poor sissy. After 2 months it might be afraid to get hard anymore. It
might be so conditioned to feel pain when it erects that it just won't
want to do that. Then it will be a pretty soft sissy clit all the time for
you. Won't that be wonderful?"
"Oh no Mistress, how ever will I be able to fuck if it won't get hard
anymore?"
"Get in the shower and clean up and make breakfast now and stop worrying
your little sissy brain about things you can't control Brenda. Now hop to
it!" she said with a firm swat to my still diapered ass.
"Yes Mistress."
I showered and cleaned up the bathroom before starting on cooking a nice
breakfast of French toast, eggs, bacon, OJ and coffee. I served Mistress
Emma and Mistress Mary before enjoying some myself and finally cleaning
the kitchen.
Mistress Mary stopped in the kitchen and informed me we were going
shopping and to dress in the clothes she laid out for me in my room. I
wondered what kind of shopping we would be doing s I saw the outfit. A
matching pink panty and bra and a cami for underneath. Leggings and a
tunic top and a pair of black flats for my feet.
Before dressing I finally took a few minutes to examine the new chastity.
Made of some type of polymer, the tube was definitely narrower that the
old one. There is a hook coming through my PA piercing that prevented
pulling it back through the tube. The base ring interlocked with the tube
and sat around my clitty and behind my sissy sack. The lock is totally
enclosed in the device with just the key slot visible. I could see that
without a key or a drill I would not be getting free or getting to squirt
soon.
I dressed in the outfit that was left for me and let Mary know I was
ready. She said, "Not yet little one, you need some makeup with that
outfit."
Sitting me at the vanity, she pulled my hair into a high ponytail and
applied a little eye shadow and mascara. Handing me a tube of pink
lipstick she said to apply it and then we would be ready.
We were soon heading out in Mistress Emma's Jeep. We pulled into a strip
center not far from home. I actually knew the center because I frequently
shopped at a hardware store at one end of it. I loved shopping there
because also in the center was an old fashioned lingerie shop. As a
lifelong crossdresser I always loved peering at the silky baby-dolls
nighties and lacy corsets in the window. And the girdles too, so feminine
and smooth. But I never did get up the urge to go in.
Mistress Emma and Mary led me now to that shop. I nervously followed them
in when my clitty started to get hard. The pain from the cage was not
going to go away anytime soon. I hoped we wouldn't be here too long.
Emma talked to the saleslady a bit and then pointed over to me. With a bit
of a smirk the sales lady pulled a box off of a shelf and opened it to
show Mistress.
"Brenda, I need you to come to the fitting room now dear one."
Mistress and the saleslady, Gina, followed me in telling me to remove my
top and cami. After measuring my chest, Gina said they got a few CDs in
the store and they loved the forms she was placing in the bra. I could
feel the weight they added. They had to be at least a D cup.
"Oh that wont work," exclaimed Mistress Emma. "She can't have boobs bigger
than mine. Lets try the B cup." After they were changed she added, "Yes
that's much better. Those are the one she wants."
I was about to take them out and dress when I was told to wait as Gina
wasn't done fitting them yet. Gina, with what looked to be an eyebrow
pencil, traced around the forms and removed them and my bra. I saw her
coat the backs of the forms with something then telling me to raise my
arms she held re-positioned them within her lines on my chest. I shivered
from the cold cement she was attaching them with, hiding my own pierced
nipples.
She released them after about 5 minutes and they seemed molded to me. Mary
stepped in to the room with a pretty pink underwire bra and hooked it
around my chest lifting my new breasts even higher. "That's so perfect for
her. Not too big but too big to hide," she gushed feeling up my chest.
I moaned in pain as my erection renewed with her caress. "Well get dressed
we have more shopping to do."
I paid for the forms and the bra and we headed out with Mistress reminding
me to walk tall with my shoulders back and chest out.
The afternoon was pretty uneventful as we went shoe shopping and to the
grocery. Although I now had 4 more pairs of shoes. A pair of Pink Nike
trainers, a low heeled black pump, 1 open toe and one closed, and a
strappy pair of 4" red dressy heels.
After a leisurely dinner I finished cleaning up when Mary told be to
report to Ms Emma's room. Upon entering I saw Mistress Emma naked on the
bed except for a lacy black g-string. Mary was dressed the same and they
could hear the moan caused by my chastity. Her special spanking bench was
on the floor by the bed and I was told to strip and mount it.
Mary soon had my legs, arms and back secured to it with thick black
leather straps. My new "breasts" crushed against the frame. I was looking
straight at Mistress Emmas' beautiful body on the bed and my clit was as
hard as it could get in the painful cage. Mary placed a dildo mounted on a
pole in front of me and told me to start sucking as she moved out of
sight. I was sucking hesitantly as I felt the paddle contact my ass. "Ow
shit," I cried out as another and another landed. My eyes focused on
Mistress Emma as Mary abused my ass.
"Keep it in your mouth and keep quiet bitch," was all Emma said.
After some 2 dozen swats the punishment stopped and I felt Mary's hand
stroking my red hot ass. "Mmm that makes me so hot and wet," she whispered
in my ear as her hand slid lower to caress my caged clit making it grow
and hurt again. "Now sissy, your job is to keep your mouth on that cock
and your eyes on the bed," she said then joined Mistress on the bed.
OMG what a sight before my eyes. Mary and Mistress in the throws of
passion in front of me. (suck suck) If only I could stroke myself as I
watched. Oh fuck does this chastity hurt. Mary playing so delicately with
Emma's breasts oh my. Emma fingering Mary's slit. (suck suck) Ow this
hurts. Damned chastity. Mary tonguing Emma's slit.
I see Emma reach a remote on the side table and push a button. The cock
starts vibrating and growing in my mouth. It starts pumping in and out on
its own and I suck it deeper. Emma and Mary are kissing deeply and and
using tiny vibrators on each others clits as I suck quietly and in heavy
pain from the chastity. As my two Mistresses start to climax the cock in
my mouth swells up and squirts a fluid into my mouth. It tastes like cum
but how could that be from a dildo. A little is leaking from my mouth as I
can't stop watching my Mistresses on the bed as the chastity brings tears
to my eyes.
Finally sated Mistress Emma rises comes over to me. Stroking my cage she
tells me what a good cock sucking sissy I will make for her. She removes
the straps and then the dildo and has me lick her clean. When she is done
Mary has me repeat the cleaning on her and then turns and has me clean her
ass too.
"Mistress Emma, what you said before Mistress. I don't wanna be a cock
sucking sissy Mistress. I just wanna suck you and Miss Mary."
"Honey I am sure you will learn to love sucking cock for me soon enough.
You do want to please me, don't you? And you do want that cage off some
day, don't you? Yes I am sure you do. And you will, just as you will learn
to please all my friends," she stated matter-of-factly.
I was then put to bed in much the same way as the previous night.
After another restless night I was awakened to clean up and make breakfast
again. In the shower I noticed how smooth and real my breasts felt. I
couldn't even find the seam between then and my skin. Sunday was pretty
uneventful with me spending most of it cleaning her home and relaxing when
I could. Mistress spent much of the day on the phone.
That evening I went back to my house as I had work on Monday. I checked my
email and did a few chores and headed for bed. I only woke twice that
night so I actually got a bit more rest. In the shower I went to remove
the breast forms. It felt like my skin would come off with them. We never
did buy any remover for them. Mistress rushed me out of the store before I
could ask for it. Oh fuck.
"Hi Mistress, good morning," I said after she picked up her phone that
morning. "I have a problem Mistress. I can't get the breasts off. Do you
have any solvent. I can't wear them to work!"
"I don't know why I would have anything like that. I don't have fake
breasts. You should have remembered to buy some when you got the breast
forms. And why can't you wear them to work. I have breasts everyday at
work."
"But you're a woman Mistress."
"And you are a sissy. Now quit bitching and be proud of them. Maybe wear a
sweater or something to hide them," she laughed hanging up on me.
I found an old sport coat and figured I would try to hide them under it.
Not much I could do about it now. I got in to work and had a couple of
quizzical gazes from my staff. Especially Sara. I would try to stay in my
office and get as much done in there as I could.
"Hi Emma, its Sara. How are you darling?" Sara spoke from her pvt cubicle.
"I can not believe you got him to come in with breasts. That's so
awesome."
"Well I did kind of forget to remind her to purchase solvent for them.
But, I did remember to tell Gina and the ladies at the lingerie shop to
say they were out of stock on it for a couple weeks if he went back for
it," was Emma's evil reply. "She will be stuck with them for a while."
"That's awesome. I did talk to the HR office about her 'changes' and they
will be calling her in for a meeting around 11 AM. I will keep you posted
on what develops. Hope to see you at the club again soon. Kisses, love ya.
I gotta go before he comes out of his office."
My dam jacket hardly hid the bumps on my chest. If I buttoned it it was
even worse. It definitely looked like breasts that way.
At just before 11, I got a call from the Director of the HR dept. She
needed to discuss a personnel matter right away. I said I would grab a cup
of coffee and head over. I knew Sally was on top of all personnel matters
and only called me if there was something important to discuss so I did
not think much of it.
After inviting me to sit she went on to explain that she was informed that
I was starting to arrive at work looking a bit differently lately. She
commented on my dual earrings and the obvious breasts peeking out of my
jacket. I was blushing a bit and apologized if it was out of place and
that my girlfriend wanted me to try a different look.
She reminded me how the company was open to all genders and sexual
persuasions. But she also stated that if I was going to dress as a woman
it was fine but I would have to dress as a woman. No more ½ and ½.
I told her I would go back to all male dress if she preferred and she
asked me when I got my ears pierced. When I told her it was just a week
she said that if I removed them now they would get infected and not heal
properly. I usually takes 8 weeks. She asked about my breasts and I told
her we just did it for fun and joked about how we forgot to get the
solvent for them. I said I would get some and get them off after work.
She said not to bother because at this point she was going to change my
file to female and I would have to dress that way for the next 8 weeks as
she didn't want to be responsible for infected ears or anything else. I
would be expected to use the lady's restroom and follow the lady's dress
code as well. As the HR director I would have to foll her direction or be
terminated.
I asked if there wasn't a way around it and she assured me there was not,
as they must comply with the laws.
"I can explain it all to your girlfriend, if you want some help, but I do
expect you to follow the rules. And you may want to take some extra time
off after lunch and pick up some new clothes."
"OK, thanks for coming down. What first name shall I put in you record
going forward?"
"Brenda would be fine thank you," I replied rather dejectedly and headed
back to my desk.
"Everything OK boss?" asked Sara as I slipped past her desk heading to my
office.
"Yeah every things fine thanks," I mumbled.
"Hi Sally. How was the meeting?" asked an anxious Sara.
"Sara he was like a lamb to the slaughter. Rest assured 'Brenda' will be
coming to work as a woman for at least the next 8 weeks if not forever.
Even her name tags and office sign will reflect it by tomorrow. I told her
she would need a wardrobe to match our women's dress code too. Say goodbye
to Ken!"
"You are angel Sally, we owe ya big for this one."
"My pleasure Sara."
I stopped by Sara's desk and let her know I would be taking the afternoon
off, and headed to lunch.
"Hi Sara, got some good news for me?"
"Oh yes Emma. You will love it. Sally in HR made it clear that Ken needs
to be Brenda at work for the next 8 weeks at least. She has already sent
an all person email about "her" change and changed the sign on her door to
Brenda."
"Oh that is good news. I wonder how she is taking it?"
"Well she took the afternoon off so I am not sure. Maybe she is going
shopping for make up. Lol."
"Well maybe I should give her a call and see. Why don't you come over for
dinner Thursday and we will have her cook something nice?"
"OK it's a date."
I was heading to lunch to think things over when Mistress Emma called. I
started crying when I told her what happened and how she forced it on me
by getting my ears pierced and making me wear things to work. I told her
it was wrong for them to make me dress like a woman for work and I was
going to lunch to think it over. She asked me where I was eating and said
she would meet me there.
Shortly, she joined me at the restaurant and with a kiss on the cheek sat
down. We ordered lunch and then mistress grabbed my cage through my pants.
"What is this you are wearing Brenda?"
"A chastity cage Mistress."
"And do real men allow women to put them in chastity cages?"
"Well not mostly Mistress but some..."
"No buts sissy. Do they or do they not?"
"No Mistress."
"Then you must not be a real man because you are wearing on. So you must
by default be a sissy. Right Brenda?"
"Yes Mistress," I replied trying not to cry.
"Then I think you better rethink your attitude and ask me to take you
shopping for some pretty clothes that will meet your new dress code."
Knowing I was fighting a losing battle and using a napkin to dry my tears
I turned to Ms Em and asked, almost begged, her to take me shopping for
new clothes. I told her I loved her so much and wanted to please her and
be a good sissy.
Well that was that. We spent the rest of the afternoon shopping. Dresses,
slacks, skirts, blouses, undies, pantyhose, makeup and some cheap jewelry.
Everything a woman would need upon starting a new job. But I would be
going to my old job now dressed as a female with no end to the
humiliations in sight.
We went back to my place and Mistress helped me put away my new clothing
while packing away things I wouldn't need for a while.
"Can't I keep a few of my men's clothes in the closet Mistress? I may need
some of them and you may want me in a different mode sometime."
"Darling I love you but you will always be a sissy for me. I can't think
of why I would ever want to see you as a man again."
"Yes Mistress." It sounded so final.
She picked a nice pant suit for me to wear to work the next day and then
we had some Thai food delivered for dinner.
After dinner she started coaching me on makeup application and we spent 3
hours with me doing my face over and over until she felt I could do it
well enough for work. She reminded me to get up a ½ hour earlier to
prepare.
She told me to strip and after caressing my chastity until I was hard,
hurting and whimpering had me lick her beautiful pussy to multiple
orgasms. The taste alone making me know I was where I belonged and that I
was truly here for her pleasure.
Before she left she said I was to go directly to her home after work
tomorrow and would be cooking and serving dinner for her and a couple of
friends.
I wanted to wear a tight girdle to keep the chastity from bulging in my
pants. An off white blouse that didn't let too much of my lacy bra show
through some bracelets and rings and black flats. My makeup was OK, and
minimal and I held my head high and marched in to work as if nothing was
different about today.
Sara walked right in to my office and said she loved my new look and hoped
I would stay this way. I thanked her and just said I had a lot of work to
do. Work actually went just like any other day and I was happy to be
heading to Mistress' home after work. She looked me over and after giving
her approval Led me to her bedroom and told me to strip to my chastity.
She brought out a black satin crotch-less panty and a a Black satin Maids
outfit and told me to get dressed and start dinner. She said the menu was
on the counter and then tied a frilly apron around my waist and sent me
off.
I found I was preparing a pot roast and fixings for 4 and set the table
accordingly. The doorbell sounded and opening it I saw Judy form the hair
salon and Sara from work standing there hand in hand. After my initial
shock I gave a slight curtsy and invited them in. I hung their coats and
offered them some wine before Mistress Emma appeared to greet them. I
retreated to the kitchen and checked on dinner.
After serving the wine Sara asked Mistress how she got me under her
control so well. Mistress told me to raise my skirt and exclaimed, "once
you have a male in chastity its very easy to make them into a loving sissy
slave."
"Brenda tell her why you are wearing that particular chastity!"
I told the new comers how I had been but in a different one and cheated
Mistress by pulling out the back and playing with my sissy clit. AS
punishment I was made to beg to wear this one for 2 months because I was a
naughty sissy that thought with her clitty. I told them I needed Mistress
Em's guidance and training to become a better person and by that a better
sissy.
Judy reached out and played with it a bit and watched me getting harder in
it causing my knees to buckle from the pain.
They laughed and asked if it always hurt when I got hard. Mistress told
them it did but it would someday just stop getting hard and then she would
have a docile sissy with a well trained tongue to please her. In fact, in
the future it may hurt when it gets hard even without the cage because it
is kind of being trained to associate an erection with pain.
"Doesn't she get to cum?" asked Sara.
"Oh no, she doesn't need that. That's for Men and Women not sissys." Maybe
someday she will squirt when I fuck her sissy pussy. In the mean time she
has almost 2 months of punishment left for cheating and that may get added
on to if she is naughty again. So even if I would let her cum it will be
quite a while."
Well I will have to keep a closer eye on her at work then,"said Sara, "and
maybe tease her a little too. It's so fun to see that its her own sissy
clit causing her pain."
"You do know she actually begged me to lock her clit up for 2 months. I
just had to play with it a little with my crop and some other toys and she
was all please please lock me up Mistress. Lol."
They enjoyed the dinner while I had the leftovers in the kitchen between
serving wine and clearing plates. I found it interesting to now know that
Sara was never married because she was hooked up with Judy. No wonder here
nails and hair always looked perfect. I never figured her as a fellow
kinko, or gay for that matter.
Mistress mentioned we would be going to a "mostly mens" gay leather bar
that weekend and invited them to leather up and join us. We soon said
goodnight to our guests and after cleaning up the kitchen I was allowed to
service mistress before changing and going home.
The next few days at work were more of the same. I did have to reprimand
Derek for making remarks that were well out of line and I think he got the
message that I was still his boss no matter how I dressed. I was hoping he
would push it further so I could fire him. And Sara started wearing lower
cut blouses to try and get me excited. It did a few times but I could say
nothing to her about it or Miss Em would find out.
Saturday I got to relax and do my own chores, laundry and housework and
grocery shopping. I was afraid to mow the lawn with my neighbors about. At
4 I showered and got ready to head to Miss Em's house. Mary had called and
tole me what to bring for the club that night. Although I had been to the
local BDSM clubs I had not been to this bar as I thought it was men only.
I guess it usually is but they have an open night like this on occasion.
When I arrived at my Mistresses home Mistress and Mary were dressed in
full leathers. Matching leather riding boots with tailored leather pants
tucked into them. Supple leather dress shirts with brass name tags over
the pocket that said "Mistress". Leather hats and dark red lips with
stunning eye makeup.
"Come in and strip," Miss Mary called from their bedroom. "Time to get you
dressed."
I did as told and she dumped the contents of my bag on the bed. First I
was directed to put on the dark red pantys with ruffles all over the
backside. A matching bra was next followed by sheer black thigh-hi
stockings. My red 4" heels were next, then a pleated leather mini skirt
was fastened around my waist. It had enough flare so my chastity bulge
would not show. On top a satiny red blouse that my nipples poked through
my bra at and a leather collar with the name Brenda embossed in red. My ID
and things were popped into a small purse that I was given to carry.
My make up was next and when done my Mistresses were pleased that my face
look had the whorish look they wanted. My fuck-me red lips highlighted it
all.
We arrived around 10 pm and I think more of the guys were watching me than
my Mistresses. After a couple drinks I joined them on the dance floor for
a few songs. Mistress Emma said she wanted to dance with Emma a bit and
directed me to go stand near the corner of the dance floor and wait for
them.
After a couple songs my view of them was partially blocked. A few guys
asked me to dance and I deflected them saying I was waiting for my
Mistress. I decided to get a drink and looked into my purse to see if they
gave me any cash. As I was digging through it in the dark a small bottle
of poppers fell out. It rolled a couple feet and I quickly knelt to
retrieve it. As I reached out to grab it a leather boot stepped down on it
preventing me.
I looked up to see a guy in leather pants and vest, about 6'2" and not bad
looking. "Excuse me sir I think you are standing on something of mine."
"Oh and what would that be?"
"Just a small bottle sir. It fell from my purse."
"A bottle of what?" he demanded to know.
I quietly said, "Sissy sauce sir."
"What?"
"Poppers sir," I replied, realizing most people don't call it that. "My
mistress must have put them there and they fell out when I was looking for
something."
"What did you call them the first time?"
"Sissy Sauce sir, that's what she calls them."
"I see. So then that makes you a sissy?"
"Please sir, Please move your foot so may I just get them and put them
away?"
"I guess you didn't hear my question. Are you a sissy?"
"But sir, I just"
"No buts you fag bitch, If you want them back answer the question."
I looked around hoping Mistress would ride in on a white horse and save me
but all I saw from down there were legs. I looked up and said, "Yes sir I
am a sissy."
"That's better sissy. Now get it." and he lifted his foot. I was about to
rise when I felt his hand on my shoulder holding me down. I noticed a
couple of other guys moving into position behind me.
With his hand still on me he told me to give him the bottle. A bit in fear
I did as I was told. He opened it and held it to my nose with one hand
closing the other nostril with the other. "Sniff it you sissy fag," he
ordered.
"No please sir its bad for sissy!" I cried but it was no use. I was stuck
on my knees forced to inhale the sissy sauce. After 4 hits he capped the
bottle and pulled my face into his crotch and held it there.
"Maybe you need a nice cock to suck sissy."
"Oh no sir. Please I'm not that kind of sissy."
