By: Missy
The ride to Jessie's house in Pennsylvania had been normal, but the
whole situation for the trip was quite different than our usual visits.
We visited her parents often; I enjoyed their company and liked being
able to just lay around and relax as well as visit nice restaurants, do
some shopping, and sightseeing in Philadelphia. We'd done both winter
and summer trips, so the time of year wasn't unusual. What
distinguished this trip was that after we arrived, Jessie, her dad, and
her siblings were leaving early the next day for a week-long snow
skiing trip; her mother and I would remain at their house. Jessie loved
to ski, as did all her family, and had made side trips when we came
north in the winter. I never really liked it, and her mother had
injured her neck and could no longer ski. So it did make sense in some
way, although I had suggested she just go alone on the vacation. She
insisted that the ski trip was only half of our normal visit duration
and we'd have the following week together. So, I followed her lead.
I had done more of that lately than ever before. About a month earlier,
she had insisted I shave myself completely smooth and bought me a few
pairs of lacey panties to wear to bed. At night she made a big deal of
caressing me through the panties and generally becoming more aggressive
sexually. She would position herself astride my face, insisting I bring
her to orgasm orally, and then would masturbate me to my climax while I
buried my face between her legs. This aggressive approach and in
particular how she insisted I wear panties was exciting to me. I had
always been a cross-dresser, and told her before we married that it was
a big part of me. But until those actions, we had never done anything
together when I was dressed. She said it made her feel uncomfortable,
so I was thrilled with these changes. I didn't even question her why,
but just did as she suggested since it was an improvement over our
previous arrangement. I even agreed to continue to sleep in my panties
once we got to her parent's house. I woke only briefly as she kissed me
goodbye in bed; they were leaving around 5 AM so they could get to the
mountains in time for a long day of skiing. I rolled over and went back
to sleep, enjoying the first real day of my vacation. I knew her mom
would wake me later, probably with the rich smells of coffee and bacon.
As I expected, I could smell the aroma of fresh brewed coffee when I
heard her mom calling up to me. Jane and I got along really well
together. I guess raising four kids made her particularly good at
interacting with younger people. She always seemed to like me and we
had some really interesting conversations over coffee in the morning,
as we were both early risers. I looked at the clock, 7 AM, good enough
for me. Her second call out soon followed.
"Time to wakeup sleepy head and come down for some coffee; we have a
lot to do today and we really need to talk about it."
"Okay, I'll be right down."
I rolled over and put my feet on the ground. Rubbing my eyes I looked
over toward the wall where my duffle bag had been. When we undressed
last night, I laid my dirty clothes on it. But now, it wasn't there. So
I got up and looked around the room, thinking Jessie might have put it
in the closet, or under the bed. But I couldn't find it. Now I was
starting to panic; all my clothes were in that bag and I only had a
small flowery pair of boy short panties on. Maybe her mom had it.
"Mrs. J. I was looking for my duffle bag but can't find it. Did Jessie
move it? I hope she hasn't taken it by mistake. It has all my clothes."
"We can talk about that over coffee. There should be a robe and a pair
of slippers in the closet. Just put those on and come down here."
I opened the closet and noticed a robe hanging on a hook in the back.
It was a short kimono style in satin with a red and pink flowery
pattern and trimmed in pink lace. A quick glance downward confirmed
that it was an exact match to my panty. My heart started to race, as I
knew this couldn't just be a coincidence. I slipped it on, tying the
sash to cover as much of me as possible, but its short length hit only
mid-thigh. The slippers were a wedge heel slide with a pink bow. Now I
was really nervous, as I felt extremely vulnerable with my feminized
appearance, but she called for me once again. Walking down the stairs
was awkward with the heels and entering the kitchen I was trembling
with fear and embarrassment. Jane looked up at me, smiled, and handed
me a cup of coffee.
"Here you go, cream and sugar, just the way you like it. I hope the
slippers fit okay; Jessie told me your shoe size and I just looked for
something in pink to match the robe. Have a seat; we need to talk,
obviously."
I took the coffee and quickly took a drink, almost wishing it had a
shot of whisky or something strong to settle my nerves. I sat down at
the table, and self-consciously crossed my legs, as the short robe rode
up making my panty visible. I couldn't look at her directly and was
mulling a wide array of crazy thoughts in my head, trying to understand
what was happening.
"Evan, you know I like to get right to the point, so let me explain.