"Oh really. Here you are on your knees with little red pantys showing
under your skirt and your face buried in a mans crotch and you tell me
you are not a sissy. That's a fucking laugh."
I noticed my Mistresses making their way through the crowd to see what was
going on. When they saw me on my knees they stepped up to see what was
going on. Mistress Emma asked what was going on. Mark, the leather man
that was holding me at his crotch said that the sissy was disrespectful
when asked about the popper bottle she dropped. He said he decided to
popper her up and have some fun.
Mistress Emma said that I belonged to her and her Lady, but due to the
circumstances she would allow him to continue as long as they could watch
the show. He thanked her and said he would like to take me to the
backroom to continue. They agreed and let me stand. Mark and his 2 boys,
Rob and Sal, and my Mistresses and my self headed to the back room of the
bar. I didn't even know they had a backroom.
The backroom turned out to be a mini dungeon that the men used on their
regular bar nights. I was hesitant to enter but the hands on my shoulders
and ass told me I had no choice. As soon as we were all in the room a
cloth covered with poppers was held over my face forcing me to breath it
in. I was helplessly falling into subspace as I noticed Mary and Ms Em
heading to the rear of the room to sit and watch.
My skirt was removed and my blouse and bra. The panty was next and they
admired my chastity. Hands were all over me and I was pained by an attempt
at an erection. I was still breathing the sissy sauce and could not resist
as I was strapped to a padded bench.
"It would be a shame to waste the pretty cock sucker red lipstick pretty
boy," the said as they lashed me down. I soon felt a blistering swat of a
paddle on my ass. A hand gripped my balls and held tight as it crashed
down again and again.
"Beg for my cock sissy!"
"Tell me you wanna be a cock sucking sissy fag!"
"Tell me you are a cock sucking popper sissy fag that loves to fuck and
suck!"
My ass was burning and I was too weak from the poppers. "Please sir I am a
sissy that needs to be fucked sir. I am just a popper sissy for your
amusement and pleasure sir." The hypnosis tapes coming forward in my mind
now. "Popper sissy love to fuck. Popper sissy love to fuck. Please fuck me
master. Thank you for my punishment master Please fuck your popper whore
sir."
The popper rag was finally removed form my face as a cock was placed at my
lips. "Please let me suck sir?" And the cock moved forward so I could wrap
my lips around their first real cock. I worked my lips over it as best I
could and when most of the 7 inch tool was in my mouth I felt another at
my ass.
I was going to be taken from both ends. I felt my cheeks pulled apart as
the cock started to move forward. I couldn't move away and had to accept
the lube cock in my sissy hole. I took the cock in my mouth deeper and was
moaning around it as my sissy pussy was stretched and filled by Marks 9
inch mammoth.
I felt Rob's cock swell in my mouth and he was soon spurting in my throat
finally pulling out to finish squirting over my face. As soon as he was
done Sal replaced him. Sal was only about 5 inches and thin so my jaws got
to rest a bit. The popper cloth was back sending me into a dreamy state
once again as Sal came in my mouth while Mark continued to ram his full
length into me. My cock was still painfully constricted in its chastity
but was steadily dripping cum for my prostrate being massaged by the huge
cock.
Mark finally pulled out with a pop and came to the front and shoved his
dirty shit stained cock into my mouth to finish there. I was still
helpless to resist and suddenly the paddle was tenderizing my ass again. I
sucked him fully down my throat wanting his cum to fill my throat. Whack,
Whack, over and over I was crying as I sucked. The paddle didn't stop and
finally I felt him tense up and lose a huge load into my waiting mouth. I
was told to to keep my mouth open before swallowing as Mistress Mary came
over and took a picture of my mouth full of cum.
"Swallow up girl," she said as she finished taking some pics.
Mark directed his boys to release me and then thanked Mistress Emma for
allowing him to use me. "Anytime," she replied with a big grin. "Mary and
I enjoyed the show more than you could imagine."
Mary helped me dress and we went back out to the bar where Mark had gotten
us a round of drinks. I was exhausted from the nights events and Mistress
realized that and led us out to the car. I couldn't believe how much the
car seat hurt my reddened bottom as we drove home.
"Brenda that was such a hot show you put on for us tonight I am going to
give you a present," said Mistress. "I think it's time for you to have
your own breasts so you can choose either implants or hormones?" Think it
over I will ask for your answer in a few days."
The ride home was mostly quiet. I think we were all a bit exhausted form
the nights events. I fell asleep soon after I hit the bed, but not before
I heard my ladies in the next room enjoying themselves before they too
drifted off to sleep.
We all slept in Sunday morning but I awoke first and started making a nice
Sunday brunch. Fresh fruit, bacon, French toast, coffee and mimosas, and
perfectly cooked omelets. Mistress Emma and Miss Mary sauntered in in
their gowns as the aromas from the kitchen had made their way to the
bedrooms. I was still in my diaphanous pink nightgown with just my
chastity on underneath.
"What a lovely brunch Brenda, I think I will allow you to eat with us at
the table today. But first I want to see how red your bottom is after last
night."
I did a turn for the ladies lifting the back of my gown for them to see my
still reddened and bruised bottom.
"Looks like you will be sore for a while Brenda. I think you should put a
nice snug girdle on before you eat. Now hop to it before the food gets
cold."
I went back to the bedroom and found a snug, long-leg panty girdle and
struggled to pull it up over my sore bottom and the chastity cage. As
everything appeared smooth I headed back to enjoy breakfast. When I sat,
my sore bruised ass made it known to me that I would be feeling it for a
few days. As I started to eat Mistress Emma asked me if I had thought
about the gift she had offered me last night.
"I haven't really had time to think it over m'lady."
In truth it is a question I had thought about many times in the past. I
just didn't think it was something that would ever really come to
fruition. It was mainly a fantasy I had played with in my mind. And when
she talked about doing it in the past I thought she was just teasing me to
heighten the scene.
"But, m'lady, I did kinda wonder why you are making me so feminine
Mistress. I mean you do have Miss Mary if you want a female lover. You
already have me dressed and working full time as a female. I thought you
liked me as a man when we first started seeing each other."
"Well Brenda, my darling little sissy girl, I do totally enjoy my
beautiful darling Mary and all her feminine charms. And I hope she will
always remain my lover and partner," she stated with a big smile and an
air kiss across the table at Miss Mary.
"You are a different story entirely though Brenda. You see I found you to
be one of the nicest males I have known in years, and found myself falling
in love with you. The problem is that most males are assholes. Just look
at the news reports on TV and you can see that. So I decided that if I was
going to hang on to you I would have you without all those nasty male
faults. That's why I started you in pantys so soon after we met. And when
you didn't object I knew you were a keeper. I was just going to feminize
you a bit at first but when you messed up with the chastity cheating I
changed my mind. I knew there was still too much testosterone in you and
realized that I would need to break you further. The extra chastity time
is certainly helping but I want and expect much more from you."
"Being a sissy the best path for you. You will be a woman at work and my
sissy at all other times. I will adore you and tease you, punish you and
excite you. And you will preform beautifully. You will relish your place
as neither a male or a real women. You will live to give pleasure. You
will surrender your soul to me, and you will be the perfect wife and you
will take my name when we marry. You will be my sweet girl always. I hope
that is plain enough for you to wrap your sissy head around!"
"Now as to the original question I don't intend to wait to long for an
answer. As I am leaving on Wednesday morning for a few days I expect an
answer by dinner on Tuesday or I will decide for you."
Mary said she hoped I would choose implants so I would have breasts much
quicker than it would take with hormones.
"I just know that Sara and the others at your office would love to see
that too," she remarked.
I figured I better say something as they both had stopped eating and were
looking at me. I put down my fork, took a sip of my mimosa, trying to
think of what to say and draw out the suspense a bit. (naughty me).
"Well I really don't like the idea of surgery, although it would be
quicker but the hormones would give me more time to adjust mentally as
well. But I hear there could be drawbacks to hormones as well."
"And what would those drawbacks be Brenda?"
"The side effects form the hormones I guess. Those TV ads always have a
list of bad stuff that can happen when you take them."
"And aside form that?" she pushed.
"Well they might effect how my cock, I mean sissy clit, works, and how
about the size of the breasts. I don't think I would want more than a B-
cup and how would hormones know that. At least with implants you know
what size they would be. And they say that breast size can run in the
family and I would probably end up as large as my late mother was, and she
was at least DD."
"Why are you still thinking of that silly thing between your legs as a
cock? Haven't you learned anything these past couple of weeks sissy? And
who said you get to decide on the size anyway. Do you think we had a
choice in our breast size. Don't you think Mary and I are the ones that
should make that decision? Aren't we the ones that you are here to
please?"
"But Mistress."
"Quiet sissy, don't interrupt your Mistress."
"Sorry Mistress," I whimpered. I will give you the answer soon. I do want
to please you so much."
"Hey, wait a minute, did you just ask me to be your wife for real? OMG
Mistress. Really. Yes Mistress I will Mistress Em. I really do love you so
much Mistress."
"Well in that case maybe I'm the one who should decide on the size of my
wife's breasts don't you think?"
"Oh, I, I didn't think about that Mistress."
"Yes my soon to be bride. Maybe we will start you with a nice set of
implants. About a B cup implant and a 6 month time release hormone. Then
if they get too big we just wont renew the hormones. How does that sound
Brenda?"
"OK I guess Mistress Emma." I replied a bit despondent about her choosing
that option.
"Well you don't seem so enthusiastic about it sissy. Maybe we can get a
more enthusiastic response from you later today when Sara and Judy arrive.
Now go do the dishes while we women talk," she laughed.
"Oh Mary isn't this great? We will have our own sissy wife to pamper and
serve us all the time now"
"I love the way you think Em. I always wanted a live in sissy and now we
will never be without. What are Sara and Judy coming over for?"
"Well Sara has been interested in finding a sissy for herself and Judy.
She texted me that she would love to see how I got Brenda to beg for her
chastity. She and Judy will be later this afternoon. I thought I would let
Brenda's clit free for a while and then we could take her to the playroom
and have her beg to be put back in it."
"Oh you do have a bit of the devil in you don't you Emma. This is going to
be a fun afternoon I think."
Mistress called me in from the kitchen. I was told to remove the girdle so
my skin and especially my sore ass could breathe a bit. She then took my
chastity key from her necklace and unlocked my soft clit. As she unlocked
me she told me that she had to go out for a bit and I was to shower and
freshen up. I was not to touch my clitty and Miss Mary would keep an eye
on me and clean and shave it as needed. Mary would also help me dress
afterwards to make sure I was not touching myself.
Mary followed me to the bathroom as Mistress Emma dressed and left. I
slipped off my gown and stepped into the shower enjoying the feel of the
warm water cascading over me. I washed myself and took care of my hair.
"OK now, don't move sissy and put your hands on your head. I will be right
back."
As I stood waiting for Miss Mary to return my clitty started to get really
hard. I wasn't trying to, it just happened. Miss Mary would return at that
moment and had a pair of handcuffs in her hand and proceeded to secure my
hands behind my back.
I was still hard and desperately trying to will it to get soft. It seems
that any touch after being locked so long made the task next to
impossible.
"Why are you hard Sissy?"
"It just happened Mistress Mary. I tried to keep it from happening but it
did it on its own. I'm so Sorry Miss Mary."
"You know that Emma will hear about that?"
"Yes Mistress."
This was all of a sudden not going well for me. Miss Mary then turned
around and grabbed the toilet brush from its nearby holder, put some of
the fragrant liquid bath soap we had been using on it and began scrubbing
my scrotum and crotch with the bristles. With the slick tub floor I
couldn't move much for fear of falling and had to stand with my legs
spread wide. Telling me to keep quiet she stuffed a soapy wet washrag in
my mouth as a gag. She then went further back with the brush, being sure
to clean and punish my crack as well. I was almost in tears when she moved
to the front and pulled my finally softened clitty through the center hole
of the brush holding the head started stroking me with the brush.
I was howling with pain into the gag as she abused my again hardening
clitty. Finally she relented and pulled it off with a twist. She grabbed a
can of shaving foam and proceeded to shave me front and back. After a
thorough rinse I stepped out, was released from the cuffs and dried off. I
followed Miss Mary to my bedroom where she had laid out my clothes.
Pink thigh high stockings, a black mini skirt and a sheer pink blouse with
black below the knee boots with a 3" heel. I was told to dress and take
care of my hair and makeup. As I was dressing the door bell rang and Mary
went to greet Judy and Sara. I heard them exchanging hellos and small
talk. I was sitting at the vanity to do my makeup and remembered I wasn't
locked in that damn cage. I reached down to caress my clitty for a sec and
it felt so nice after not touching it for so long. Then I remembered that
Mistress probably had cameras running and I quickly pulled back and
finished my face.
"Brenda, hurry up in there and serve some drinks for our guests!"
"Yes Miss Mary, right away."
I slipped into the kitchen and quickly got a tray and loaded it with
cheese, crackers and wine, grabbed 4 glasses and served the ladies.
They all enjoyed the view of my bruised sissy ass as I bent at the waist
to serve them. I was told to go relax until Mistress Emma returned. I
slipped out to the back porch and had a ciggie and a bowl of sweet sativa.
Mistress Emma entered about an hour later with a few shopping bags in her
hands and smile on her face. Putting them down she warmly greeted her
guests and Mary as I poured her a glass of wine.
"Well are you Ladies ready to adjourn to the play room?"
"You need not ask us twice," replied Judy.
"Lead the way" Sarah chimed in.
"I grabbed the tray and the wine bottles and followed with a bit of
trepidation knowing I would be their entertainment.
After refilling their wine Mistress Em directed me to my knees in front of
her.
"Brenda, as I mentioned earlier I wish to make you my wife. So here in
front of our friends, with you on your knees and without the duress of
being in chastity or any type of physical or mental bondage I will ask
again. Brenda will you be my wife?"
"Oh yes, yes please Mistress, I would love to be your wife."
She took my hand and reached in her pocket and brought out a beautiful
diamond and ruby engagement ring. I was in tears as she placed it on my
finger. Going to her pocket again she held up a silver necklace with a
heart shaped charm that said "Emma's" on the front, and "sissy wife" on
the back. She fastened it around my neck with a small silver padlock after
showing everyone that the special lock had no key hole. It was ready to
close but never to be opened. It was quickly fastened around my neck.
Mistress motioned me to stand and I hugged her tight as she kissed me
deeply. Her tongue felt halfway down my throat as I swooned in her strong
arms.
"I love you Brenda," she said as we broke our embrace.
"I love you to Mistress, with all my heart."
"I can see that Brenda. Is that why my sissy's clitty is all swollen?"
"Yes Mistress."
"I will forgive you this time Brenda, but there are some other issues we
must deal with. I just love technology, don't you sissy? Look you can see
this video right on my phone of you having a little ciggie break on the
deck and touching something you shouldn't touch. And this one when you put
on your make up. Again touching yourself. What do you have to say about
that sissy?"
"Cat got your tongue girl? That's OK. I know just how to deal with
stubborn little girls. So why don't we get the party started."
"Mary please bind my soon to be wife spreadeagled face up on the bed. Judy
can help if you need it. I will be back in a few minutes. Please have her
ready. I think you know what's needed."
Once I was bound Miss Mary put some lotion on her hands and started to
fondle my clitty till it became erect. I swear she was trying to make me
squirt. She would get me right to the edge and stop. Then she would get me
going again before releasing me.
"Does that feel nice sissy? Remember when you were a man and you could
stroke it like that whenever you wanted. Remember how nice it felt to
squirt you man juice all over. Wasn't that so much fun for you? You now
those days are over forever don't you?"
She continued to edge me as we waited for Mistress to return.
"MMM sissy it feels so so hard. I bet you would love to squirt your sauce
for us wouldn't you. Too bad that sissy's don't get that pleasure isn't
it. Yes Sissy, moan and cry. You know you aren't going to squirt. Right
sissy? Because men and women get to cum don't they sissy. But sissy are
different aren't they. They aren't men or women are they? No, you are
correct."
Already with her hand down in her pantys, Sara had to comment. "That's so
hot Mary. Its so hard and hot. She looks ready to explode, or cry, I'm not
really sure which. Lol. Does she ever get to squirt?"
"Well she hasn't for a few weeks now. And it will probably be a while
before she does it again. Em and I want to train her to come from anal
play."
Entering in head to toes leather, Mistress Emma returned.
"Its so nice to see my sissy so ready for her punishment ladies. You do
such nice work. Mary please hand me my crop darling. And then lets get our
sissy nice and high so she can we can really enjoy our selves."
Mary fitted the breathing mask around my head and put a nice dose of
poppers in it. I couldn't avoid them and was soon starting to float into
subspace when I felt the crop land on my clit. I pulled on my bonds but
could not get away from the next 3 quick strikes of Mistresses favorite
implement. My breathing quickened as I gasped in pain taking me even
higher. Mistress was covering all areas of my already sore clit with her
crop as I was helpless to protect myself. After 5 seriously hard swats she
switched to some sandpaper.
She stroked slowly up and down my clit a few times before adding some lube
to make it slide easier. It felt as if she was sanding it down to a nub. I
was so weak from the popper mask that I laid there and let her do it with
tears streaming down my face. Thank the Goddess for waterproof mascara.
When she tired of sanding it she asked Judy to try using the crop for
herself. After all she would need to know how if she was to get her own
sissy someday. She said to try to concentrate on the head but had 25 to
use as she saw fit.
Mary whispered something to Emma and they both laughed a bit before Emma
removed my mask and had Sara climb over me and sit her ass down on my
face. I started rimming and tonguing her hole as Judy lit into my cock
with the crop. I swear it was turning to mush but Mary put a strap around
it to keep me erect for the crop. She finished and handed the crop to Sara
who stayed planted on my face as she added a couple dozen more swats to my
beleaguered clitty.
"Untie her and bring her to me," Mistress Emma commanded.
I was released and my hands bound behind me as I was told to kneel before
Miss Em.
"Would you like more sissy sauce Brenda?"
I was still pretty high but did not want to disappoint Mistress and said,
"Yes please my lady."
She poured some poppers on a cotton ball and placed it at the end of an
eight inch dildo held there with a simple hair tie. Using the suction cup
on it's base she stuck it to the nearby wall mirror and told me that if I
wanted the poppers I had to deep throat the fake cock to get to them.
Every time I got to the bottom I could have a sniff. I had to take a 5
second sniff each time I deep throated the fake cock.
I knelt before the phallic piece and placed my red sissy lips around it
and tried to take it in. I filled and stretched my mouth fully.
I was working hard to get it into my throat so I could reach my goal of a
nice popper sniff when the paddle hit my ass. It stunned me and drove me
forward on the dildo and I took a long sniff. As I felt the rush I pulled
back only to feel the paddle again. After a couple of more deep throats
and sniffs I was wiggling my ass for Mistresses paddle. Enjoying the
feeling of it all driving me deeper into my sissy sub-space.
My cuffs were soon released only to be dragged back to the bed and pushed
down onto my back. Mistress placed a cigarette in my mouth and lit it. She
is not a smoker and I found it strange for her to do that during playtime.
After a couple of drags removed the cigarette and asked Mary to climb
aboard and sit on my face.
I immediately put my tongue to work on Mary's hot, wet pussy. savoring her
wonderful flavor. I felt Mistress begin to fondle my clitty and as sore
as it was it still grew in her hand. She then gripped it tight and as the
other 3 women watched she used my cigarette to brand "E M" on the head of
my engorged clitty. She slowly but lightly dragged the hot ash across it
to spell out her name as all I could do was suffer and suck on Mary's
pussy.
The burning stopped as Mary had her 2nd orgasm and they could see my tears
when she arose from her seat. Mistress caressed my face and said I was her
good little girl and that helped me feel a little better. I couldn't see
what she had done but she told me she put the letters EM on my clit to
remind me it belonged to Em or Emma and Mary.
"Now I want you to show everyone how you stroke your clitty Brenda."
She released my right hand and lifted it to my clit. It hurt just to touch
it but when I saw her grab her crop again I started stroking it.
"Please Mistress it hurts too much to stroke. Please don't make me do
this."
"Keep stroking sissy. It certainly seems like you couldn't keep your hands
of it earlier."
"But it hurts to touch it Mistress. Please Mistress. I don't want it to
hurt anymore."
"Well if you nicely ask me to start you on hormones and get you some nice
implants I will lock it back up and keep it safe. Hows that for a deal?"
As I hesitated to long in answering the crop struck down on my clitty
again. 3, 4, 8 times. I don't know I lost count with the pain.
"Stroke sissy. Make it cum. You have 3 minutes before its the crop again!"
I stroked as best I could but it was getting so soft now. As my 3 minutes
came to an end Mistress started with the crop again.
It only took a few more hits when I blurted out what Mistress wanted to
hear.
"Please Mistress, Please may I have pretty breasts for you. Please fill me
with hormones and implants and put me back in the chastity. Please
Mistress. Please lock my clitty away."
"It may be quite a while if I do that Brenda. Since you only did 2 weeks
of the first 2 months we will start over and make it 3 months. How does
that sound for starters?"
Mistress was teasing my clit with the tip of her crop as she said this.
"Yes Mistress. That is fine and very fair Mistress."
"That's not all Brenda. You will quit smoking if you want it off. Every
pack you buy will add another week. Your pack a day habit is going to cost
you more than money. And you are going to lose 10 pounds. If you don't
lose 10 pounds in the 3 months we add 2 weeks for every pound you fail
by."
As the crop landed on the underside of my clit I was broken.
"Yes Mistress that is fine Mistress. Please lock your sissy wives clitty
away Mistress."
As my right hand was re-cuffed and tied again to the bed, Mistress began
reattaching my cage.
"I am going to use a smaller base ring this time girl. I think it was a
bit loose before."
She soon popped the PA hook through my piercing and completed assembling
the cage. I watched as she slipped the sheath lock into place. After it
was locked Mary produced a bottle of red nail polish and after dripping
some down into the lock, she painted over the end of it.
"That will be tamper proof when it dries now Emma dear. It may have to be
drilled out when you decide to remove it."
"You mean "if" I decide to," she laughed.
"Just one more thing to complete before we are finished here today. Judy
you did bring the medication didn't you?
Of course Emma, its right here in my bag."
Judy reached in her bag and retrieved a syringe in a sterile pack. She
stepped to the end of the bed and showing it to Mistress Emma proceeded
to swab a spot on my ass and inject its contents into me.
"That was a preloaded syringe Brenda. It contains a 6 month time release
supply of estrogen. No turning back now."
"Yes Miss Judy. Thank you for doing that for Mistress Emma."
"Monday I will expect you to make an appointment for your implants Brenda.
Now you need to get some rest while we go out for dinner."
They untied my wrists and left to go out and eat. I went out to the deck
for a smoke. As I sat there I lifted my skirt and saw by bruised branded
clitty in its cage. It would be a long time before I would get to hold it
again.
Then I looked at the ring on my finger. It was an amazing ring and must
have cost a bundle. I kissed the ring thinking about how much Mistress
must really love me. My clit didn't hurt at all at that moment. It was
where it belonged.
15 February 2018
04 January 2018
Downward Spiral
By: terrysissy
Tom thought back to that fateful night. His wife, Linda, explained to him
"Since you are impotent, you are of no more use in bed to me than if you
were a woman. Therefore to remind you of what I already know, from now on
when you go to bed, you will dress as a woman."
"But, but, but," Tom stammered in protest. With that, she handed him a
nightgown telling him to put it on.
"Please, don't do this," he begged.
"OK, I'll give you one more chance then. Show me a stiff six inch cock and
you won't have to wear it, otherwise you wear it until you can show me
one," she told him. With that she opened a dresser drawer and took out a
tape measure, "You've got five minutes so you better get going."
"That's no fair," he argued.
"Four minutes and fifty five seconds," she replied.
He immediately grabbed his cock and began to stroke it. The combination
of his tenseness, her watching and the pressure to perform made his task
much harder. It didn't help that she called out the time every thirty
seconds. When she called out thirty seconds left, he had achieved his
usual semi-soft state which for him currently passed for an erection.
Nothing more happened in the final thirty seconds.
"Stop," she called out and approached him with the tape. "It's not
exactly stiff," she observed as she grasped it. Holding the tape up to it
she announced "four, no four and a quarter inches. Ok now you can put your
nightgown on."
He stripped out of his T shirt and boxers, then pulled the white nylon
gown over his head sticking his arms through the arm holes. As it fell to
his ankles, she looked down and noticed his leather slippers.
"Those slippers won't do either. Go to my closet and get a pair of scuffs.
They will be too small for you but at least your toes will fit in them and
you can wear them until you get a bigger pair," she ordered. He did as he
was told.
The next night when it was time for bed, he started to put on his pajamas.
"What are you doing?" Linda asked. He explained that it was rather
obvious. "No, I told you that in bed you would dress as last night until
you demonstrated that you can be a real man again," she reminded. Again
his protests fell upon deaf ears, so he put on the nightgown again.
A few days later they were going out shopping. Before they left she went
to his closet, removed all of his pajamas and placed them in a sack. On
the way to the mall she stopped by the Goodwill store and dropped them
off. While she was shopping at the mall, she picked up a couple more
nightgowns for him. One was pale lavender satin and the other was a baby
blue nylon. In a department store she asked his shoe size, when he told
her it was 10½ she remarked that finding 12½'s would be difficult. They
went next to the women's shoe department where she asked a saleswoman in
about 12½ slippers. The saleswoman instinctively looked at her feet and a
puzzled look crossed her face. His wife explained they were not for her
and he was greatly relieved that she did not explain who they were for
even though the saleswoman probably suspected as much. She was shown
several and picked out a pair of white satin ballerina slippers. When
they got home that night Tom watched silently as Linda put his comfortable
old leather slippers in the trash.
In the next few months he grew accustomed to wearing the nightgowns.
Since they were alone, it did not really matter too much what he wore.
However, he did feel odd when he looked in the mirror to shave each
morning and saw the ridiculous person with the lathered face and lace
trimmed nightgown looking back at him.
Then his life hit a crisis point. The company he worked for was caught in
a recession and he was downsized out of a job. Months later, after
unsuccessful job searching, his unemployment checks ran out. However,
during the time he had been unemployed, he had begun to take on more of
the household chores: cleaning, doing the laundry and even cooking for his
working wife.
Not long after his checks ran out, she told him that since things had
changed economically there would be a few more changes. "First, since you
have taken over the traditionally female domestic role, I think you should
dress more the part. Would you like to do that?" she asked.
"No," he quickly replied.
"From now on that's 'No Mistress. Do you understand?" she corrected.
"No Mistress, err yes Mistress," answered.
"Good," she said laughingly. "That will be the proper form of address
both here at home and when we are out, do you understand?"
"Yes Mistress," he responded quickly understanding his new role.
After that she took him on another shopping trip, he found himself doing
the cleaning the next day wearing black nylon panties and camisole, thigh
high black opaque stockings, a denim jumper and a light blue knit cotton
shirt. He also wore a pair of black leather skimmer flats with bows on
the toes. He rationalized that it wasn't too bad since she was the only
persons to see him dressed in this manner.
A few days later she went through his dresser drawers removing all of his
T shirts and boxers together with most of his socks. She left a few pair
of the latter to wear, over his stockings of course, when they went out
together in public or when he had to run an errand outside of the house.
After another trip to the mall his old underwear was replaced with a few
dozen pairs of panties in flesh tone, black and white colors, as well as
the same number of camisoles in matching colors. He also had a couple
dozen pairs of thigh high stockings in various shades from natural, to
black and white. He would now wear these along with some new house
dresses she had bought him, as well as under any male clothing when he was
outside of the home. She also put in a new rule requiring him to wear his
stockings to bed with his nightgown.
He had begged her to leave at least one set of male underwear for trips to
places such as the doctor, or gym but she refused telling him he would
have to find a way to deal with it. He would do so largely by stopping
going to the gym. His only consolation was that he was no longer managing
the family finances so that he did not have to figure out how to pay for
all this.
One evening when she got home from work she announced that she was
exhausted and her feet hurt from her hard day's work. She ordered him to
bring her a pair of velour slippers and him kneel before her upon his
return. He then had to gently remove her pumps and massage her stockinged
foot until she had him kiss them before placing the slippers on her feet.
He then brought her a drink so she could relax by watching TV while he
finished cooking their dinner. This soon turned into a regular ritual.
Another time they were both relaxing, watching TV after dinner when he got
up to leave the room. "Where are you going Sissy?" she asked using the
name she had begun to call him when he was no longer dressed as a man.
"To the bathroom Mistress," he explained.
"I don't want you to do that any more without asking my permission from
now on," she decided.
"Yes Mistress," he acknowledged, stopping. He then asked, "May I go to the
bathroom Mistress?" he asked.
"Curtsey when you ask also," she ordered, "now try again."
"Yes Mistress," he responded.
"And curtsey any time from now on when you are dressed as a female and
answer 'yes' or 'no' or when you thank me. Do you understand?" she
ordered.
"Yes Mistress," he answered executing an awkward curtsey.
"Try again Dear"
"Yes Mistress," he said curtseying again.
"Now what did you want to ask?"
"May I use the bathroom Mistress?" Tom asked, curtseying again.
"What do you have to do Sissy?"
"Pee Mistress," he answered somewhat taken back by the question.
"And when did you pee last Dear?" she quizzed him.
"I don't know Mistress, maybe an hour ago," he responded.
"I think you can wait a little longer Dear, ask me again at the next
commercial."
"Yes Mistress," he answered, curtseying again and sitting back down.
It is a funny thing how the body works. While he did not feel that much
urgency when he first got up, as soon as he sat down that as all he could
think of. As he thought about it, his sense of urgency increased. He
began to wonder if he could hold it and whether he might wet himself.
Finally, mercifully another commercial came on. He sprang up and
curtseyed asking "May I go to the bathroom Mistress", waiting for her
reply in tense anticipation. She got up from her chair as she granted
permission. He thanked her, curtseying again and quickly headed off to
the bathroom. She followed.
When he got there, he saw her standing in the door. He stood before the
toilet, raised up the skirt of his jumper and reached in the leg hole of
his panties for his penis. "Stop," she ordered, causing him to stand
still. "Is that the way you pee," she asked.
"Yes Mistress," he answered, moving his hands back down to grasp his skirt
as it fell so he could execute a curtsey.
"Not any more," she admonished. "From now on Sissy, sit like the lady you
are dressed as."
"Yes Mistress," he quickly agreed curtseying again. Then he turned his
back to the toilet, raised his skirt, dropped his panties, and sat down.
She continued watching till he had finished, then instructed him to wipe
himself with toilet tissue before pulling up his panties. Except for her
watching, another new pattern had been developed. He even did it when he
was home alone since he wanted to reinforce the habit so that he would not
forget some time in her presence. However one of the greatest change in
his life would come in his sexual activity.
Before he began wearing nightgowns to bed, he would kiss her and suck her
nipples then, if he could not get stiff, would masturbate her with is
finger. Then he would lie back while either she would masturbate him or
he would do it himself. Since he had been forced to wear nightgowns, she
would not let him touch himself after he had masturbated her. Instead she
made him beg to masturbate himself for which she seldom granted
permission. When she did, he had to get out of bed and stand facing her
and masturbate. As he did she would disparage the size of his cock and
his lack of speed in coming. She would make him stop when she saw he was
ready to cum before allowing him to start up again. She usually had him
standing on the bare floor so that when he came he came on the wood floor
making it easier for him to clean it up.
Things continued in this pattern for several months. About the only
change was that she had bought him a maid's uniform which he wore most
days instead of the house dresses he formerly wore. She had also made him
start wearing some sturdy pumps with a three inch heel along with the
uniform while doing his chores.
One Saturday she told him things would be a little different that day.
She told him to put on his slacks and shirt over his usual panties,
camisole, garter belt and stockings. Linda told him to wear his black
velvet skimmers with the bows since it would not matter where they were
going. She would not tell him where they were going which only added to
his apprehension.
They got into the car with Linda driving and went to a part of the city
with which he was not familiar. She parked and told him to follow her as
she got out. Not knowing where they were going or why they were here, he
got out to follow. The fact that he was obviously wearing women's shoes
and nylon stockings did greatly added to his nervousness. They passed
several shops with Goth clothing in them as well as some with hookahs for
smoking pot. There were quite a number of kids in strange outfits so his
appearance did not arouse any quizzical looks. Finally Linda led him into
a shop which sold all sorts of strange clothing and other paraphernalia.
"High, I'm here to get some piercing done on my sissy," she told the
salesgirl.
"Fine, sit here and Jack will be right with you," she said pointing to a
stool on which Tom sat.
When Jack came out Linda told him to pierce Tom's ears. Jack worked
quickly and Tom soon had a silver post in each ear. Jack gave him his
instructions on how to rotate them and apply alcohol to keep them from
closing or getting infected. Tom thanked him and got down off the stool
to begin to leave.
"We are not through sissy," Linda said sharply. "I'd like his nipples
pierced too," she told Jack.
"Fine," said Jack "follow me into the back room." Tom, while alarmed at
her remark, was at least relieved that he would not have to show his
bright red camisole to the several other customers who were shopping in
the store. A man having his ears pierced was certainly not that unusual
these days but he was still uncomfortable with the rest of his status.
In the back room Jack smiled when Tom blushingly removed his shirt to
display his bright red camisole. Tom quickly removed that too so Jack
could get to work. Jack quickly swabbed his nipples with alcohol and
pressed the tool to Tom's nipple. When it pierced his nipple Tom cried
out in pain. This was much more painful than the piercing of his ears.
His cry of pain was so loud some of the other customers out front wondered
what was going on.
"Be quiet sissy," Linda quickly admonished. "Unless you behave and keep
quiet you will regret it when you get home."
"Yes Mistress", Tom answered quickly. Jack put the temporary post in
while Tom steeled himself to keep quiet for when Jack would start on his
other nipple. While the piercing of his other nipple was just as painful
Tom managed to endure it without crying out. Jack explained that the
treatment of these would be the same as his ears. Again Tom got ready to
leave.
"Not so fast, sissy," said Linda. "You are not through yet." Tom could
not imagine what he would have to endure next. "There are a couple more
that I want Jack to do," she continued. "Take off your pants," she
ordered.
Again Tom felt no option except to comply. He dropped his trousers
revealing his panties in the same bright red color. "Take your panties off
too," came her next command.
"Yes Mistress," Tom responded, pulling down his panties leaving him
standing there wearing only a garter belt, beige stockings and his flats
with the bows on the toe (unless you also included his new jewelry - posts
in his ears and nipples). Tom blushed crimson standing there totally
exposed in front of this relative stranger. Instinctively he moved his
hands over his crotch - a bad move on his part.
"Get your hands away from there. Put them at your sides," Linda quickly
ordered. "I know you are ashamed to show that little thing in public,
especially to a real man, but that is just too bad. " Linda and Jack then
huddled saying something Tom could not hear, while Tom just stood there
feeling totally humiliated.
Jack then came over to him and grasped his cock. In spite of what was
happening to him, Tom's cock had hardly swelled. Jack grasped some of the
loose skin on its underside and swabbed it with alcohol. Tom could not
look and stared up towards the ceiling. He was trembling and began
perspiring. When Jack pierced it and put in the post Tom was relieved
that it did not hurt nearly as much as his nipples had. Jack repeated the
procedure in some loose skin neared to the tip, then Tom was allowed to
get dressed again.
For the next month Tom dutifully rotated each of the posts and swabbed
them with alcohol to insure the piercings would heal and stay open. Then
on the weekend Tom found himself returning to Jack's shop. Jack welcomed
them warmly and asked how things were going. Assured things were ready
for the next step he ushered them into the back room. Even though Tom was
dressed the same as before he was less self conscious when he stripped
down again in front of Jack.
While Jack tested all of the piercings, Linda wandered off into the store.
She returned just as Jack finished removing all of the temporary posts.
"Are you ready," Jack asked Linda.
"Yes. Here, you can start with these," she responded handing him a pair
of dangly earrings.
Jack quickly slipped them into Tom's ear lobes and handed him a mirror.
Tom was not pleased by what he saw. They hung down about an inch and a
half with silver links from which a crystal pendant hung. His hopes of
something less feminine were shattered.
Next Jack approached him with some metal rings, not precious metal but
something like steel or bronze. The rings were of a fairly fine gauge,
even so jack had a little trouble pushing them through the holes in Tom's
nipples and cock. Jack rotated them so that the split in the ring was
opposite where they went through Tom's flesh. He then lit a benzene
torch. Tom's eyes widened in fear as he saw Jack approaching him with the
torch.
"This may be a little painful," said Jack in a masterful understatement.
As Jack applied the torch to the openings of each of the rings, they
transmitted the heat back to Tom's nipples and skin cauterizing the holes
through which the rings passed. Tom could not help himself. First he
screamed but before Jack finished his bladder let go causing him to piss
right there on the floor.
"Sissy," Linda shrieked. "You clean that right up. Here," she said
throwing him his panties and camisole. In spite of his pain Tom quickly
got down on the floor and began mopping up his mess with his lingerie.
When he was finished he was allowed to get dressed in the damp lingerie
and his other clothes. He realized that he now had four metal rings
permanently installed in his body, two in his nipples and two in his cock.
Even though, fortunately, he had no idea what she planned to use them for,
he was extremely depressed and dejected on the ride home.
For the next several weeks his life resumed what had become his normal
routine. Tom, of course, still slept each night in his nightgown and
hose. In the morning he would get up before Linda bring her coffee to
their bedroom, wake her and serve it to her in bed. They would then
dress, she for the office and he in his maid's uniform, stockings and
heels. After making her breakfast and seeing her off he would go about
his chores for the day. When she got home he would engage in his now
regular ritual of first serving her a drink, then removing her shoes,
kissing her feet and massaging them before placing soft slippers upon them
until it was time to scurry off to prepare dinner. With the regular
routine he just about forgot about the four rings in his body.
One evening Linda told him she was going to help with his condition.
Without any medical or scientific basis, she said she believed that
regular stretching of his penis would make it larger and more useful. To
show her experiment would be successful, she made him remove his panties
and stand in front of her. She then measured his cock at its full four
and a half inch length. For the next month he stood before her without
panties while she attached weights to a chain attached to one of the rings
in his cock. He had to remain standing for the next two hours while the
weight stretched his cock. Over the next month she would add additional
weight every day or so. While uncomfortable, the weights were not
extremely painful. At the end of the month she again produced the
measuring tape, measuring it to its full four and a half inches. While
the experiment had amused her she recognized it was not going to produce
the desired results so it was mercifully discontinued.
Never the less the rings still proved useful. One evening she announced
that she was going out. Tom started to head to the bedroom to change to
go with her.
"Where are you going?" she inquired.
"To change Mistress so will not delay us going out," he responded.
"Who said you were going?" she asked.
"Er no one Mistress, I just assumed," his voice trailed off. "Where are
you going, Mistress?"
"I don't have to tell you everything sissy," she reminded him. "But I am
going to make sure you do not get in any trouble while I'm gone. Come
over here." Tom went to where she was standing next to a door frame. She
had installed two screw eyes into the frame, one head high and the other
waist high. "Take off your panties and your blouse," she ordered.
When Tom complied she produced two chains and four small padlocks. First
she locked each of the chains to the screw eyes. Then she raised his
camisole and locked the upper chain to his left nipple. Next she raised
his skirt and locked the other chain to one of the rings in his cock. "Be
a good sissy until I get back," she admonished then put on her coat and
went out the door.
After a short while Tom felt tired of standing and tried to sit down,
while he had plenty of slack in the bottom chain the top one was only
about two feet long. He moved as close as he could to the frame and tried
to sit but it would not allow his ass to reach the floor, even if it
pulled hard on his nipple. Tom realized his predicament and gave up, he
would just have to stand there until she returned.
A couple of hours later he had another problem. He had not peed for more
than an hour before she left and had to go again. There was obviously
nothing he could do about it. He looked around hoping to find a bowl or
something he could use but nothing was in reach. He tried everything he
could think of to keep his mind off of it but it kept returning to his
discomfort, but his mind kept returning to it. Finally he heard the door
opening and Linda returning.
When she came into view he blurted out "May I go to the bathroom,
Mistress?"
"Is that any way to greet me after not seeing me?" she asked.
"No Mistress, but I'm desperate," he responded executing an awkward
curtsey from his restrained position. "Please Mistress Please"
She relented but reminded him that in the future he should remember to
take care of such things before she left. He was greatly relieved and
scurried off immediately to the bathroom when he was released.
Recently, one thing had changed, she was now much more critical of the way
he performed his chores. At first she just remarked about things which
did not suit her, but after a while she was not pleased with his progress.
One night after she complained about the dust on the top of some books on
the shelf, she said that she thought some changes would need to be made.
Now when they were home alone in the evenings, after Tom had finished his
chores, he would no longer wear his maid's uniform. Over time she had
bought him various outfits so he was in a skirt, blouse and his flats. She
told him to remove his shoes and to kneel on the couch facing the back of
it. "Let your feet hang off the cushions," she directed, so he moved to
let his stocking clad feet dangle off the edge.
She approached behind him with a steel telescoping aerial, which, since he
was facing the wall, he could not see. He heard a whistling sound as she
swung it striking the arch of his left foot causing him immediate intense
pain. He cried out loudly just as she struck another blow to his other
foot. The next eight blows alternated between his feet and struck both
the arches and the balls of his feet. When she had finished Tom was
sobbing.