About two months ago, Jessie called me to talk and was real upset. She
said she wasn't sure she could continue to stay married to you, as she
was depressed about how your relationship had developed. She told me
about your cross-dressing and how it affected her opinion of you. She
still felt like she loved you and wanted to be together, but couldn't
get the images of you in girl's clothes out of her head. She said it
was really affecting her desires for you sexually, and she was afraid
it was beginning to spill over into her everyday interactions with you.
I told her I could understand, and I listened to her for a long time.
Finally I told her I really didn't know a lot about cross-dressers, so
I ask her to let me educate myself and then maybe I could offer a
solution. So I did that; I looked online and talked with a couple of my
doctor friends, and generally researched the whole issue. I came to a
conclusion about her relationship with you and then we talked about it.
I gave her my opinions and told her what I had learned. Then I
suggested that she try a few things and see how they went. That is when
she told you to shave and bought you the panties. I told her that most
cross-dressers were straight, but often were submissive and needed some
direction. Your enthusiastic response to the changes she implemented
suggested we were on the right track. Although at first reluctant, she
agreed that she could see modifying her relationship with you in the
manner I proposed. So that is how you got where you are this morning.
This week is to be one of training and preparation for a new life and a
new way of relating to Jessie. I won't lie and say it will be easy, but
I do think it is for the best, especially if you wish to remain her
husband. I understand the dilemma you face with your cross-dressing,
and know it isn't really something you could opt out of, even if you
wished to. I also like you very much and I think it will be best for
Jessie to keep you as her husband. However, if you don't want to
continue with my proposed solution, then I'm ready to take you down to
the bus station so you can go home. But you will need to pack up your
stuff and leave because Jessie is prepared to file divorce papers if
you are not still here with me when she returns. So I suggest you think
seriously about your relationship, because the decision needs to be
made quickly. As I said earlier, we have a lot to do if you agree to my
proposal."
She then got up to freshen up her cup of coffee and grab a tray of
crullers, which she brought to the table. My mind was reeling from her
speech. It was wild enough that Jessie had told her about my cross-
dressing, but the fact that she now had a plan to train and prepare me
for a new role in life was stupefying. I could only imagine what she
had in mind and given how embarrassed I was to get to where we were,
with me sitting here with her in panties, girl's robe, and heels, made
me anxious about her plan. But I also knew I loved Jessie deeply,
couldn't see living without her, and had really enjoyed the changes we
had made during the last month. So I stopped worrying about
consequences and made up my mind.
"Mrs. J., I really love Jessie and want to stay with her. She has
always been the best thing in my life, so I will agree to do anything
to keep her. Is this plan, some sort of counseling or treatment to try
to get me to stop dressing? I'm willing to agree to whatever you want."
"Oh no, it isn't counseling. A quick look online told me that it is
almost impossible to stop men from cross-dressing, especially by your
age. My doctor friends told me the same thing. So this is more
funneling your desires in a way that will be beneficial to Jessie and
make your relationship work. So since you agree, I need to take the
next step. Why don't you slip off that robe, walk a bit for me and let
me see what I have to work with."
I stood up, and slipped off my robe. As I did so, I felt my face flush
and knew I was blushing profusely. But I continued to do as she asked
and walked across the kitchen, feeling quite foolish. I could see her
nodding her head with a smile on her face.
"Well I must admit your body has more than a little feminine quality to
it. You are slim, but could be a bit smaller, so I guess no crullers
this week for you. It really helps that your hair is long, the way it
hits your shoulders frames your face well. I always assumed you wore it
long because of your liberal leanings, but now I better understand your
preferences. You will need some work on your mannerisms, for example,
try walking with a bit more swivel to your hips. Imagine a straight
line on the floor in front of you, and place each foot on that line as
you walk. Tuck your elbows in toward your waist, hold your forearms
parallel to the floor, but let your hands fall loosely from the wrist.
Also shorten your stride, there's no need to rush. You do seem
comfortable in heels, which is a plus, since I will expect you to wear
them often."
I did as she described, and noticed an immediate change to my gait. It
was decidedly more feminine, making my ass twitch as I walked. She had
me walk across the floor several times and then told me to stop in
front of her.
"Now Evan I need to get your measurements, so stand up straight."
Mrs. Jefferson proceeded to measure my body, getting shoulders, bust,
waist, hip, rise, and inseam sizes using a cloth tape measure. She also
confirmed my shoe size and dutifully noted it all done in a little
notebook. Finally she came back around in front of me and sat down.
"I only have one more set of measurements but they may be a bit
embarrassing for you, but just remember I've raised two boys and have
been married 29 years, so I've seen plenty of males in the nude. Also
Jessie has already told me that you are on the small size, which is
fine, so don't feel like it is a surprise."