"Now maybe you wont do such a half assed job next time," Linda observed.
"Yes Mistress, I'm sorry Mistress, It won't happen again Mistress," Tom
sobbed, as she allowed him to get up and put his shoes back on.
On one Saturday she installed two screw eyes into a doorframe about
shoulder high. He asked what they were for but was told only "You will
see." Later that evening he did see At about eight-thirty, she told him
that she was dissatisfied with the way he had tidied up the kitchen that
evening. "I'm sorry Mistress," he responded quickly.
"I am going to make sure you remember to do a better job next time," she
announced. "Take everything off except for your garter belt and stockings
and come here," she ordered as she stood in the doorway. Tom did as he
was told moving to her side. She told him to place his hands behind his
back where she cuffed them. Next she pulled a blindfold over his eyes.
Tom stood there quietly for several minutes while she hooked a couple of
very short chain links to the screw eyes in the door frame.
"Move against the wall and stand on your toes." she ordered next. When he
moved flat against the door frame she quickly clicked a small padlock
between the rings in each of his nipples and the closest link in each
chain.
Tom was now held there on his toes unable to use his hands or lower his
heels to the floor. It seemed the ultimate predicament, he could not
relieve the pulling on his nipples nor the strain on his feet from
standing on his toes. Relieving one simply made the other more painful.
In less than ten minutes he was crying out "I'm sorry Mistress. I'll do
better next time Mistress. Please Mistress Please release me. Please I
beg you."
"You said all that before," she reminded him, but after another five
minutes she relented. When she finally released him she asked, "Are you
grateful."
"Oh yes Mistress. Thank you Mistress," he whined dropping to his knees to
began kissing her feet relentlessly.
A couple of months later, his low point came one evening when she arrived
home with a friend. Prior to that time only she had seen him dressed in
his maid's uniform to do his household chores. "Sissy, this is Jim, a
friend of mine from work. He will be having dinner with us this evening, I
hope you have made enough"
"Yes Mistress," he replied executing a curtsey while Jim watched.
"First, I've had a hard day so bring me my slippers and bring us both a
drink," she ordered.
"Yes Mistress," he said curtseying and heading off. He returned shortly
carrying a tray with two drinks on it in one hand and her slippers in the
other. After serving them he put the tray on a table and knelt before
her. He immediately leaned over and gently removed her pump, bending over
to kiss her warm stocking clad foot. Then he gently kneaded and rubbed it
before kissing it again and placing the slipper on it, Jim watched as he
repeated the ritual on the other foot before she excused him to go cook.
He was called in to freshen their drinks once before he summoned them to
dinner.
She and Jim chatted casually through out the dinner, mostly office gossip,
then lingered over some wine. After Tom had cleared the table, while she
sat there with Jim, she said to him "Sissy, look how late it is. Go get
ready for bed but come back in here when you are ready." He responded and
curtseyed then went off. When he returned a few minutes later in his
nightgown, stockings and slippers, he noticed Jim stifling a smile.
"Say good night, Sissy," she directed him as she would a small child. When
he obeyed, she said, "Excuse me a minute, Jim," and took him off to their
bedroom. When they got there, she had him place a straight backed chair
between the bed and the wall, facing the foot of the bed. "Sit here and
put your arms behind you," she directed. When he did, he felt one wrist
then the other shackled behind the back of the chair with cold hard
handcuffs. Using a double headed clamp, she fastened the links in the
handcuffs to an eye bolt that had been screwed into the back of the chair.
This effectively kept his arms behind the chair back.
Next she took a pair of scissors and cut the neck of his nightgown. This
enabled her to expose the rings in his nipples. She promptly attached two
bungee cords between each of his nipples and the foot frame of the bed.
Next she pulled his right leg to the outside of the right front chair leg
and closed the metal leg iron cuff around his ankle. She ran the long
chain behind the front legs of the chair clamping the other cuff to his
left ankle in the opposite position. He was now sitting with his legs
spread wide, his hands immobilized and his nipples attached to the bed.
She stood in front of him as he looked at her incredulously. She reached
down and pulled the skirt of his nightgown up, exposing the tops of his
stockings and his cock with its rings. He looked down but was helpless to
cover it back up. He felt terribly vulnerable as she left him sitting
there like that. He sat there for close to an hour listening to his wife
and Jim in the other room.
The next time he saw her she and Jim were coming into the bedroom and
began undressing. "See the soft little cock he has Jim?" she pointed out.
When Jim was naked, Tom could not help noticing how well endowed he was.
She obviously was interested in it too since she said, "You see Sissy that
is a real man and a woman needs one every so often."
She and Jim pulled down the covers after they were both naked and got into
the bed. They turned out all but a dim night light so he could still see
them but not clearly. For a while he sat there, unable to move watching
and listening while Jim first sucked his wife's nipples and she sucked
Jim's cock. When Jim finally fucked her the rocking of the bed pulled on
his fastened nipples, adding injury to insult When they finished, his
wife and Jim lay back exhausted finally falling off to sleep.
After they did, Tom was still sitting exposed in the chair listening to
their breathing sounds as they slept. Even though no one could see him,
it was humiliating to sit there continually being exposed and being
reminded of his cock which she had ridiculed. Soon he found his head
bobbing and he too fell off to sleep. At first his head shifting caused a
tug on his nipples which woke him back up. He woke sever times during the
night, cold, stiff, nipples aching and genitals still exposed. Since his
position was far less comfortable than theirs, he awoke before they did.
He continued to sit there horribly uncomfortable and stiff. His shoulders
thighs chest and neck all ached and he had little feeling in his hands
from the cold and lack of movement. He sat there in misery, occasionally
glancing down at his ridiculed cock. In spite of all of his other
discomforts, he believed he would feel better if were able to pull down
his skirt.
Jim stirred first, getting up and going into the bathroom. He sat on his
chair listening to the stranger peeing into his toilet. When he came out,
Jim looked at him awkwardly and said, "Good morning Sissy." Tom realized
that Jim was not being cruel but that he had been introduced to Tom as
Sissy and never heard his name.
"Good morning Jim," Tom said lowering his eyes. Jim got back into bed and
lay there about fifteen minutes more before Linda awoke. She got up and
stretched and went over to Tom undoing all of his restraints. Tom quickly
pulled down his skirt and began to move his arms and legs to relieve the
stiffness. He rubbed his nipples to ease the ache. She did not give him
much time to adjust before ordering him to get them all some coffee. He
went to the kitchen, brewed a pot of coffee, moving around while it was
brewing to relieve the stiffness and soreness.
He carried it back on a tray and served them then took his seat drinking
his. "Is there any left in the pot, Sissy?" she asked after she had
gulped down her first cup. When he said that there was she sent him off
to get it for her. As she sipped it she asked, "Did you find that arousing
last night Sissy? I was too involved to notice if you were getting hard.
Then again it is hard to tell when you are hard anyway. Are you hard now?
Stand over here and pull up your skirt and let me see." Tom went over and
stood near her raising his skirt. "Oh it looks like Sissy is getting
excited. Aren't you?" she teased,
"I guess I am Mistress," he said dropping his skirt and curtseying, while
blushing beet red.
"Well, I think you should cum for us then. Would you like that?"
"Please Mistress No," he stammered curtseying again.
"Don't be shy Sissy," she chided then ordered "Get going," in a cold hard
voice.
Tom began to fondle himself through his nightgown when she ordered him to
raise his skirt to show them his progress. He begged her several times to
allow him to stop but she insisted he keep going, ordering him to work at
it harder. When she became dissatisfied with his progress, she made him
hold up the back of skirt to expose his ass also. He noticed Jim taking
it all in. She then got out of bed, took a extension cord from a drawer
and looped it into a three foot length. She got behind him, reached her
arm back and swung it forward to deliver a painful blow to his unprotected
ass. As he cried out she told him "I told you to go faster now get
moving."
He redoubled his efforts at stroking and on all fronts begging "Please
Mistress Please. Don't hit me and let me stop"
"Shut up and keep your mind on what you are doing," she said delivering
another blow.
He cried out again but kept stroking as hard as he could. Finally he cried
out "I'm coming I'm coming Mistress," before he spurted a load of cum on
the wood floor. As he did he dropped his skirt and began rubbing his
stinging ass.
"Get down there and clean up that mess," she scowled, causing him to drop
to his knees. "Lick it up Sissy," she said standing over him, the cord
still in her hand. Tom weighed the options then stuck out his tongue and
started. When he had finished, she sent him to the kitchen to make
breakfast while she and Jim bathed and dressed.
In a little while, Linda and Jim left together, leaving Tom at home to
reflect on and to re-live his worst evening. He also reflected on the
downward spiral of his life over the last couple of years and began to
sob.
Tom thought back to that fateful night. His wife, Linda, explained to him
"Since you are impotent, you are of no more use in bed to me than if you
were a woman. Therefore to remind you of what I already know, from now on
when you go to bed, you will dress as a woman."
"But, but, but," Tom stammered in protest. With that, she handed him a
nightgown telling him to put it on.
"Please, don't do this," he begged.
"OK, I'll give you one more chance then. Show me a stiff six inch cock and
you won't have to wear it, otherwise you wear it until you can show me
one," she told him. With that she opened a dresser drawer and took out a
tape measure, "You've got five minutes so you better get going."
"That's no fair," he argued.
"Four minutes and fifty five seconds," she replied.
He immediately grabbed his cock and began to stroke it. The combination
of his tenseness, her watching and the pressure to perform made his task
much harder. It didn't help that she called out the time every thirty
seconds. When she called out thirty seconds left, he had achieved his
usual semi-soft state which for him currently passed for an erection.
Nothing more happened in the final thirty seconds.
"Stop," she called out and approached him with the tape. "It's not
exactly stiff," she observed as she grasped it. Holding the tape up to it
she announced "four, no four and a quarter inches. Ok now you can put your
nightgown on."
He stripped out of his T shirt and boxers, then pulled the white nylon
gown over his head sticking his arms through the arm holes. As it fell to
his ankles, she looked down and noticed his leather slippers.
"Those slippers won't do either. Go to my closet and get a pair of scuffs.
They will be too small for you but at least your toes will fit in them and
you can wear them until you get a bigger pair," she ordered. He did as he
was told.
The next night when it was time for bed, he started to put on his pajamas.
"What are you doing?" Linda asked. He explained that it was rather
obvious. "No, I told you that in bed you would dress as last night until
you demonstrated that you can be a real man again," she reminded. Again
his protests fell upon deaf ears, so he put on the nightgown again.
A few days later they were going out shopping. Before they left she went
to his closet, removed all of his pajamas and placed them in a sack. On
the way to the mall she stopped by the Goodwill store and dropped them
off. While she was shopping at the mall, she picked up a couple more
nightgowns for him. One was pale lavender satin and the other was a baby
blue nylon. In a department store she asked his shoe size, when he told
her it was 10½ she remarked that finding 12½'s would be difficult. They
went next to the women's shoe department where she asked a saleswoman in
about 12½ slippers. The saleswoman instinctively looked at her feet and a
puzzled look crossed her face. His wife explained they were not for her
and he was greatly relieved that she did not explain who they were for
even though the saleswoman probably suspected as much. She was shown
several and picked out a pair of white satin ballerina slippers. When
they got home that night Tom watched silently as Linda put his comfortable
old leather slippers in the trash.
In the next few months he grew accustomed to wearing the nightgowns.
Since they were alone, it did not really matter too much what he wore.
However, he did feel odd when he looked in the mirror to shave each
morning and saw the ridiculous person with the lathered face and lace
trimmed nightgown looking back at him.
Then his life hit a crisis point. The company he worked for was caught in
a recession and he was downsized out of a job. Months later, after
unsuccessful job searching, his unemployment checks ran out. However,
during the time he had been unemployed, he had begun to take on more of
the household chores: cleaning, doing the laundry and even cooking for his
working wife.
Not long after his checks ran out, she told him that since things had
changed economically there would be a few more changes. "First, since you
have taken over the traditionally female domestic role, I think you should
dress more the part. Would you like to do that?" she asked.
"No," he quickly replied.
"From now on that's 'No Mistress. Do you understand?" she corrected.
"No Mistress, err yes Mistress," answered.
"Good," she said laughingly. "That will be the proper form of address
both here at home and when we are out, do you understand?"
"Yes Mistress," he responded quickly understanding his new role.
After that she took him on another shopping trip, he found himself doing
the cleaning the next day wearing black nylon panties and camisole, thigh
high black opaque stockings, a denim jumper and a light blue knit cotton
shirt. He also wore a pair of black leather skimmer flats with bows on
the toes. He rationalized that it wasn't too bad since she was the only
persons to see him dressed in this manner.
A few days later she went through his dresser drawers removing all of his
T shirts and boxers together with most of his socks. She left a few pair
of the latter to wear, over his stockings of course, when they went out
together in public or when he had to run an errand outside of the house.
After another trip to the mall his old underwear was replaced with a few
dozen pairs of panties in flesh tone, black and white colors, as well as
the same number of camisoles in matching colors. He also had a couple
dozen pairs of thigh high stockings in various shades from natural, to
black and white. He would now wear these along with some new house
dresses she had bought him, as well as under any male clothing when he was
outside of the home. She also put in a new rule requiring him to wear his
stockings to bed with his nightgown.
He had begged her to leave at least one set of male underwear for trips to
places such as the doctor, or gym but she refused telling him he would
have to find a way to deal with it. He would do so largely by stopping
going to the gym. His only consolation was that he was no longer managing
the family finances so that he did not have to figure out how to pay for
all this.
One evening when she got home from work she announced that she was
exhausted and her feet hurt from her hard day's work. She ordered him to
bring her a pair of velour slippers and him kneel before her upon his
return. He then had to gently remove her pumps and massage her stockinged
foot until she had him kiss them before placing the slippers on her feet.
He then brought her a drink so she could relax by watching TV while he
finished cooking their dinner. This soon turned into a regular ritual.
Another time they were both relaxing, watching TV after dinner when he got
up to leave the room. "Where are you going Sissy?" she asked using the
name she had begun to call him when he was no longer dressed as a man.
"To the bathroom Mistress," he explained.
"I don't want you to do that any more without asking my permission from
now on," she decided.
"Yes Mistress," he acknowledged, stopping. He then asked, "May I go to the
bathroom Mistress?" he asked.
"Curtsey when you ask also," she ordered, "now try again."
"Yes Mistress," he responded.
"And curtsey any time from now on when you are dressed as a female and
answer 'yes' or 'no' or when you thank me. Do you understand?" she
ordered.
"Yes Mistress," he answered executing an awkward curtsey.
"Try again Dear"
"Yes Mistress," he said curtseying again.
"Now what did you want to ask?"
"May I use the bathroom Mistress?" Tom asked, curtseying again.
"What do you have to do Sissy?"
"Pee Mistress," he answered somewhat taken back by the question.
"And when did you pee last Dear?" she quizzed him.
"I don't know Mistress, maybe an hour ago," he responded.
"I think you can wait a little longer Dear, ask me again at the next
commercial."
"Yes Mistress," he answered, curtseying again and sitting back down.
It is a funny thing how the body works. While he did not feel that much
urgency when he first got up, as soon as he sat down that as all he could
think of. As he thought about it, his sense of urgency increased. He
began to wonder if he could hold it and whether he might wet himself.
Finally, mercifully another commercial came on. He sprang up and
curtseyed asking "May I go to the bathroom Mistress", waiting for her
reply in tense anticipation. She got up from her chair as she granted
permission. He thanked her, curtseying again and quickly headed off to
the bathroom. She followed.
When he got there, he saw her standing in the door. He stood before the
toilet, raised up the skirt of his jumper and reached in the leg hole of
his panties for his penis. "Stop," she ordered, causing him to stand
still. "Is that the way you pee," she asked.
"Yes Mistress," he answered, moving his hands back down to grasp his skirt
as it fell so he could execute a curtsey.
"Not any more," she admonished. "From now on Sissy, sit like the lady you
are dressed as."
"Yes Mistress," he quickly agreed curtseying again. Then he turned his
back to the toilet, raised his skirt, dropped his panties, and sat down.
She continued watching till he had finished, then instructed him to wipe
himself with toilet tissue before pulling up his panties. Except for her
watching, another new pattern had been developed. He even did it when he
was home alone since he wanted to reinforce the habit so that he would not
forget some time in her presence. However one of the greatest change in
his life would come in his sexual activity.
Before he began wearing nightgowns to bed, he would kiss her and suck her
nipples then, if he could not get stiff, would masturbate her with is
finger. Then he would lie back while either she would masturbate him or
he would do it himself. Since he had been forced to wear nightgowns, she
would not let him touch himself after he had masturbated her. Instead she
made him beg to masturbate himself for which she seldom granted
permission. When she did, he had to get out of bed and stand facing her
and masturbate. As he did she would disparage the size of his cock and
his lack of speed in coming. She would make him stop when she saw he was
ready to cum before allowing him to start up again. She usually had him
standing on the bare floor so that when he came he came on the wood floor
making it easier for him to clean it up.
Things continued in this pattern for several months. About the only
change was that she had bought him a maid's uniform which he wore most
days instead of the house dresses he formerly wore. She had also made him
start wearing some sturdy pumps with a three inch heel along with the
uniform while doing his chores.
One Saturday she told him things would be a little different that day.
She told him to put on his slacks and shirt over his usual panties,
camisole, garter belt and stockings. Linda told him to wear his black
velvet skimmers with the bows since it would not matter where they were
going. She would not tell him where they were going which only added to
his apprehension.
They got into the car with Linda driving and went to a part of the city
with which he was not familiar. She parked and told him to follow her as
she got out. Not knowing where they were going or why they were here, he
got out to follow. The fact that he was obviously wearing women's shoes
and nylon stockings did greatly added to his nervousness. They passed
several shops with Goth clothing in them as well as some with hookahs for
smoking pot. There were quite a number of kids in strange outfits so his
appearance did not arouse any quizzical looks. Finally Linda led him into
a shop which sold all sorts of strange clothing and other paraphernalia.
"High, I'm here to get some piercing done on my sissy," she told the
salesgirl.
"Fine, sit here and Jack will be right with you," she said pointing to a
stool on which Tom sat.
When Jack came out Linda told him to pierce Tom's ears. Jack worked
quickly and Tom soon had a silver post in each ear. Jack gave him his
instructions on how to rotate them and apply alcohol to keep them from
closing or getting infected. Tom thanked him and got down off the stool
to begin to leave.
"We are not through sissy," Linda said sharply. "I'd like his nipples
pierced too," she told Jack.
"Fine," said Jack "follow me into the back room." Tom, while alarmed at
her remark, was at least relieved that he would not have to show his
bright red camisole to the several other customers who were shopping in
the store. A man having his ears pierced was certainly not that unusual
these days but he was still uncomfortable with the rest of his status.
In the back room Jack smiled when Tom blushingly removed his shirt to
display his bright red camisole. Tom quickly removed that too so Jack
could get to work. Jack quickly swabbed his nipples with alcohol and
pressed the tool to Tom's nipple. When it pierced his nipple Tom cried
out in pain. This was much more painful than the piercing of his ears.
His cry of pain was so loud some of the other customers out front wondered
what was going on.
"Be quiet sissy," Linda quickly admonished. "Unless you behave and keep
quiet you will regret it when you get home."
"Yes Mistress", Tom answered quickly. Jack put the temporary post in
while Tom steeled himself to keep quiet for when Jack would start on his
other nipple. While the piercing of his other nipple was just as painful
Tom managed to endure it without crying out. Jack explained that the
treatment of these would be the same as his ears. Again Tom got ready to
leave.
"Not so fast, sissy," said Linda. "You are not through yet." Tom could
not imagine what he would have to endure next. "There are a couple more
that I want Jack to do," she continued. "Take off your pants," she
ordered.
Again Tom felt no option except to comply. He dropped his trousers
revealing his panties in the same bright red color. "Take your panties off
too," came her next command.
"Yes Mistress," Tom responded, pulling down his panties leaving him
standing there wearing only a garter belt, beige stockings and his flats
with the bows on the toe (unless you also included his new jewelry - posts
in his ears and nipples). Tom blushed crimson standing there totally
exposed in front of this relative stranger. Instinctively he moved his
hands over his crotch - a bad move on his part.
"Get your hands away from there. Put them at your sides," Linda quickly
ordered. "I know you are ashamed to show that little thing in public,
especially to a real man, but that is just too bad. " Linda and Jack then
huddled saying something Tom could not hear, while Tom just stood there
feeling totally humiliated.
Jack then came over to him and grasped his cock. In spite of what was
happening to him, Tom's cock had hardly swelled. Jack grasped some of the
loose skin on its underside and swabbed it with alcohol. Tom could not
look and stared up towards the ceiling. He was trembling and began
perspiring. When Jack pierced it and put in the post Tom was relieved
that it did not hurt nearly as much as his nipples had. Jack repeated the
procedure in some loose skin neared to the tip, then Tom was allowed to
get dressed again.
For the next month Tom dutifully rotated each of the posts and swabbed
them with alcohol to insure the piercings would heal and stay open. Then
on the weekend Tom found himself returning to Jack's shop. Jack welcomed
them warmly and asked how things were going. Assured things were ready
for the next step he ushered them into the back room. Even though Tom was
dressed the same as before he was less self conscious when he stripped
down again in front of Jack.
While Jack tested all of the piercings, Linda wandered off into the store.
She returned just as Jack finished removing all of the temporary posts.
"Are you ready," Jack asked Linda.
"Yes. Here, you can start with these," she responded handing him a pair
of dangly earrings.
Jack quickly slipped them into Tom's ear lobes and handed him a mirror.
Tom was not pleased by what he saw. They hung down about an inch and a
half with silver links from which a crystal pendant hung. His hopes of
something less feminine were shattered.
Next Jack approached him with some metal rings, not precious metal but
something like steel or bronze. The rings were of a fairly fine gauge,
even so jack had a little trouble pushing them through the holes in Tom's
nipples and cock. Jack rotated them so that the split in the ring was
opposite where they went through Tom's flesh. He then lit a benzene
torch. Tom's eyes widened in fear as he saw Jack approaching him with the
torch.
"This may be a little painful," said Jack in a masterful understatement.
As Jack applied the torch to the openings of each of the rings, they
transmitted the heat back to Tom's nipples and skin cauterizing the holes
through which the rings passed. Tom could not help himself. First he
screamed but before Jack finished his bladder let go causing him to piss
right there on the floor.
"Sissy," Linda shrieked. "You clean that right up. Here," she said
throwing him his panties and camisole. In spite of his pain Tom quickly
got down on the floor and began mopping up his mess with his lingerie.
When he was finished he was allowed to get dressed in the damp lingerie
and his other clothes. He realized that he now had four metal rings
permanently installed in his body, two in his nipples and two in his cock.
Even though, fortunately, he had no idea what she planned to use them for,
he was extremely depressed and dejected on the ride home.
For the next several weeks his life resumed what had become his normal
routine. Tom, of course, still slept each night in his nightgown and
hose. In the morning he would get up before Linda bring her coffee to
their bedroom, wake her and serve it to her in bed. They would then
dress, she for the office and he in his maid's uniform, stockings and
heels. After making her breakfast and seeing her off he would go about
his chores for the day. When she got home he would engage in his now
regular ritual of first serving her a drink, then removing her shoes,
kissing her feet and massaging them before placing soft slippers upon them
until it was time to scurry off to prepare dinner. With the regular
routine he just about forgot about the four rings in his body.
One evening Linda told him she was going to help with his condition.
Without any medical or scientific basis, she said she believed that
regular stretching of his penis would make it larger and more useful. To
show her experiment would be successful, she made him remove his panties
and stand in front of her. She then measured his cock at its full four
and a half inch length. For the next month he stood before her without
panties while she attached weights to a chain attached to one of the rings
in his cock. He had to remain standing for the next two hours while the
weight stretched his cock. Over the next month she would add additional
weight every day or so. While uncomfortable, the weights were not
extremely painful. At the end of the month she again produced the
measuring tape, measuring it to its full four and a half inches. While
the experiment had amused her she recognized it was not going to produce
the desired results so it was mercifully discontinued.
Never the less the rings still proved useful. One evening she announced
that she was going out. Tom started to head to the bedroom to change to
go with her.
"Where are you going?" she inquired.
"To change Mistress so will not delay us going out," he responded.
"Who said you were going?" she asked.
"Er no one Mistress, I just assumed," his voice trailed off. "Where are
you going, Mistress?"
"I don't have to tell you everything sissy," she reminded him. "But I am
going to make sure you do not get in any trouble while I'm gone. Come
over here." Tom went to where she was standing next to a door frame. She
had installed two screw eyes into the frame, one head high and the other
waist high. "Take off your panties and your blouse," she ordered.
When Tom complied she produced two chains and four small padlocks. First
she locked each of the chains to the screw eyes. Then she raised his
camisole and locked the upper chain to his left nipple. Next she raised
his skirt and locked the other chain to one of the rings in his cock. "Be
a good sissy until I get back," she admonished then put on her coat and
went out the door.
After a short while Tom felt tired of standing and tried to sit down,
while he had plenty of slack in the bottom chain the top one was only
about two feet long. He moved as close as he could to the frame and tried
to sit but it would not allow his ass to reach the floor, even if it
pulled hard on his nipple. Tom realized his predicament and gave up, he
would just have to stand there until she returned.
A couple of hours later he had another problem. He had not peed for more
than an hour before she left and had to go again. There was obviously
nothing he could do about it. He looked around hoping to find a bowl or
something he could use but nothing was in reach. He tried everything he
could think of to keep his mind off of it but it kept returning to his
discomfort, but his mind kept returning to it. Finally he heard the door
opening and Linda returning.
When she came into view he blurted out "May I go to the bathroom,
Mistress?"
"Is that any way to greet me after not seeing me?" she asked.
"No Mistress, but I'm desperate," he responded executing an awkward
curtsey from his restrained position. "Please Mistress Please"
She relented but reminded him that in the future he should remember to
take care of such things before she left. He was greatly relieved and
scurried off immediately to the bathroom when he was released.
Recently, one thing had changed, she was now much more critical of the way
he performed his chores. At first she just remarked about things which
did not suit her, but after a while she was not pleased with his progress.
One night after she complained about the dust on the top of some books on
the shelf, she said that she thought some changes would need to be made.
Now when they were home alone in the evenings, after Tom had finished his
chores, he would no longer wear his maid's uniform. Over time she had
bought him various outfits so he was in a skirt, blouse and his flats. She
told him to remove his shoes and to kneel on the couch facing the back of
it. "Let your feet hang off the cushions," she directed, so he moved to
let his stocking clad feet dangle off the edge.
She approached behind him with a steel telescoping aerial, which, since he
was facing the wall, he could not see. He heard a whistling sound as she
swung it striking the arch of his left foot causing him immediate intense
pain. He cried out loudly just as she struck another blow to his other
foot. The next eight blows alternated between his feet and struck both
the arches and the balls of his feet. When she had finished Tom was
sobbing.
"Now maybe you wont do such a half assed job next time," Linda observed.
"Yes Mistress, I'm sorry Mistress, It won't happen again Mistress," Tom
sobbed, as she allowed him to get up and put his shoes back on.
On one Saturday she installed two screw eyes into a doorframe about
shoulder high. He asked what they were for but was told only "You will
see." Later that evening he did see At about eight-thirty, she told him
that she was dissatisfied with the way he had tidied up the kitchen that
evening. "I'm sorry Mistress," he responded quickly.
"I am going to make sure you remember to do a better job next time," she
announced. "Take everything off except for your garter belt and stockings
and come here," she ordered as she stood in the doorway. Tom did as he
was told moving to her side. She told him to place his hands behind his
back where she cuffed them. Next she pulled a blindfold over his eyes.
Tom stood there quietly for several minutes while she hooked a couple of
very short chain links to the screw eyes in the door frame.
"Move against the wall and stand on your toes." she ordered next. When he
moved flat against the door frame she quickly clicked a small padlock
between the rings in each of his nipples and the closest link in each
chain.
Tom was now held there on his toes unable to use his hands or lower his
heels to the floor. It seemed the ultimate predicament, he could not
relieve the pulling on his nipples nor the strain on his feet from
standing on his toes. Relieving one simply made the other more painful.
In less than ten minutes he was crying out "I'm sorry Mistress. I'll do
better next time Mistress. Please Mistress Please release me. Please I
beg you."
"You said all that before," she reminded him, but after another five
minutes she relented. When she finally released him she asked, "Are you
grateful."
"Oh yes Mistress. Thank you Mistress," he whined dropping to his knees to
began kissing her feet relentlessly.
A couple of months later, his low point came one evening when she arrived
home with a friend. Prior to that time only she had seen him dressed in
his maid's uniform to do his household chores. "Sissy, this is Jim, a
friend of mine from work. He will be having dinner with us this evening, I
hope you have made enough"
"Yes Mistress," he replied executing a curtsey while Jim watched.
"First, I've had a hard day so bring me my slippers and bring us both a
drink," she ordered.
"Yes Mistress," he said curtseying and heading off. He returned shortly
carrying a tray with two drinks on it in one hand and her slippers in the
other. After serving them he put the tray on a table and knelt before
her. He immediately leaned over and gently removed her pump, bending over
to kiss her warm stocking clad foot. Then he gently kneaded and rubbed it
before kissing it again and placing the slipper on it, Jim watched as he
repeated the ritual on the other foot before she excused him to go cook.
He was called in to freshen their drinks once before he summoned them to
dinner.
She and Jim chatted casually through out the dinner, mostly office gossip,
then lingered over some wine. After Tom had cleared the table, while she
sat there with Jim, she said to him "Sissy, look how late it is. Go get
ready for bed but come back in here when you are ready." He responded and
curtseyed then went off. When he returned a few minutes later in his
nightgown, stockings and slippers, he noticed Jim stifling a smile.
"Say good night, Sissy," she directed him as she would a small child. When
he obeyed, she said, "Excuse me a minute, Jim," and took him off to their
bedroom. When they got there, she had him place a straight backed chair
between the bed and the wall, facing the foot of the bed. "Sit here and
put your arms behind you," she directed. When he did, he felt one wrist
then the other shackled behind the back of the chair with cold hard
handcuffs. Using a double headed clamp, she fastened the links in the
handcuffs to an eye bolt that had been screwed into the back of the chair.
This effectively kept his arms behind the chair back.
Next she took a pair of scissors and cut the neck of his nightgown. This
enabled her to expose the rings in his nipples. She promptly attached two
bungee cords between each of his nipples and the foot frame of the bed.
Next she pulled his right leg to the outside of the right front chair leg
and closed the metal leg iron cuff around his ankle. She ran the long
chain behind the front legs of the chair clamping the other cuff to his
left ankle in the opposite position. He was now sitting with his legs
spread wide, his hands immobilized and his nipples attached to the bed.
She stood in front of him as he looked at her incredulously. She reached
down and pulled the skirt of his nightgown up, exposing the tops of his
stockings and his cock with its rings. He looked down but was helpless to
cover it back up. He felt terribly vulnerable as she left him sitting
there like that. He sat there for close to an hour listening to his wife
and Jim in the other room.
The next time he saw her she and Jim were coming into the bedroom and
began undressing. "See the soft little cock he has Jim?" she pointed out.
When Jim was naked, Tom could not help noticing how well endowed he was.
She obviously was interested in it too since she said, "You see Sissy that
is a real man and a woman needs one every so often."
She and Jim pulled down the covers after they were both naked and got into
the bed. They turned out all but a dim night light so he could still see
them but not clearly. For a while he sat there, unable to move watching
and listening while Jim first sucked his wife's nipples and she sucked
Jim's cock. When Jim finally fucked her the rocking of the bed pulled on
his fastened nipples, adding injury to insult When they finished, his
wife and Jim lay back exhausted finally falling off to sleep.
After they did, Tom was still sitting exposed in the chair listening to
their breathing sounds as they slept. Even though no one could see him,
it was humiliating to sit there continually being exposed and being
reminded of his cock which she had ridiculed. Soon he found his head
bobbing and he too fell off to sleep. At first his head shifting caused a
tug on his nipples which woke him back up. He woke sever times during the
night, cold, stiff, nipples aching and genitals still exposed. Since his
position was far less comfortable than theirs, he awoke before they did.
He continued to sit there horribly uncomfortable and stiff. His shoulders
thighs chest and neck all ached and he had little feeling in his hands
from the cold and lack of movement. He sat there in misery, occasionally
glancing down at his ridiculed cock. In spite of all of his other
discomforts, he believed he would feel better if were able to pull down
his skirt.
Jim stirred first, getting up and going into the bathroom. He sat on his
chair listening to the stranger peeing into his toilet. When he came out,
Jim looked at him awkwardly and said, "Good morning Sissy." Tom realized
that Jim was not being cruel but that he had been introduced to Tom as
Sissy and never heard his name.
"Good morning Jim," Tom said lowering his eyes. Jim got back into bed and
lay there about fifteen minutes more before Linda awoke. She got up and
stretched and went over to Tom undoing all of his restraints. Tom quickly
pulled down his skirt and began to move his arms and legs to relieve the
stiffness. He rubbed his nipples to ease the ache. She did not give him
much time to adjust before ordering him to get them all some coffee. He
went to the kitchen, brewed a pot of coffee, moving around while it was
brewing to relieve the stiffness and soreness.
He carried it back on a tray and served them then took his seat drinking
his. "Is there any left in the pot, Sissy?" she asked after she had
gulped down her first cup. When he said that there was she sent him off
to get it for her. As she sipped it she asked, "Did you find that arousing
last night Sissy? I was too involved to notice if you were getting hard.
Then again it is hard to tell when you are hard anyway. Are you hard now?
Stand over here and pull up your skirt and let me see." Tom went over and
stood near her raising his skirt. "Oh it looks like Sissy is getting
excited. Aren't you?" she teased,
"I guess I am Mistress," he said dropping his skirt and curtseying, while
blushing beet red.
"Well, I think you should cum for us then. Would you like that?"
"Please Mistress No," he stammered curtseying again.
"Don't be shy Sissy," she chided then ordered "Get going," in a cold hard
voice.
Tom began to fondle himself through his nightgown when she ordered him to
raise his skirt to show them his progress. He begged her several times to
allow him to stop but she insisted he keep going, ordering him to work at
it harder. When she became dissatisfied with his progress, she made him
hold up the back of skirt to expose his ass also. He noticed Jim taking
it all in. She then got out of bed, took a extension cord from a drawer
and looped it into a three foot length. She got behind him, reached her
arm back and swung it forward to deliver a painful blow to his unprotected
ass. As he cried out she told him "I told you to go faster now get
moving."
He redoubled his efforts at stroking and on all fronts begging "Please
Mistress Please. Don't hit me and let me stop"
"Shut up and keep your mind on what you are doing," she said delivering
another blow.
He cried out again but kept stroking as hard as he could. Finally he cried
out "I'm coming I'm coming Mistress," before he spurted a load of cum on
the wood floor. As he did he dropped his skirt and began rubbing his
stinging ass.
"Get down there and clean up that mess," she scowled, causing him to drop
to his knees. "Lick it up Sissy," she said standing over him, the cord
still in her hand. Tom weighed the options then stuck out his tongue and
started. When he had finished, she sent him to the kitchen to make
breakfast while she and Jim bathed and dressed.
In a little while, Linda and Jim left together, leaving Tom at home to
reflect on and to re-live his worst evening. He also reflected on the
downward spiral of his life over the last couple of years and began to
sob.
11 December 2017
Made to be a sissy - Part 3
As I drove to the LaFille residence on this bright Saturday morning I enjoyed the
beauty of the Sonoran Desert as I always have in these many years I've lived in the
“Valley of the Sun” - the name given to the Greater Phoenix area.
My thoughts also returned to this past Wednesday when Sabrina treated me to lunch
at a wonderful restaurant in the Scottsdale Fashion Square which specialized in
Southwestern cuisine.
We deepened our blossoming friendship as she queried my past and I informed her
of, my: ten year marriage; business earning almost as much as my husband William's
marketing career; childless marriage due to my sterility; and, five-year business as a
professional house cleaner.
Sabrina even mentioned several significant referrals to her wealthy clients - something
that would significantly increase the profitability of my business.
Sabrina shared with me her past, how: she and her widowed mother raised and
cared for her frail and sickly brother, who died at the age of twenty; her mother served
as her mentor through college, law school and the bar; she built her formidable law
practice making it what it is today; and, she loves her leadership role in the office and
at home.
She spoke of Ceceel and how, as a single child, he lost his father at the age of four
and was raised solely by his mother until her untimely death in his early teens. Then
he was raised by a strong and determined aunt, who Sabrina admired.
Ceceel's Aunt Barbara believed in strict discipline and also worked to protect Ceceel.
As a child he was frail and non-competitive so Aunt Barbara kept Ceceel away from
rowdy young boys and taught him many of the domestic skills he has today. Her own
daughter, Leslie, was quite the tomboy so it was Ceceel who helped her with so many
domestic chores.
Before we parted Sabrina gave me a warm hug and said she was looking forward to
seeing me this Saturday (today). She also said that she and Ceceel would be going to a
Costume party at her girlfriend's home. She also asked me not to be too surprised
should I see her help Ceceel prepare for his costume late Saturday afternoon.
When I asked what he would be going as she replied, “As a Fairy Princess, naturally.
Just wait 'til you see his beautiful costume.”
*****************************************************************************
As I pulled into their circular driveway I couldn't help smile while wondering how
Ceceel would looked dressed as a girl. With his delicate features I imagined he could
easily pull it off. Anyway, I hoped to see him in his fairy princess costume before I left
for the day.
As usual, Tommy was barking at the door when I rang the bell. I could hear Sabrina's
voice telling me that the door was open and to come into the living room. Tommy followed
me with her tail wagging as I entered the Formal Living room and I was a bit
taken back by the sight that greet me.
There was Sabrina in her beautiful silk kimono sitting imperiously on her chaise
lounge with her shapely legs crossed at the knees.
Ceceel was humbly at her feet administering a pedicure while kneeling on a beautiful
heart-shaped pink satin pillow which I recognized from the canopy bed in the feminine
bedroom adjoining the Master Bedroom.
“Why come in Jennifer. My Darling little CeCe is giving me one of his fabulous pedicures
and foot massages. I swear he spoils me so.”
Ceceel greeted me in the most demure way, barely raising his eyes to meet mine
(when I noted just a hint of humiliation over being caught at such a feminine task),
then resumed his highly submissive task, carefully applying a bright red polish on
each of her toe nails. He had each toe meticulously separated with cotton balls and
gingerly blew on her nails to help the polish dry.
He wore a full cotton apron for protection. Although this apron was not as feminine
as the organza one he wore last week, this one still had ruffles covering the shoulder
straps.
I noticed that he had waxed string loops in each of his ear lobes - apparently having
just had his ears pierced.
When he looked up at me I swear that his eyebrows were even thinner than I had
remembered, and they were arched in a decidedly feminine way.
As I chatted with Sabrina I couldn't help but notice the subservience of Ceceel. He
was both arduous and obsequious with his task, almost constantly asking Sabrina if
each painted toenail was to her satisfaction. How meticulous.
Sabrina said, quite seriously, that she would have CeCe give me a massage and pedicure
some Saturday when I finished my tasks.
What an intriguing thought.
As CeCe finished his menial task I caught him almost unconsciously kiss the shiny
toe of each black patent-leather pump as he placed them on Sabrina's now dry nails.
I went about my chores seeing CeCe briefly early in the afternoon completing his
weekly ironing and putting the final touches on Sabrina's beautiful lingerie.
In mid-afternoon Sabrina had a visitor and introduced me to her best Ceceel's Aunt
Barbara.
Although she was possibly in her fifties, she was quite a beautiful woman looking
years younger. Her beauty was accented by her tasteful and feminine attire, a beautiful
print dress that just seemed to flow around her.
After a moment of light conversation, Sabrina announced that they would be in the
bedroom adjoining the Master bedroom and to be sure to stop in before I left for home
late that afternoon.
By five O'clock I had finished my tasks, but found no sign of CeCe nor Sabrina. I
was about ready to leave when I remembered that Sabrina had said they would be in
that most feminine of bedrooms adjoining the Master Suite.
When I entered the room I was momentarily stunned and left speechless by the
sight that greeted me.
There was Ceceel sitting at the satin and lace covered vanity receiving a complete
makeover by Sabrina and Barbara.
He was wearing the sheerest white negligee that barely concealed a delicate white
lace bra and matching panties. His legs were completely hairless and were sheathed
in a whispy pair of white silk stockings; their lace openings attached to a beribboned
satin and lace garter belt.
His feet were perched in the daintiest pair of high heeled strap- in sandals in white
satin through which the pearly pink polish of his toenails could be seen.
“Don't look so shocked, Jennifer,” Sabrina chuckled breaking my spell. “CeCe is going
with me to a costume party as a debutante. Only, when he looks this pretty we
call her Ceceelia, or 'Sissy' for short.”
I could not believe the transformation that was taking place. Here was an almost
wimpy plain male being transformed into an extremely beautiful blonde - so very feminine.
In her ears were a precious pair of diamond pendants which occasionally swayed,
kissing her ears as they did. Ceceelia was in a trance, himself, with the way he stared
at the delightful reflection in the mirror.