She then reached forward and gently pulled down my panty. I stood there
as if I was a statue, both because I really couldn't believe this was
happening and I didn't know what else to do. Taking the tape she got
the length and circumference of my penis and measured the circumference
behind my sack next to my body. Despite her warning, I blushed even
deeper as she handled me; there was no excitement to it at all and I
even seemed to get smaller as it went on. Finally she grasped the head
and put it up against the narrow landing strip of pubic hair that I had
left when I shaved myself.
"Evan, I like the little design for your bush, but it needs to be
trimmed a bit more. It shouldn't be any longer than the length of your
penis. I'd say if you shorten it by half it would be about right. Also
make it a bit narrower. I want you to go upstairs, take a shower, and
get cleaned up, including trimming your pubic hair. But I don't want
you to shave your face. I'll layout some clothes on the bed for you to
wear. We need to go into the city today, so be quick about it."
I followed her instructions, down to the tee. When I came out to get
dressed, there was a plain pair of light blue panties, some navy
stretch pants and a long square-neck sweater. It didn't fit exactly,
but she seemed pleased when I showed her. She had changed into a smart-
looking black check pantsuit and we both slipped on some boots and
headed out the door. The drive to Philadelphia took about 40 minutes
but it seemed to go quickly, as she chatted with me about what had
happened at work, and at home since I last saw her - just like we had
always done. Soon she pulled into a large brick building that by the
signs out front was some sort of spa. I followed her into the first
office. The receptionist was very friendly and greeted Mrs. Jefferson
by name. A short conversation followed, with the gist of it being that
the treatment they had discussed last week was to be done. The
receptionist said it would take about 3 hours so come back for me at
noon. I was a little panicked, which Mrs. J. noticed.
"Don't worry Evan; I've just arranged some electrolysis treatment to
remove your beard. It shouldn't be painful and all you have to do is
lie back and let the skin technicians do their work."
I nodded my head in agreement; secretly relieved that is was something
that minor. I never like shaving anyway, so whether I went further with
her other ideas, I could live with not having any facial hair. The
technicians took me back to a room and over the next few hours, two of
them worked diligently to zap each hair in my beard. Mrs. J. was
right, the pain was minimal and in a way it was relaxing. Soon they
were done, and I had time for a cup of tea before she returned. After
she took care of the bill, we drove to a small diner to have a quick
lunch. While we ate she made a couple of phone calls, we were on our
way again.
This time, we stopped at a beauty salon. I could see what was coming
next. Another quick consult with the receptionist and I was again left
to be worked on. A nice young lady took me back to her work station
and soon she was putting a solution on my hair, which was followed by
20 minutes under a drier, and a shampoo. After the shampoo, she trimmed
my hair, not taken much off, but I could tell she was giving me some
bangs. She finished by rolling my hair in large curlers. With my hair
in curlers, I was transferred to another girl, who quickly waxed my
brows and pierced each ear leaving me with a gold stud in each one,
before sending me to the nail technicians. Thirty minutes later, I was
sporting bright red toenails, and half inch extensions on my fingers,
polished in the same color. I wound up back with the first lady, who
checked the dampness of my hair, put me under a drier for 10 minutes,
and then removed the curlers to comb out my hair. After the rollers
were out, she brushed and sprayed my hair till she was satisfied.
Turning me around to face the mirror, I was a bit taken back. I knew I
was getting a woman's hairstyle, but the color was much lighter than I
expected and I was now a true light blonde. The color coupled with the
loose wavy curls and the straight bangs gave me a look that I knew
would not be easy to modify when I wanted to look male, e.g., at work.
This was especially true when I looked at my new arched brows and
pierced ears. At this point, I began to get worried, but I had agreed
to the proposal, so I had to see where it took me.
A few minutes later, Mrs. Jefferson showed up and we were off again.
She had been shopping and had gotten everything but cosmetics. So the
last stop was the cosmetic counter at Nordstrom's where we spent a good
45 minutes getting the whole range of products in appropriate colors
for my skin. The saleslady took a lot of pride in doing my face and
when she was done, I was surprised and a bit excited about how feminine
I looked. I knew this was a major change for me, but as a cross-
dresser, it was hard not to like how I looked. We then went back to
Mrs. J.'s house where I took all the packages up to my room. Again a
mix of excitement and fear filled me as I could imagine what was in the
packages. Before I could open any, she told me to remove my clothes
and put them in the laundry and go to her room. Although I had been
nude in front of her earlier today, standing there again was not
comfortable at all. She arrived in her room carrying some clothes,
shoes, and several boxes. She put the clothes on the bed and opened one
box. Inside were a couple of realistic looking breast forms. She took
one out and pealed back the cover on the inside of the form. Pressing
it against my chest, she had me hold it on with one hand. She then
repeated the process with the other form, telling me to hold them there
for a few minutes. She then sat down on the bed and opened a smaller
box.