When they were through with the make-up Ceceelia was ordered to stand with Barbara
and Sabrina helping the pretty blonde to her feet on what must have been fourinch
heels. As instructed,
Ceceelia moved gracefully to the center of the room taking short mincing steps in the
high heels. Clearly, he had much practice for no one could have walked in those heels
the way Ceceelia did on their first effort.
Only two things gave away the secret of this charade.
First, I knew of Ceceel's true identity and, secondly, a telltale bulge strained through
the delicate panties betraying Sissy's obvious excitement.
“Normally, we would have Sissy wear a restraining device,” Sabrina observed.
(“Normally,” I thought?)
“But, since she'll be petticoated Barbara and I decided to give her the secret thrill
she so loves. Besides, Sissy's not quite as obvious as other boys,” Sabrina kidded apparently
referring to Ceceel's modest equipment.
They helped Ceceelia out of her negligee and produced a most beautiful ballet styled
petticoat of lace and organza embellished with dainty pink satin ribbon bows. Holding
it low for her, Ceceelia was able to step her dainty feet through the waistband as Barbara
raised it to the sissy's hips.
In all of my bewilderment I hardly noticed Sabrina's costume. In all of her splendor
there she was in the most gorgeous black satin Playboy Bunny costume showing off a
drop-dead hourglass figure with her ample cleavage almost spilling over her bustier. A
furry white bunny tail served as almost an exclamation point at the end of her perfect
behind.
“I guess it's not hard to tell what I'm going as,” Sabrina said standing on three-inch
black satin pumps. Truly, she could walk away with “Playmate of the Year” if she so
chose.
Barbara and Sabrina then picked up a very feminine white lace gown and drew it
over Ceceelia's head, being careful not to muss the soft blond curls on her pretty head.
The gown fairly floated over Ceceelia's thin torso and was fluffed into place over the full
petticoats.
A ringlet of Fairy Bride Kisses flowers were carefully arranged in Ceceelia's crown of
golden curls while tiny little crystal bells were fixed in each ear so that the actually jingled
when she moved her lovely head.
Although his nails were neatly manicured, formal white satin elbow-length gloves
were drawn over Ceceelia's slender arms and Barbara topped that off with a golden bells
bracelet she drew over the sissy's wrist.
A thin golden harness (much like a toddler's harness) was fitted about the bodice of
Ceceelia's gown, but instead of a leash the harness held two pair of gossamer wings that
seemed to gently flap whenever the little sissy took a step, to complete the image of Ceceelia,
Sabrina's little Fairy Princess.
*******************************************************************************
When the two of them stood for a picture that Barbara wanted to take I couldn't believe
how beautiful they both were - yet so different.
Sabrina looked voluptuous and sultry in her Bunny costume with her sexy bosom
thrusting out of her costume so sexily. She looked radiant and confident - so tall and shapely with her jet black hair and her hypnotic violet eyes. She would surely cast a
spell on every male she encountered this evening.
Ceceelia also looked beautiful, but in a delicate and demure way. She (I simply cannot
refer to such femininity in the male gender) almost looked like a shy maiden in
white satin and lace. She looked fragile and dainty perched on her high-heeled sandals.
Even though Ceceelia was wearing four inch heels to Sabrina's three-inches, Sabrina
was still a good six inches taller than her spouse.
Whereas Sabrina looked strong and confident, Ceceelia looked weak and vulnerable.
Yet, she too would turn the head of every male exposed to her beauty.
I almost expected that each would leave on the arm of strong and handsome gentlemen
when I realized that Ceceelia was a “he” and married to Sabrina.
Yes, “Sissy” fit perfectly.
beauty of the Sonoran Desert as I always have in these many years I've lived in the
“Valley of the Sun” - the name given to the Greater Phoenix area.
My thoughts also returned to this past Wednesday when Sabrina treated me to lunch
at a wonderful restaurant in the Scottsdale Fashion Square which specialized in
Southwestern cuisine.
We deepened our blossoming friendship as she queried my past and I informed her
of, my: ten year marriage; business earning almost as much as my husband William's
marketing career; childless marriage due to my sterility; and, five-year business as a
professional house cleaner.
Sabrina even mentioned several significant referrals to her wealthy clients - something
that would significantly increase the profitability of my business.
Sabrina shared with me her past, how: she and her widowed mother raised and
cared for her frail and sickly brother, who died at the age of twenty; her mother served
as her mentor through college, law school and the bar; she built her formidable law
practice making it what it is today; and, she loves her leadership role in the office and
at home.
She spoke of Ceceel and how, as a single child, he lost his father at the age of four
and was raised solely by his mother until her untimely death in his early teens. Then
he was raised by a strong and determined aunt, who Sabrina admired.
Ceceel's Aunt Barbara believed in strict discipline and also worked to protect Ceceel.
As a child he was frail and non-competitive so Aunt Barbara kept Ceceel away from
rowdy young boys and taught him many of the domestic skills he has today. Her own
daughter, Leslie, was quite the tomboy so it was Ceceel who helped her with so many
domestic chores.
Before we parted Sabrina gave me a warm hug and said she was looking forward to
seeing me this Saturday (today). She also said that she and Ceceel would be going to a
Costume party at her girlfriend's home. She also asked me not to be too surprised
should I see her help Ceceel prepare for his costume late Saturday afternoon.
When I asked what he would be going as she replied, “As a Fairy Princess, naturally.
Just wait 'til you see his beautiful costume.”
*****************************************************************************
As I pulled into their circular driveway I couldn't help smile while wondering how
Ceceel would looked dressed as a girl. With his delicate features I imagined he could
easily pull it off. Anyway, I hoped to see him in his fairy princess costume before I left
for the day.
As usual, Tommy was barking at the door when I rang the bell. I could hear Sabrina's
voice telling me that the door was open and to come into the living room. Tommy followed
me with her tail wagging as I entered the Formal Living room and I was a bit
taken back by the sight that greet me.
There was Sabrina in her beautiful silk kimono sitting imperiously on her chaise
lounge with her shapely legs crossed at the knees.
Ceceel was humbly at her feet administering a pedicure while kneeling on a beautiful
heart-shaped pink satin pillow which I recognized from the canopy bed in the feminine
bedroom adjoining the Master Bedroom.
“Why come in Jennifer. My Darling little CeCe is giving me one of his fabulous pedicures
and foot massages. I swear he spoils me so.”
Ceceel greeted me in the most demure way, barely raising his eyes to meet mine
(when I noted just a hint of humiliation over being caught at such a feminine task),
then resumed his highly submissive task, carefully applying a bright red polish on
each of her toe nails. He had each toe meticulously separated with cotton balls and
gingerly blew on her nails to help the polish dry.
He wore a full cotton apron for protection. Although this apron was not as feminine
as the organza one he wore last week, this one still had ruffles covering the shoulder
straps.
I noticed that he had waxed string loops in each of his ear lobes - apparently having
just had his ears pierced.
When he looked up at me I swear that his eyebrows were even thinner than I had
remembered, and they were arched in a decidedly feminine way.
As I chatted with Sabrina I couldn't help but notice the subservience of Ceceel. He
was both arduous and obsequious with his task, almost constantly asking Sabrina if
each painted toenail was to her satisfaction. How meticulous.
Sabrina said, quite seriously, that she would have CeCe give me a massage and pedicure
some Saturday when I finished my tasks.
What an intriguing thought.
As CeCe finished his menial task I caught him almost unconsciously kiss the shiny
toe of each black patent-leather pump as he placed them on Sabrina's now dry nails.
I went about my chores seeing CeCe briefly early in the afternoon completing his
weekly ironing and putting the final touches on Sabrina's beautiful lingerie.
In mid-afternoon Sabrina had a visitor and introduced me to her best Ceceel's Aunt
Barbara.
Although she was possibly in her fifties, she was quite a beautiful woman looking
years younger. Her beauty was accented by her tasteful and feminine attire, a beautiful
print dress that just seemed to flow around her.
After a moment of light conversation, Sabrina announced that they would be in the
bedroom adjoining the Master bedroom and to be sure to stop in before I left for home
late that afternoon.
By five O'clock I had finished my tasks, but found no sign of CeCe nor Sabrina. I
was about ready to leave when I remembered that Sabrina had said they would be in
that most feminine of bedrooms adjoining the Master Suite.
When I entered the room I was momentarily stunned and left speechless by the
sight that greeted me.
There was Ceceel sitting at the satin and lace covered vanity receiving a complete
makeover by Sabrina and Barbara.
He was wearing the sheerest white negligee that barely concealed a delicate white
lace bra and matching panties. His legs were completely hairless and were sheathed
in a whispy pair of white silk stockings; their lace openings attached to a beribboned
satin and lace garter belt.
His feet were perched in the daintiest pair of high heeled strap- in sandals in white
satin through which the pearly pink polish of his toenails could be seen.
“Don't look so shocked, Jennifer,” Sabrina chuckled breaking my spell. “CeCe is going
with me to a costume party as a debutante. Only, when he looks this pretty we
call her Ceceelia, or 'Sissy' for short.”
I could not believe the transformation that was taking place. Here was an almost
wimpy plain male being transformed into an extremely beautiful blonde - so very feminine.
In her ears were a precious pair of diamond pendants which occasionally swayed,
kissing her ears as they did. Ceceelia was in a trance, himself, with the way he stared
at the delightful reflection in the mirror.
When they were through with the make-up Ceceelia was ordered to stand with Barbara
and Sabrina helping the pretty blonde to her feet on what must have been fourinch
heels. As instructed,
Ceceelia moved gracefully to the center of the room taking short mincing steps in the
high heels. Clearly, he had much practice for no one could have walked in those heels
the way Ceceelia did on their first effort.
Only two things gave away the secret of this charade.
First, I knew of Ceceel's true identity and, secondly, a telltale bulge strained through
the delicate panties betraying Sissy's obvious excitement.
“Normally, we would have Sissy wear a restraining device,” Sabrina observed.
(“Normally,” I thought?)
“But, since she'll be petticoated Barbara and I decided to give her the secret thrill
she so loves. Besides, Sissy's not quite as obvious as other boys,” Sabrina kidded apparently
referring to Ceceel's modest equipment.
They helped Ceceelia out of her negligee and produced a most beautiful ballet styled
petticoat of lace and organza embellished with dainty pink satin ribbon bows. Holding
it low for her, Ceceelia was able to step her dainty feet through the waistband as Barbara
raised it to the sissy's hips.
In all of my bewilderment I hardly noticed Sabrina's costume. In all of her splendor
there she was in the most gorgeous black satin Playboy Bunny costume showing off a
drop-dead hourglass figure with her ample cleavage almost spilling over her bustier. A
furry white bunny tail served as almost an exclamation point at the end of her perfect
behind.
“I guess it's not hard to tell what I'm going as,” Sabrina said standing on three-inch
black satin pumps. Truly, she could walk away with “Playmate of the Year” if she so
chose.
Barbara and Sabrina then picked up a very feminine white lace gown and drew it
over Ceceelia's head, being careful not to muss the soft blond curls on her pretty head.
The gown fairly floated over Ceceelia's thin torso and was fluffed into place over the full
petticoats.
A ringlet of Fairy Bride Kisses flowers were carefully arranged in Ceceelia's crown of
golden curls while tiny little crystal bells were fixed in each ear so that the actually jingled
when she moved her lovely head.
Although his nails were neatly manicured, formal white satin elbow-length gloves
were drawn over Ceceelia's slender arms and Barbara topped that off with a golden bells
bracelet she drew over the sissy's wrist.
A thin golden harness (much like a toddler's harness) was fitted about the bodice of
Ceceelia's gown, but instead of a leash the harness held two pair of gossamer wings that
seemed to gently flap whenever the little sissy took a step, to complete the image of Ceceelia,
Sabrina's little Fairy Princess.
*******************************************************************************
When the two of them stood for a picture that Barbara wanted to take I couldn't believe
how beautiful they both were - yet so different.
Sabrina looked voluptuous and sultry in her Bunny costume with her sexy bosom
thrusting out of her costume so sexily. She looked radiant and confident - so tall and shapely with her jet black hair and her hypnotic violet eyes. She would surely cast a
spell on every male she encountered this evening.
Ceceelia also looked beautiful, but in a delicate and demure way. She (I simply cannot
refer to such femininity in the male gender) almost looked like a shy maiden in
white satin and lace. She looked fragile and dainty perched on her high-heeled sandals.
Even though Ceceelia was wearing four inch heels to Sabrina's three-inches, Sabrina
was still a good six inches taller than her spouse.
Whereas Sabrina looked strong and confident, Ceceelia looked weak and vulnerable.
Yet, she too would turn the head of every male exposed to her beauty.
I almost expected that each would leave on the arm of strong and handsome gentlemen
when I realized that Ceceelia was a “he” and married to Sabrina.
Yes, “Sissy” fit perfectly.
10 December 2017
Made to be a sissy - Part 2
This Saturday, I arrived promptly at 8 a.m. as Sabrina had requested. As I rang the
doorbell, I could hear Muffin barking while running to see who was invading her domain.
Muffin became quiet when the door was opened and she saw it was me, after
being hushed by Ceceel, who answered the door.
Ceceel gave me a bright warm smile and briefly met my eyes, revealing a hint of his
obvious embarrassment over the image he presented to a relative stranger. Then he
returned his eyes demurely downward inviting me in.
Today Ceceel was wearing a tight pair of shiny neon pink lycra bike shorts. He wore
an abbreviated matching tank top leaving his midriff bare. The top could have easily
been mistaken for a sports bra which many women wear these days. His stomach was
flat and hairless and quite thin. His arms, also bare and thin, lacked any muscle tone
and were also hairless. His legs were slender, yet shapely, and bore the thin sparse
hair that I noticed a week earlier. On his feet he wore a darling pair of pure white unisex
tennis sneakers; the type a girl might certainly wear.
I couldn't help notice how smooth and flat his crotch was; not the slightest indication
of a masculine bulge that most men would show while wearing such tight spandex;
not that a real man would wear such an effeminate ensemble.
He actually blushed like a maiden when he noticed my surprised eyes as they
rather casually studied the fit of his pretty neon ping bike shorts...
Even Ceceel's cologne had a fragrant floral scent (almost like a bouquet of pansies)
which I could not imagine a virile male wearing.
“Sabrina would like you to join her for some coffee,” Ceceel said in his soft voice as he
led me to the breakfast room.
Sabrina stood when I entered the room and greeted me warmly with a hug. She was
such a stunning woman. She wore a simple, yet elegant lavender silk kimono which
accented her beautiful eyes and was offset by her radiant black hair. Her legs were
quite bare wearing only matching high-heeled satin mules.
As we greeted with a hug, I suddenly found myself strangely attracted to this beautiful
woman.
In my thirty-five years I never thought I had any physical attraction to members of
my gender as I was happily married to my husband, William, for the past ten years.
Sabrina invited me to sit and, turning to her husband said, “CeCe, do be a dear and
bring Jennifer some coffee and one of your delicious Danish.”
I found the nickname amusing. I'm sure it was an affectionate name for “Ceceel”,
but the way it was pronounced (“SeeSee”) it almost sounded like “sissy”; a name I
thought aptly described such a delicate male.
Sabrina engaged me in warm conversation asking me how my week was and if she
thought I would enjoy being their weekly housekeeper. She was a warm, sincere, successful
woman with much character and personality. How could I not like being asso-ciated in any way with such a person, and I told her so. She gave a charming laugh
and reached over to pat my hand.
When she did, I felt that strange warmth flow through my body; almost wishing her
touch would remain.
Shortly, Ceceel (or “CeCe” I should say) returned with the coffee and Danish. This
time he wore the most darling sheer organza pinafore-like apron over his attire. He
poured my coffee and served my Danish before turning and returning to the kitchen.
As he was leaving, I noticed that as thin and frail a boy as he was, his buttocks was
quite shapely and rounded, accented by the bow of the neatly tied apron.
I found myself staring and thinking that any woman would be proud to have such a
shapely rear end.
As he departed for the kitchen I noticed that he took rather short strides; his hips
swaying to-and-fro as the organza streamers of the bow tickled the backs of his bare
knees.
My staring must have been obvious because when I returned my gaze to Sabrina, she
was looking at me with a knowing smile.
“CeCe is just perfect in the kitchen and I insist that he wear an apron to protect his
attire. He loves to cook and prepare scrumptious meals, so I leave the kitchen chores
completely to him. I'm not very good in the kitchen, I'm afraid. CeCe even has my
evening dinner waiting for me when I return home since he is almost always home before
I am. I just call him on my cellular phone when I leave the office and, viola, dinner
is waiting when I get home, along with a chilled glass of fume blanc.”
How truly lucky this woman was. To have such charms, and such a domesticated
spouse to boot.
We continued our conversation and Sabrina informed me that she would be leaving
for the gym for a few hours. She made it a point to exercise at lease three times per
week for at least two hours per session, working on weight training and some type of
cardiovascular exercise like the stairs, or step-aerobics or the like.
As we continued our conversation, she whispered that she was thinking of having
`CeCe' quit his job at the bank.
“We certainly don't need his added income, little that it is, and it would give him the
opportunity to take several classes to learn how to be more supportive of me and my
career. I do feel that CeCe would be the perfect full time homemaker.
“Besides,” she continued, “I'm afraid CeCe has led a rather sheltered life. He lacks
any competitive spirit that would challenge him to become anything more than a simple
clerk.
“And, from time to time I have heard several unguarded remarks from various bank
staff about poor CeCe's rather effeminate looks. In fact, one teller, not knowing that
Ceceel was my husband, suggested that the clerk that I had been talking to was either
quite gay, or a transsexual! She further stated that she wouldn't be at all surprised if
the little fairy didn't swish into work someday wearing a skirt! Poor little CeCe...”
Before finishing our coffee, Sabrina asked if I would like to join her for lunch this
coming Wednesday.
I knew I would be near her Scottsdale office so I readily accepted as she promised a
delightful treat at a trendy restaurant in the fashionable Scottsdale Fashion Square
Shopping Plaza.
Twenty minutes after I began my duties, Sabrina stopped by on her way out to the
gym. I was spellbound!
She wore white lycra leggings over which she wore a white gym suite belted at the
waist with a lavender weight belt. Her glistening legs were in perfect proportion and
her thighs had muscles which looked like they were sculpted by Michelangelo. Her
bosom proudly rose from her chest in feminine splendor. She was muscular, yet so
very feminine. Hard, yet so soft. This truly had to be the perfect womanly body upstaged
only by her facial beauty.
There was no question in my mind that this woman was not only mentally superior
to her spouse, she was physically superior to Ceceel, as well. For the life of me, I could
not comprehend her attraction to CeCe when she could clearly have any man of her
choice.
In too short a time she was off to the gym and I was only left with her vision in my
mind's eye as a pleasant diverging daydream as I continued my chores.
I vacuumed and dusted the other three bedrooms, two of which were nice and
tastefully decorated and were located in the far east wing of the home. The third adjoined
the Master Bedroom and was quite different that the rest. Without question, it
was the most feminine bedroom I had ever seen.
The centerpiece was a beautiful canopy bed done in white with matching pink trim.
Chiffon ruffles hung down the roof of the canopy and a multi-layered chiffon and
organza
sham framed the perimeter of the bottom of the bed. A beautifully rich comforter
in white silk with soft pink embroidery seemed to float on the bed as did the two
large silk-covered pillows trimmed with a flowered lace. The entire color scheme of the
room was white with soft pink accents. Chiffon curtains framed the large arched windows
tied off with puffy pink satin bows. A vanity table was set against the wall adjoining
the Master Bedroom and was similarly skirted as was its chair which sported a
thickly padded satin seat of pink. A full-sized lighted mirror hung tastefully above the vanity. Shelves of cherry white oak were displayed with a beautiful collection of dolls
and fairy-tale books which told stories of princesses and delicate little girls.
I would have dismissed this room as perhaps belonging to a favorite visiting niece of
Sabrina's, as they had no children of their own, except that a delicate pink set of baby
doll pajamas laying on the bed suggested that someone recently used this room.
Some time later I returned to the Master Bedroom to retrieve my duster and found
Ceceel pouring a bath in the large oval marble sunken basin.
“Oh, will you be taking a bath CeCe?” I inquired.
“Oh, no, Ma'am, Sabrina likes to have a bath waiting when she returns from her
workout,” came his eager reply as he added fragrant oils and even checked the water's
temperature with a thermometer to be sure it was just right.
When I completed my tasks, Sabrina had long returned from the gym and was lounging
in the living room reading several financial magazines. I bid her farewell and she
told me she was looking forward to our luncheon engagement this coming Wednesday.
She was casually attired in a full-length robe, but I would never forget the vision
locked forever in my mind of her outstanding physique in her gym attire.
Tommy followed me as I went to bid farewell to Ceceel.
Again, I found him in the laundry room tending to his weekly ironing duties. I was
a bit surprised to find him carefully pressing delicate panties on the ironing board.
How rich, I thought, that Sabrina would even insist that he press her panties.
Of course, what would happen if he refused?
doorbell, I could hear Muffin barking while running to see who was invading her domain.
Muffin became quiet when the door was opened and she saw it was me, after
being hushed by Ceceel, who answered the door.
Ceceel gave me a bright warm smile and briefly met my eyes, revealing a hint of his
obvious embarrassment over the image he presented to a relative stranger. Then he
returned his eyes demurely downward inviting me in.
Today Ceceel was wearing a tight pair of shiny neon pink lycra bike shorts. He wore
an abbreviated matching tank top leaving his midriff bare. The top could have easily
been mistaken for a sports bra which many women wear these days. His stomach was
flat and hairless and quite thin. His arms, also bare and thin, lacked any muscle tone
and were also hairless. His legs were slender, yet shapely, and bore the thin sparse
hair that I noticed a week earlier. On his feet he wore a darling pair of pure white unisex
tennis sneakers; the type a girl might certainly wear.
I couldn't help notice how smooth and flat his crotch was; not the slightest indication
of a masculine bulge that most men would show while wearing such tight spandex;
not that a real man would wear such an effeminate ensemble.
He actually blushed like a maiden when he noticed my surprised eyes as they
rather casually studied the fit of his pretty neon ping bike shorts...
Even Ceceel's cologne had a fragrant floral scent (almost like a bouquet of pansies)
which I could not imagine a virile male wearing.
“Sabrina would like you to join her for some coffee,” Ceceel said in his soft voice as he
led me to the breakfast room.
Sabrina stood when I entered the room and greeted me warmly with a hug. She was
such a stunning woman. She wore a simple, yet elegant lavender silk kimono which
accented her beautiful eyes and was offset by her radiant black hair. Her legs were
quite bare wearing only matching high-heeled satin mules.
As we greeted with a hug, I suddenly found myself strangely attracted to this beautiful
woman.
In my thirty-five years I never thought I had any physical attraction to members of
my gender as I was happily married to my husband, William, for the past ten years.
Sabrina invited me to sit and, turning to her husband said, “CeCe, do be a dear and
bring Jennifer some coffee and one of your delicious Danish.”
I found the nickname amusing. I'm sure it was an affectionate name for “Ceceel”,
but the way it was pronounced (“SeeSee”) it almost sounded like “sissy”; a name I
thought aptly described such a delicate male.
Sabrina engaged me in warm conversation asking me how my week was and if she
thought I would enjoy being their weekly housekeeper. She was a warm, sincere, successful
woman with much character and personality. How could I not like being asso-ciated in any way with such a person, and I told her so. She gave a charming laugh
and reached over to pat my hand.
When she did, I felt that strange warmth flow through my body; almost wishing her
touch would remain.
Shortly, Ceceel (or “CeCe” I should say) returned with the coffee and Danish. This
time he wore the most darling sheer organza pinafore-like apron over his attire. He
poured my coffee and served my Danish before turning and returning to the kitchen.
As he was leaving, I noticed that as thin and frail a boy as he was, his buttocks was
quite shapely and rounded, accented by the bow of the neatly tied apron.
I found myself staring and thinking that any woman would be proud to have such a
shapely rear end.
As he departed for the kitchen I noticed that he took rather short strides; his hips
swaying to-and-fro as the organza streamers of the bow tickled the backs of his bare
knees.
My staring must have been obvious because when I returned my gaze to Sabrina, she
was looking at me with a knowing smile.
“CeCe is just perfect in the kitchen and I insist that he wear an apron to protect his
attire. He loves to cook and prepare scrumptious meals, so I leave the kitchen chores
completely to him. I'm not very good in the kitchen, I'm afraid. CeCe even has my
evening dinner waiting for me when I return home since he is almost always home before
I am. I just call him on my cellular phone when I leave the office and, viola, dinner
is waiting when I get home, along with a chilled glass of fume blanc.”
How truly lucky this woman was. To have such charms, and such a domesticated
spouse to boot.
We continued our conversation and Sabrina informed me that she would be leaving
for the gym for a few hours. She made it a point to exercise at lease three times per
week for at least two hours per session, working on weight training and some type of
cardiovascular exercise like the stairs, or step-aerobics or the like.
As we continued our conversation, she whispered that she was thinking of having
`CeCe' quit his job at the bank.
“We certainly don't need his added income, little that it is, and it would give him the
opportunity to take several classes to learn how to be more supportive of me and my
career. I do feel that CeCe would be the perfect full time homemaker.
“Besides,” she continued, “I'm afraid CeCe has led a rather sheltered life. He lacks
any competitive spirit that would challenge him to become anything more than a simple
clerk.
“And, from time to time I have heard several unguarded remarks from various bank
staff about poor CeCe's rather effeminate looks. In fact, one teller, not knowing that
Ceceel was my husband, suggested that the clerk that I had been talking to was either
quite gay, or a transsexual! She further stated that she wouldn't be at all surprised if
the little fairy didn't swish into work someday wearing a skirt! Poor little CeCe...”
Before finishing our coffee, Sabrina asked if I would like to join her for lunch this
coming Wednesday.
I knew I would be near her Scottsdale office so I readily accepted as she promised a
delightful treat at a trendy restaurant in the fashionable Scottsdale Fashion Square
Shopping Plaza.
Twenty minutes after I began my duties, Sabrina stopped by on her way out to the
gym. I was spellbound!
She wore white lycra leggings over which she wore a white gym suite belted at the
waist with a lavender weight belt. Her glistening legs were in perfect proportion and
her thighs had muscles which looked like they were sculpted by Michelangelo. Her
bosom proudly rose from her chest in feminine splendor. She was muscular, yet so
very feminine. Hard, yet so soft. This truly had to be the perfect womanly body upstaged
only by her facial beauty.
There was no question in my mind that this woman was not only mentally superior
to her spouse, she was physically superior to Ceceel, as well. For the life of me, I could
not comprehend her attraction to CeCe when she could clearly have any man of her
choice.
In too short a time she was off to the gym and I was only left with her vision in my
mind's eye as a pleasant diverging daydream as I continued my chores.
I vacuumed and dusted the other three bedrooms, two of which were nice and
tastefully decorated and were located in the far east wing of the home. The third adjoined
the Master Bedroom and was quite different that the rest. Without question, it
was the most feminine bedroom I had ever seen.
The centerpiece was a beautiful canopy bed done in white with matching pink trim.
Chiffon ruffles hung down the roof of the canopy and a multi-layered chiffon and
organza
sham framed the perimeter of the bottom of the bed. A beautifully rich comforter
in white silk with soft pink embroidery seemed to float on the bed as did the two
large silk-covered pillows trimmed with a flowered lace. The entire color scheme of the
room was white with soft pink accents. Chiffon curtains framed the large arched windows
tied off with puffy pink satin bows. A vanity table was set against the wall adjoining
the Master Bedroom and was similarly skirted as was its chair which sported a
thickly padded satin seat of pink. A full-sized lighted mirror hung tastefully above the vanity. Shelves of cherry white oak were displayed with a beautiful collection of dolls
and fairy-tale books which told stories of princesses and delicate little girls.
I would have dismissed this room as perhaps belonging to a favorite visiting niece of
Sabrina's, as they had no children of their own, except that a delicate pink set of baby
doll pajamas laying on the bed suggested that someone recently used this room.
Some time later I returned to the Master Bedroom to retrieve my duster and found
Ceceel pouring a bath in the large oval marble sunken basin.
“Oh, will you be taking a bath CeCe?” I inquired.
“Oh, no, Ma'am, Sabrina likes to have a bath waiting when she returns from her
workout,” came his eager reply as he added fragrant oils and even checked the water's
temperature with a thermometer to be sure it was just right.
When I completed my tasks, Sabrina had long returned from the gym and was lounging
in the living room reading several financial magazines. I bid her farewell and she
told me she was looking forward to our luncheon engagement this coming Wednesday.
She was casually attired in a full-length robe, but I would never forget the vision
locked forever in my mind of her outstanding physique in her gym attire.
Tommy followed me as I went to bid farewell to Ceceel.
Again, I found him in the laundry room tending to his weekly ironing duties. I was
a bit surprised to find him carefully pressing delicate panties on the ironing board.
How rich, I thought, that Sabrina would even insist that he press her panties.
Of course, what would happen if he refused?
Made to be a sissy - Part 1
By: S. Isi
My name is Jennifer Keener and I am a professional house cleaner. Actually, I own
a maid-service agency and have six other house-cleaning ladies in my employ. Since
we are still a small business, I take on the wealthier, more exclusive clients while the
rest of my staff share the more “middle-class” accounts.
I accepted the account of Mr. and Mrs. LaFille for that reason. She was an attorney
and the principal in a very successful law firm which dealt primarily in handling the
trusts and estates of very rich Metro-Phoenix residents. I found out that she was quite
astute on investment counseling and did very well for her clients, and herself, too.
Mrs. LaFille answered the door that Saturday morning. She was strikingly beautiful
with raven black hair and radiant eyes that were almost violet. She was tall,
stately, and had the classical beauty of a young Joan Collins; being, I guessed, no
more than her late twenties or early thirties.
She wore black silk hostess pants that flowed like a gentle breeze from her hips yet
was tightly belted at the waist showing off a very trim figure. Her silk blouse contrasted
in white and had full billowing sleeves tapering at the wrists and accented with
genuine pearl buttons. Despite its fullness, there was no hiding a full voluptuous
bosom. Her height was further emphasized with black patent high heel pumps. Allin-
all she looked very casually elegant. She had a radiant smile and insisted that I call
her Sabrina as she shook my hand with beautifully manicured hands and nails.
She took me on a brief tour of their luxurious home in the wealthy suburb of Paradise
Valley. It had almost 4,000 square feet and I knew it would take me almost a full
day to clean despite the fact that Mr. and Mrs. LaFille lived by themselves and their
delightful toy poodle “Muffin”.
Sabrina informed me that it would not be necessary to clean any of the three guest
bedrooms, as they were already quite clean, and I need only concentrate on the Master
Bedroom, family room and Formal Living rooms (which needed only a slight dusting).
I was a bit surprised when I met her husband, Ceceel. He was not at all what I expected
after meeting such a striking and successful beauty like Sabrina.
Ceceel was in the Laundry Room, of all things, ironing.
I can almost swear that he blushed when he noticed that I was watching. I was
shocked that such a wealthy man would engage in such a menial task.
Yet, I was quite tickled to see a domesticated husband sharing in household
chores. Although handsome, in an almost delicate and pretty way, he was not as tall as Sabrina, even without her high heels. I guessed he was about five feet seven inches
to her five ten in stockings.
He was wearing a pair of very short cut-off jeans and a cotton poet's shirt tucked
into his very thin waist. He wore a pair of colorful thongs and the hair on his legs was
quite light and sparse. He lacked much facial hair and, with his blond head of hair,
looked quite young. As he reached to shake my hand I noticed his fingernails were
coated with a clear protective enamel. His grip was not very firm and he appeared almost
embarrassed to be seen ironing the silk sheets which apparently belonged on the
king-sized master bed.
I later learned that Ceceel was a clerk in the bank that handled Sabrina's corporate account,
which is how they met.
Clearly, she was the primary breadwinner in this household; so refreshing to see in
this day and age.
Before beginning my cleaning, Sabrina gave two instructions: first, any questions
concerning supplies and the like should be directed to Ceceel (and he was instructed to
give me full cooperation, if needed) and; secondly, all other questions should be directed
to Sabrina who would be in the study taking care of the couple's monthly finances.
That first day took only about four hours of cleaning.
Since I bring my own supplies I had few questions to ask either Ceceel, or Sabrina.
She took care of her accounting and then lounged on their beautiful brocade living
room sofa reading several periodicals, while Ceceel spent all of his time ironing quite a
bit of laundry. (I even noticed a basket full of intimate apparel and wondered if he
would iron those, too.)
The last room I cleaned was the Master Bedroom. It was quite tastefully done and
the bed was king-sized and covered with a beautiful silk comforter. Although I did not
go into the walk-in closet I did clean the vanity area.
Signs of Mrs. LaFille were everywhere with a vast array of expensive French perfumes
arranged on the vanity, but I did not see anything (colognes, shaving cream or
the like) that might belong to Ceceel.
I gave it no more thought as I dusted and vacuumed the large room as Muffin occasionally
ventured in to sniff at my feet and become acquainted with me.
When I was done, Sabrina did a brief inspection and gave me a glorious smile saying
that I would work out just fine.
She also complimented me on owning my own business and said she wished many
more women would exercise their inherent talents of leadership. She hoped that we
could chat, sometime soon, on this very subject.
When I went to bid farewell to Ceceel he was busily engaged in carefully ironing the
pleats of a darling tennis dress. I inwardly smiled thinking that it would take him
twice as long to iron that garment as it probably did for his wife to soil it while playing
some tennis match.
My name is Jennifer Keener and I am a professional house cleaner. Actually, I own
a maid-service agency and have six other house-cleaning ladies in my employ. Since
we are still a small business, I take on the wealthier, more exclusive clients while the
rest of my staff share the more “middle-class” accounts.
I accepted the account of Mr. and Mrs. LaFille for that reason. She was an attorney
and the principal in a very successful law firm which dealt primarily in handling the
trusts and estates of very rich Metro-Phoenix residents. I found out that she was quite
astute on investment counseling and did very well for her clients, and herself, too.
Mrs. LaFille answered the door that Saturday morning. She was strikingly beautiful
with raven black hair and radiant eyes that were almost violet. She was tall,
stately, and had the classical beauty of a young Joan Collins; being, I guessed, no
more than her late twenties or early thirties.
She wore black silk hostess pants that flowed like a gentle breeze from her hips yet
was tightly belted at the waist showing off a very trim figure. Her silk blouse contrasted
in white and had full billowing sleeves tapering at the wrists and accented with
genuine pearl buttons. Despite its fullness, there was no hiding a full voluptuous
bosom. Her height was further emphasized with black patent high heel pumps. Allin-
all she looked very casually elegant. She had a radiant smile and insisted that I call
her Sabrina as she shook my hand with beautifully manicured hands and nails.
She took me on a brief tour of their luxurious home in the wealthy suburb of Paradise
Valley. It had almost 4,000 square feet and I knew it would take me almost a full
day to clean despite the fact that Mr. and Mrs. LaFille lived by themselves and their
delightful toy poodle “Muffin”.
Sabrina informed me that it would not be necessary to clean any of the three guest
bedrooms, as they were already quite clean, and I need only concentrate on the Master
Bedroom, family room and Formal Living rooms (which needed only a slight dusting).
I was a bit surprised when I met her husband, Ceceel. He was not at all what I expected
after meeting such a striking and successful beauty like Sabrina.
Ceceel was in the Laundry Room, of all things, ironing.
I can almost swear that he blushed when he noticed that I was watching. I was
shocked that such a wealthy man would engage in such a menial task.
Yet, I was quite tickled to see a domesticated husband sharing in household
chores. Although handsome, in an almost delicate and pretty way, he was not as tall as Sabrina, even without her high heels. I guessed he was about five feet seven inches
to her five ten in stockings.
He was wearing a pair of very short cut-off jeans and a cotton poet's shirt tucked
into his very thin waist. He wore a pair of colorful thongs and the hair on his legs was
quite light and sparse. He lacked much facial hair and, with his blond head of hair,
looked quite young. As he reached to shake my hand I noticed his fingernails were
coated with a clear protective enamel. His grip was not very firm and he appeared almost
embarrassed to be seen ironing the silk sheets which apparently belonged on the
king-sized master bed.
I later learned that Ceceel was a clerk in the bank that handled Sabrina's corporate account,
which is how they met.
Clearly, she was the primary breadwinner in this household; so refreshing to see in
this day and age.
Before beginning my cleaning, Sabrina gave two instructions: first, any questions
concerning supplies and the like should be directed to Ceceel (and he was instructed to
give me full cooperation, if needed) and; secondly, all other questions should be directed
to Sabrina who would be in the study taking care of the couple's monthly finances.
That first day took only about four hours of cleaning.
Since I bring my own supplies I had few questions to ask either Ceceel, or Sabrina.
She took care of her accounting and then lounged on their beautiful brocade living
room sofa reading several periodicals, while Ceceel spent all of his time ironing quite a
bit of laundry. (I even noticed a basket full of intimate apparel and wondered if he
would iron those, too.)
The last room I cleaned was the Master Bedroom. It was quite tastefully done and
the bed was king-sized and covered with a beautiful silk comforter. Although I did not
go into the walk-in closet I did clean the vanity area.
Signs of Mrs. LaFille were everywhere with a vast array of expensive French perfumes
arranged on the vanity, but I did not see anything (colognes, shaving cream or
the like) that might belong to Ceceel.
I gave it no more thought as I dusted and vacuumed the large room as Muffin occasionally
ventured in to sniff at my feet and become acquainted with me.
When I was done, Sabrina did a brief inspection and gave me a glorious smile saying
that I would work out just fine.
She also complimented me on owning my own business and said she wished many
more women would exercise their inherent talents of leadership. She hoped that we
could chat, sometime soon, on this very subject.
When I went to bid farewell to Ceceel he was busily engaged in carefully ironing the
pleats of a darling tennis dress. I inwardly smiled thinking that it would take him
twice as long to iron that garment as it probably did for his wife to soil it while playing
some tennis match.
31 October 2017
Lacey's Big Day Out
By: Lacey Bottoms
So, there I was sitting in the passenger seat of Mistress Alison's car.
I'm dressed in a black and white satin French maid outfit with white
thigh high fishnet stockings, black and white patent heels, full make-
up, wig, jewelry, painted long pink nails, silicone breast forms. I'm
made up like quite the little sissy slut. Mistress Alison has handed me
a pink satin blindfold, which I put on before we left my house. I have
no idea where we are, or where we're going. Mistress Alison has been
playing music; she even made a phone call or two, and has otherwise been
ignoring my presence in the car. As far as I can tell, we've been
driving for about 30 minutes, which is somewhat comforting to me, as I
know that we're at least a little ways from where I live. The thought of
someone that I know seeing me like this is unimaginable. I can feel the
car turning and slowing down, and then it comes to a stop and I hear
Mistress put the car in park. My heart is racing as I realize we've
reached our destination...at least the first one.
"Take off your blindfold slut!" Mistress says to me from the driver's
seat.
"Yes Mistress," I reply as I remove the pink satin blindfold. It takes a
moment for my eyesight to adjust, and then I see that we're parked in
front of a Rite Aid parking lot.
"There are some things that you need to get for yourself," Mistress
Alison tells me sternly. "I've made you a list, and you're going to go
inside, and be sure to get EVERYTHING that's on it."
All at once the reality of the situation hit me, and I was terrified. It
was the middle of the day, the sun was shining, and here I was about to
march into a crowded drugstore dressed like a total sissy slut. "P-p-p-p
please Mistress Alison," I nervously blurted out, "I can't go in there
like this". "It's the middle of the day, someone might..." SMACK!!! I was
suddenly cut off from speaking and felt a strong stinging sensation on
my cheek as I quickly realized Mistress Alison had slapped me hard
across my face.
I looked over and Mistress had picked up her purse. Looking suddenly
quite composed she was giggling a little bit. "Do you remember a few
weeks ago at my house Lacey?" she began with a coolness in her voice.
"Remember when you and I had that fun little photo shoot?" "Do you
recall how you put on all your sexy little outfits, and you were
prancing around, and how I took all of those wonderful pictures of you?"
Mistress said with a smile.
"Yes Mistress Alison, how could I forget, I had so much fun that day
Mistress," I replied, not really knowing where she was going , but about
to realize the full weight of what she was telling me.
Mistress handed me an envelope from her purse. "Look inside slut,"
Mistress told me.
I opened the envelope, and pulled out the contents. There I was, it my
French maid outfit, doing some chores around Mistress' house. Next there
was a shot of me in my pink satin mini dress, looking very slutty. Then
a photo of me on all fours, in my shiny black PVC skirt and satin blouse
with my "Please fuck me" panties showing my ass in all its glory. And
last, but not least, a photo of me just wearing my lingerie, down on my
knees with my shiny pink painted lips wrapped around Mistress Alison's
eight inch strap on.
"Now you listen to me slut," Mistress said sternly, "I've grown tired of
your fear and apprehension". "Your humiliation and subjugation is about
MY entertainment and MY amusement". "And I fully intend on being
entertained and amused today!" We've been out on a couple of public
excursions, with you just partially dressed, and you don't follow your
instructions, you back out of assignments, you PUSSY OUT!!!" "Well
Lacey, that's simply just not an option for you today!"