"Evan, I have looked a lot of web sites about feminizing men and
controlling cross-dressers, and almost everyone recommends this
approach. I know it will be difficult and a bit humiliating for you,
but it is essential for the training. I think once you get accustomed
to it, you will be fine."
With that, she reached out and began to slip a plastic ring over my
penis. The shock was evident in my face, both from what she was doing
and the tightness of the ring. She pushed the ring past my balls so it
sat close against my body and then continued by inserting my penis into
a tube which she worked down until she could attach it to the ring with
a lock. Once everything was in place, she pulled and tugged it a bit
until she was satisfied that I could not get out.
"I think it is essential that your sexual relief be tied to good
performances during this transition. This device is designed to prevent
erections and only by doing everything Jessie and I ask will you be
allowed out of it. I know you agreed to my proposition, but I want you
to realize that it is far reaching and we will expect you to obey
anything we tell you. Chastity is part of that and whether Jessie
continues it or not, while you are under my training you will be
restrained. I have also got your clothes for the rest of the day. I
want you to get dressed and then join me in the kitchen where I will
start your cooking lessons."
As she left, I stood there in complete shock. Removing my hands from
the forms, I could see in the mirror above her chest of drawers that
they gave me a totally different look. But I was more interested in the
chastity tube. I too pulled and tugged on it; I even tried to get one
of my balls through the gap between the tube and the ring, but the pain
was too much. It was evident that it would stay on me until she decided
to remove the lock or I broke the plastic. Resigning myself to this
bondage, I turned to the clothes on the bed. I was excited as I picked
up the lingerie and examined each piece. They were all white, with lace
trim, and included a bra in a 38 D, bikini panties, a padded girdle,
and half-slip. I put on the bra and panty and then opened a package of
hose in a dark gray, and worked those up my legs. I finished by pulling
on the girdle and slip. Looking at the dress on the bed, I could see it
was a shirt-dress style uniform that buttoned up the front. It was a
light gray with white eyelet trim on the collar, cuffs, and hem. Once I
had it on, I could see how the flared skirt and padded girdle gave me
more hips and the large forms created a full bust. The shoes were a
matching gray pump with at least a 3 inch heel. The outfit was
finalized by tying on a white half apron with eyelet trim. I was pretty
excited about how I now looked, my penis straining inside the tube.
Looking at myself in the mirror, it was a like one of my fantasies. The
uniform, shoes, hair, and makeup made me appear more realistically
feminine than I could ever have imagined. If I get to look like this,
then being Jessie's maid would be an agreeable trade-off. I went
downstairs to join Mrs. Jefferson.
She quickly put me to work, helping make the dinner. I felt really odd
working around her in the dress and heels, but she treated me just the
same. She did require me to call her ma'am or Mrs. Jefferson. She said
when I was dressed as the maid I should be respectful to my superiors.
She gave me tips on cutting the meat for cooking, how to prepare the
vegetables, and other cooking knowledge. She also showed me how to
properly set the table. Everything went smoothly through dinner and
then cleanup. I was washing the last of the dishes; when she noticed I
had put the crystal glass ware in the dishwasher, rather than hand wash
it as I was doing the bigger pots.
"Evan, did I not tell you to do the delicate items by hand? Why are
these in the washer?"
"Well, I thought it would be alright. I mean they seem sturdy to me."
I realized my error now and tried to mumble an apology, but she would
have none of it. She told me to do it correctly and when I was finished
I was to go get her long-handled hair brush from her vanity and to meet
her in the den. I nervously completed my chore and went as quickly as I
could to get the hair brush. I knew I was in trouble, and sensed I
might get a spanking with the brush, so I was quite apprehensive as I
entered the den. She was sitting on the couch, waiting for me.
"Evan, I realize much of this is new to you, but I can't agree to
sloppy work or not fully paying attention to my instructions. Since we
only have a week, I need you to truly focus on your work. Although I
can understand, it is important that when you make a mistake that you
realize there are consequences. Discipline is important; from now on,
when you make a mistake, for me and later Jessie, you will be corrected
in this manner, so pay attention. First, find the nearest level
surface, whether that is a table, desk, counter or whatever. Stand
close enough in front of it, so that when you bend over at the waist
you can rest your forehead on it. Next, you are to pull down your
underwear: panty, girdle, and hose, everything you might have on, down
to your knees, so that your bottom is bare. Once you have done that,
then place your forehead on the surface, and cross your arms across
your lower back and wait. Now do as I instructed."