With that Mistress Alison produced six other envelopes from her purse,
identical to the one she handed me. I immediately noticed that each one
was addressed and stamped.
"You see slut, each one of these envelopes contains the same wonderful
pictures you're holding in your hand," Mistress said with a broad smile.
Each one is addressed to someone you definitely would NOT want to find
out about your little hobby". "Let's see," Mistress Alison said as she
started leafing through the envelopes". "Here's one for your best
friend, one for your boss, a couple for your co-workers, oh and here's
one for your wife".
"So, here's the deal you little sissy slut," she said "The way I see it
you have two choices". "You can do as you're told today, like a good
little sissy...Or I can drop your little satin panty clad ass off in the
worst part of the city dressed as you are." "Then I'll stop by the post
office and drop these in the mail".
"Pleaassseee Mistress," I whimpered out trying to plead with her. "I'll
do anything Mistress Alison," I was begging with my long pink painted
nails clutched together in front of me. "Please please please, just
don't send those envelopes out; I'll do whatever you want, starting with
going into this store"."I won't say another word, I promise."
"That's more like it Lacey," Mistress said with a satisfaction in her
voice. "Now that we're on the same page, here's your shopping list.
Shake your ass in there and be sure to get everything". With that,
Mistress handed me a small pink envelope with a heart on it. "Now get
out of the car, and get going".
Not wanting to upset Mistress Alison any more than she already was. I
opened the door, and headed across the parking lot. I looked back to see
Mistress smiling and holding up a camera. She was taking pictures of my
humiliation! I've never been so incredibly aware of my appearance. How I
must have looked at that moment. My heart was beating a mile a minute,
and the sound of my heels clicking against the pavement was the only
sound I could hear, like everything else had been turned off. As I
approached the entrance, I looked down at the envelope and ran my long
pink painted nail across the top to open it. I slid the paper out, and
it read as follows:
Sissy Slut Lacey:
Here's your shopping list. Don't miss anything:
1. One Fleet ready to use enema kit.
2. One tube KY Jelly.
3. Trojan 12 ct. lubricated latex condoms.
4. One travel pack, Carefree scented panty liners.
5. One tube, Cover Girl Queen Collection Lip Gloss - Baby Pink
Oh, and BTW sissy, if ANYONE asks you if you need help, or says anything
to you, you're to say the following: "I'm just a little sissy shopping
for my Mistress Alison".
I could feel all the blood rushing to my face. I was so mortified. It
was bad enough that people were going to see me prancing around the
store dressed like a slutty little sissy maid, but these things I had to
buy! Let alone, if anyone spoke to me, what I was going to have to
reply! But I knew that I didn't have any choice but to just put my head
down, and finish the task Mistress Alison had set forth.
As I entered the store I quickly picked up a shopping basket, and headed
straight up the first aisle, which, lucky for me was cosmetics. I looked
around, and there was no one else in the aisle, so far, so good. The
brands for the make-up were at the tops of the displays. Maybelline,
Almay, Revlon, finally Cover Girl! I looked down, and there it was the
Queen Collection Lip Gloss, in baby pink no less. This was going to be
easier than I thought.
"Is there anything I can help you find," a ladies voice came out of
nowhere. I turned to my left to see the sales associate standing there
with a big grin on her face. She was a younger girl, cute, probably in
college, and obviously enjoying the situation I was in. I must have
turned three shades of crimson and looked like a kid with his hand stuck
in the cookie jar, or, in this case a sissy with her hand caught in the
lip gloss. I stood there frozen for a second. She spoke again, "Do you
need help finding anything?"
Just over her shoulder at the end of the aisle I looked up to see
Mistress Alison standing there. CLICK went the camera, another photo.
She was in the store! She was watching! She was listening. I suddenly
remembered what I had to do, what I had to say, especially now with
Mistress within ear shot.
"I'm just a little sissy shopping for my Mistress Alison," the reply
coming out of my mouth almost subconsciously.
The salesgirl let out a giggle, followed by a loud laugh coming from the
end of the aisle where Mistress Alison had been standing. "Well, let's
take a look at that list of yours and see if I can't help out." Before I
could reply or react, she had snatched my pink shopping list from my
manicured hand.
She giggled some more as she read the list out loud in front of me.
"Hmmm, let's see, enema, lube, condoms, panty liners and lip gloss for
L-A-C-E-Y." She annunciated each letter slowly in my name. "Well Lacey,
I believe we can help you out with all of these things today". "I see
you already got your lip gloss, so we can head to aisle four and get
your enema kit, follow me!"
I couldn't believe this was happening, but really didn't have much
choice but to follow her as she sped up the aisle. I had hoped to avoid
much interaction with anyone, but things were not going as I had hoped.
As we rounded the corner to aisle four there were a couple of people in
the aisle that just froze and stared.
"Ah, here we are," she said clearly and quite audibly, "Fleet ready to
use enema kit". I could feel my face flush even more as she dropped the
box into my basket.
"Now to aisle five for your panty liners Lacey," she said as she once
again sped up the aisle with me in tow. We reached the panty liners and
she picked out the scented travel pack, and dropped them in my basket.
"One stop left to go, aisle ten, family planning"
We passed a few customers along the way, each of them stopping and
staring, obviously wondering if Halloween had come early, or maybe this
was some sort of stunt. Either way, they were all very curious, and I
was mortified. I just wanted to get my things, and get out.
We reached aisle ten, and she quickly found the lube and condoms and
dropped them into my basket. "That's everything on your shopping list
Lacey, you should be all set."
"Thank you so much for your help," I replied trying to sound as feminine
as possible.
"My pleasure Lacey, it looks like you're in for an interesting day
today," she said with a grin as she went past me up the aisle.
Now I just had to get to the checkout and get out. I reached the front
of the store, and quickly noticed one register open and about 4 people
waiting at the check-out. I knew that I just had to get in line, and get
out of there as quickly as I could. I approached the line, and almost in
unison, every head turned and looked me up and down. I once again felt
my embarrassment rise up as I made my way to the rear of the line. I
looked ahead, and the customers were looking back, and the female
cashier had spotted me and was giggling. She leaned in and said
something to the lady she was waiting on. She then looked back in my
direction and giggled.
The line moved along, and I was almost to the cashier. A couple of
people were now in line behind me as I stepped up to the register. "Oh
my, what do we have here," the cashier said with a smirk.
Before I could reply I heard Mistress Alison clearing her throat. I
looked back, and she was in line two people behind me. I realized that
the cashier had asked me a question, and also knew what I had to reply.
"I'm just a little sissy shopping for my Mistress Alison," I replied
with my most feminine voice.
"What's that hon? I'm sorry, I couldn't hear you," the cashier said
slyly.
"I'm just a little sissy shopping for my Mistress Alison," I said more
loudly in my girly voice. The cashier and the people in line, Mistress
included all having a little laugh at my expense. I was so humiliated.
I've never been so relieved than when she gave me my total, and I paid
and was able to finally start heading for the door. I walked out and
headed straight for the car. I turned around to see Mistress Alison
coming out the front door. She was grinning from ear to ear as she
opened her door. She opened the lock for me, and I quickly got it the
passenger side.
"Now that's more like it Lacey," Mistress Alison said smiling. "I
enjoyed that thoroughly Lacey. That's a much better start to our day. If
you continue to be a good gurl today, and follow your instructions as
well as you did here, you won't have to worry about those envelopes
finding a mailbox".
"Yes Mistress Alison, thank you Mistress," was all I could reply. As
humiliating as my ordeal was in the drugstore, I have to admit, now that
it was over, I had a feeling of exhilaration come over me, and I
suddenly realized that my little clitty was straining painfully against
its pink plastic confinement. Had I really enjoyed that more than I
thought I did? I didn't have very much time to think about it.
"Get your pretty pink satin blindfold back on Lacey, we're headed to our
next stop!" Mistress said as she started pulling out of our parking
spot.
I put my pink satin blindfold in place as we pulled out of the lot. The
radio was on, but I could hear Mistress Alison on the phone again. It
sounded like she was on the phone with Sir. Sir is Mistress Alison's
husband, and also my Master. The radio was loud, and it was hard to make
out, but I was catching some bits and pieces of the conversation. "Is
everything ready to...?" "We should be there..."
I was trying so hard to figure out what Mistress was saying, but to no
avail. Just then I felt the car turning and once again coming to a stop.
Off with your blindfold sissy, we're at our next stop. I took off my
blindfold and couldn't figure out where we were at first. All I could
see was a parking lot, and the highway a little ways in front of us.
Then I looked back and quickly realized Mistress had pulled into a very
large and very busy truck stop just off of the interstate. I felt that
pit in my stomach once again. What could we possibly be doing here? I
looked over at Mistress Alison, and she was smiling from ear to ear.
"Fix your lipstick slut, I really want you to look your best for this
next stop". Just then she reached into her purse and produced another
pink envelope, this one with two hearts on the front.
So, there I was sitting in the passenger seat of Mistress Alison's car.
I'm dressed in a black and white satin French maid outfit with white
thigh high fishnet stockings, black and white patent heels, full make-
up, wig, jewelry, painted long pink nails, silicone breast forms. I'm
made up like quite the little sissy slut. Mistress Alison has handed me
a pink satin blindfold, which I put on before we left my house. I have
no idea where we are, or where we're going. Mistress Alison has been
playing music; she even made a phone call or two, and has otherwise been
ignoring my presence in the car. As far as I can tell, we've been
driving for about 30 minutes, which is somewhat comforting to me, as I
know that we're at least a little ways from where I live. The thought of
someone that I know seeing me like this is unimaginable. I can feel the
car turning and slowing down, and then it comes to a stop and I hear
Mistress put the car in park. My heart is racing as I realize we've
reached our destination...at least the first one.
"Take off your blindfold slut!" Mistress says to me from the driver's
seat.
"Yes Mistress," I reply as I remove the pink satin blindfold. It takes a
moment for my eyesight to adjust, and then I see that we're parked in
front of a Rite Aid parking lot.
"There are some things that you need to get for yourself," Mistress
Alison tells me sternly. "I've made you a list, and you're going to go
inside, and be sure to get EVERYTHING that's on it."
All at once the reality of the situation hit me, and I was terrified. It
was the middle of the day, the sun was shining, and here I was about to
march into a crowded drugstore dressed like a total sissy slut. "P-p-p-p
please Mistress Alison," I nervously blurted out, "I can't go in there
like this". "It's the middle of the day, someone might..." SMACK!!! I was
suddenly cut off from speaking and felt a strong stinging sensation on
my cheek as I quickly realized Mistress Alison had slapped me hard
across my face.
I looked over and Mistress had picked up her purse. Looking suddenly
quite composed she was giggling a little bit. "Do you remember a few
weeks ago at my house Lacey?" she began with a coolness in her voice.
"Remember when you and I had that fun little photo shoot?" "Do you
recall how you put on all your sexy little outfits, and you were
prancing around, and how I took all of those wonderful pictures of you?"
Mistress said with a smile.
"Yes Mistress Alison, how could I forget, I had so much fun that day
Mistress," I replied, not really knowing where she was going , but about
to realize the full weight of what she was telling me.
Mistress handed me an envelope from her purse. "Look inside slut,"
Mistress told me.
I opened the envelope, and pulled out the contents. There I was, it my
French maid outfit, doing some chores around Mistress' house. Next there
was a shot of me in my pink satin mini dress, looking very slutty. Then
a photo of me on all fours, in my shiny black PVC skirt and satin blouse
with my "Please fuck me" panties showing my ass in all its glory. And
last, but not least, a photo of me just wearing my lingerie, down on my
knees with my shiny pink painted lips wrapped around Mistress Alison's
eight inch strap on.
"Now you listen to me slut," Mistress said sternly, "I've grown tired of
your fear and apprehension". "Your humiliation and subjugation is about
MY entertainment and MY amusement". "And I fully intend on being
entertained and amused today!" We've been out on a couple of public
excursions, with you just partially dressed, and you don't follow your
instructions, you back out of assignments, you PUSSY OUT!!!" "Well
Lacey, that's simply just not an option for you today!"
With that Mistress Alison produced six other envelopes from her purse,
identical to the one she handed me. I immediately noticed that each one
was addressed and stamped.
"You see slut, each one of these envelopes contains the same wonderful
pictures you're holding in your hand," Mistress said with a broad smile.
Each one is addressed to someone you definitely would NOT want to find
out about your little hobby". "Let's see," Mistress Alison said as she
started leafing through the envelopes". "Here's one for your best
friend, one for your boss, a couple for your co-workers, oh and here's
one for your wife".
"So, here's the deal you little sissy slut," she said "The way I see it
you have two choices". "You can do as you're told today, like a good
little sissy...Or I can drop your little satin panty clad ass off in the
worst part of the city dressed as you are." "Then I'll stop by the post
office and drop these in the mail".
"Pleaassseee Mistress," I whimpered out trying to plead with her. "I'll
do anything Mistress Alison," I was begging with my long pink painted
nails clutched together in front of me. "Please please please, just
don't send those envelopes out; I'll do whatever you want, starting with
going into this store"."I won't say another word, I promise."
"That's more like it Lacey," Mistress said with a satisfaction in her
voice. "Now that we're on the same page, here's your shopping list.
Shake your ass in there and be sure to get everything". With that,
Mistress handed me a small pink envelope with a heart on it. "Now get
out of the car, and get going".
Not wanting to upset Mistress Alison any more than she already was. I
opened the door, and headed across the parking lot. I looked back to see
Mistress smiling and holding up a camera. She was taking pictures of my
humiliation! I've never been so incredibly aware of my appearance. How I
must have looked at that moment. My heart was beating a mile a minute,
and the sound of my heels clicking against the pavement was the only
sound I could hear, like everything else had been turned off. As I
approached the entrance, I looked down at the envelope and ran my long
pink painted nail across the top to open it. I slid the paper out, and
it read as follows:
Sissy Slut Lacey:
Here's your shopping list. Don't miss anything:
1. One Fleet ready to use enema kit.
2. One tube KY Jelly.
3. Trojan 12 ct. lubricated latex condoms.
4. One travel pack, Carefree scented panty liners.
5. One tube, Cover Girl Queen Collection Lip Gloss - Baby Pink
Oh, and BTW sissy, if ANYONE asks you if you need help, or says anything
to you, you're to say the following: "I'm just a little sissy shopping
for my Mistress Alison".
I could feel all the blood rushing to my face. I was so mortified. It
was bad enough that people were going to see me prancing around the
store dressed like a slutty little sissy maid, but these things I had to
buy! Let alone, if anyone spoke to me, what I was going to have to
reply! But I knew that I didn't have any choice but to just put my head
down, and finish the task Mistress Alison had set forth.
As I entered the store I quickly picked up a shopping basket, and headed
straight up the first aisle, which, lucky for me was cosmetics. I looked
around, and there was no one else in the aisle, so far, so good. The
brands for the make-up were at the tops of the displays. Maybelline,
Almay, Revlon, finally Cover Girl! I looked down, and there it was the
Queen Collection Lip Gloss, in baby pink no less. This was going to be
easier than I thought.
"Is there anything I can help you find," a ladies voice came out of
nowhere. I turned to my left to see the sales associate standing there
with a big grin on her face. She was a younger girl, cute, probably in
college, and obviously enjoying the situation I was in. I must have
turned three shades of crimson and looked like a kid with his hand stuck
in the cookie jar, or, in this case a sissy with her hand caught in the
lip gloss. I stood there frozen for a second. She spoke again, "Do you
need help finding anything?"
Just over her shoulder at the end of the aisle I looked up to see
Mistress Alison standing there. CLICK went the camera, another photo.
She was in the store! She was watching! She was listening. I suddenly
remembered what I had to do, what I had to say, especially now with
Mistress within ear shot.
"I'm just a little sissy shopping for my Mistress Alison," the reply
coming out of my mouth almost subconsciously.
The salesgirl let out a giggle, followed by a loud laugh coming from the
end of the aisle where Mistress Alison had been standing. "Well, let's
take a look at that list of yours and see if I can't help out." Before I
could reply or react, she had snatched my pink shopping list from my
manicured hand.
She giggled some more as she read the list out loud in front of me.
"Hmmm, let's see, enema, lube, condoms, panty liners and lip gloss for
L-A-C-E-Y." She annunciated each letter slowly in my name. "Well Lacey,
I believe we can help you out with all of these things today". "I see
you already got your lip gloss, so we can head to aisle four and get
your enema kit, follow me!"
I couldn't believe this was happening, but really didn't have much
choice but to follow her as she sped up the aisle. I had hoped to avoid
much interaction with anyone, but things were not going as I had hoped.
As we rounded the corner to aisle four there were a couple of people in
the aisle that just froze and stared.
"Ah, here we are," she said clearly and quite audibly, "Fleet ready to
use enema kit". I could feel my face flush even more as she dropped the
box into my basket.
"Now to aisle five for your panty liners Lacey," she said as she once
again sped up the aisle with me in tow. We reached the panty liners and
she picked out the scented travel pack, and dropped them in my basket.
"One stop left to go, aisle ten, family planning"
We passed a few customers along the way, each of them stopping and
staring, obviously wondering if Halloween had come early, or maybe this
was some sort of stunt. Either way, they were all very curious, and I
was mortified. I just wanted to get my things, and get out.
We reached aisle ten, and she quickly found the lube and condoms and
dropped them into my basket. "That's everything on your shopping list
Lacey, you should be all set."
"Thank you so much for your help," I replied trying to sound as feminine
as possible.
"My pleasure Lacey, it looks like you're in for an interesting day
today," she said with a grin as she went past me up the aisle.
Now I just had to get to the checkout and get out. I reached the front
of the store, and quickly noticed one register open and about 4 people
waiting at the check-out. I knew that I just had to get in line, and get
out of there as quickly as I could. I approached the line, and almost in
unison, every head turned and looked me up and down. I once again felt
my embarrassment rise up as I made my way to the rear of the line. I
looked ahead, and the customers were looking back, and the female
cashier had spotted me and was giggling. She leaned in and said
something to the lady she was waiting on. She then looked back in my
direction and giggled.
The line moved along, and I was almost to the cashier. A couple of
people were now in line behind me as I stepped up to the register. "Oh
my, what do we have here," the cashier said with a smirk.
Before I could reply I heard Mistress Alison clearing her throat. I
looked back, and she was in line two people behind me. I realized that
the cashier had asked me a question, and also knew what I had to reply.
"I'm just a little sissy shopping for my Mistress Alison," I replied
with my most feminine voice.
"What's that hon? I'm sorry, I couldn't hear you," the cashier said
slyly.
"I'm just a little sissy shopping for my Mistress Alison," I said more
loudly in my girly voice. The cashier and the people in line, Mistress
included all having a little laugh at my expense. I was so humiliated.
I've never been so relieved than when she gave me my total, and I paid
and was able to finally start heading for the door. I walked out and
headed straight for the car. I turned around to see Mistress Alison
coming out the front door. She was grinning from ear to ear as she
opened her door. She opened the lock for me, and I quickly got it the
passenger side.
"Now that's more like it Lacey," Mistress Alison said smiling. "I
enjoyed that thoroughly Lacey. That's a much better start to our day. If
you continue to be a good gurl today, and follow your instructions as
well as you did here, you won't have to worry about those envelopes
finding a mailbox".
"Yes Mistress Alison, thank you Mistress," was all I could reply. As
humiliating as my ordeal was in the drugstore, I have to admit, now that
it was over, I had a feeling of exhilaration come over me, and I
suddenly realized that my little clitty was straining painfully against
its pink plastic confinement. Had I really enjoyed that more than I
thought I did? I didn't have very much time to think about it.
"Get your pretty pink satin blindfold back on Lacey, we're headed to our
next stop!" Mistress said as she started pulling out of our parking
spot.
I put my pink satin blindfold in place as we pulled out of the lot. The
radio was on, but I could hear Mistress Alison on the phone again. It
sounded like she was on the phone with Sir. Sir is Mistress Alison's
husband, and also my Master. The radio was loud, and it was hard to make
out, but I was catching some bits and pieces of the conversation. "Is
everything ready to...?" "We should be there..."
I was trying so hard to figure out what Mistress was saying, but to no
avail. Just then I felt the car turning and once again coming to a stop.
Off with your blindfold sissy, we're at our next stop. I took off my
blindfold and couldn't figure out where we were at first. All I could
see was a parking lot, and the highway a little ways in front of us.
Then I looked back and quickly realized Mistress had pulled into a very
large and very busy truck stop just off of the interstate. I felt that
pit in my stomach once again. What could we possibly be doing here? I
looked over at Mistress Alison, and she was smiling from ear to ear.
"Fix your lipstick slut, I really want you to look your best for this
next stop". Just then she reached into her purse and produced another
pink envelope, this one with two hearts on the front.
Subscribe to:
Posts (Atom)