Blushing at this humiliation, I stepped in front of her desk, and
pulled down my garments as she said. Bending over to present my bottom
to her was the most embarrassing thing that had happened today. I
crossed my arms and waited. She let me stand there a few minutes before
she stood up and came over to me. Reaching between my legs, she pushed
them apart a little more. Then she felt around till she found my balls
and grasped them with her right hand. She rolled them around briefly
in her hand before she applied a fair amount of pressure, enough to
make my eyes water.
"Evan, I want you to pay attention to what is said at this stage. I'll
squeeze your testicles just enough so that you are not distracted.
When I told you what I wanted, you thought you knew better. You thought
you could determine what was best, and not follow my instructions.
However, you are in a new role; neither Jessie nor I want your help
from now on in making decisions. Thinking is not something you should
try; your role is to do as you are told. Thinking will more than likely
just get you in trouble from now on. Agree to that and you will be
okay. Now I am going to spank you; the amounts are my decisions so
don't even bother trying to plead your case. All I want you to do, is
announce when you have received ten strokes, like that is ten ma'am;
that is 20 ma'am; and so on. I don't want you announcing each one, just
multiples of 10. It is enough that I have to take my time to spank you,
but I shouldn't have to be bothered with keeping count."
With that she released my balls, and struck me swiftly and painfully
across my right cheek. It rang out with a loud slap, and each
succeeding one stung just as much. I dutifully called out my punishment
and after I had called out 30, she stopped. My whole ass was on fire
and I found it hard to focus on anything else. But she quickly got my
attention by again grabbing my balls. This time she applied much more
force, tugging on them as well.
"Evan, I hope you keep this experience in your mind as you do my chores
from now on. I won't tolerate incompetence even when you are just
learning. I think it would benefit you to realize how nice I was to
allow you to put the dishes in the dishwasher. So until I tell you
otherwise, you are to do everything by hand. I want it washed, dried
and put away. You can start with the dishes in the dishwasher. When you
are done, go upstairs and put away the rest of the clothes I bought for
you. Then please come see me. I'll be watching television."
After she left, I rubbed my bottom and softly held my balls. Both were
throbbing in pain, but I knew I couldn't delay very long, so I gingerly
pulled up my underwear. The girdle reinforced the pain as it tightly
held me. But I went ahead and did the chores as she asked. I was
especially careful washing the dishes as I didn't want any more
mistakes. Then I went upstairs to put the clothes away, some of the
excitement returned as I loved all the things she had bought. There
were several matching bras and girdles, along with panties and
pantyhose in different colors. Included was a short chemise nightgown
that matched the robe and panty. She had gotten two other uniforms, one
in traditional black and another in a light pink pinstripe. Both had
matching shoes, black pumps and pink strappy sandals. There were a few
regular dresses too, short jersey shifts, one in tan and another in
brown. A pair of tan sling-back shoes, and a short dress coat went with
these outfits; I assumed these were for when I wasn't serving or
perhaps to run errands. Once I finished, I headed down to talk with
Mrs. Jefferson. She told me to sit and we chatted like we always did
when Jessie and I visited. It seemed both normal and strange at the
same time, given what had happened today. After a while, she told me
she expected me to get up early, be dressed in a uniform, and have the
coffee waiting for her. For the rest of the night, I was to practice
using the cosmetics so I could get comfortable doing my own makeup.
So, I went back upstairs. After changing into my nightgown and robe, I
spent the next two hours applying and removing my makeup for practice.
I was getting better, but still had problems with the eye liner. When
Mrs. J. came up to say good night, she suggested that I just go without
it, until I could practice more. It took me a while to fall asleep, as
I lay there mulling over what my life was coming to and the fact that I
wanted to masturbate, but was now unable to.
The alarm went off just as I was waking up. A quick shower and a slow
but steady application of makeup before I slipped into the darling pink
uniform started my day. Mrs. Jefferson and I spent the rest of the day
going over cleaning the house. I learned so much, a lot of little
things she said made big differences on how special a home would look.
Of course, I prepared breakfast, lunch, and dinner, as well as hand
washing the dishes. It was over before I knew it. She praised me for
my hard work and for paying attention. After yesterday, I tried my best
because my bottom still was a little sore.
This was the pattern for most of the week. She taught me more house
cleaning skills, how to do the laundry, including ironing, lots of
cooking recipes, how to properly make beds, how to answer the phone,
and even some table setting ideas for special occasions. She said it
would be respectful for me to treat dinners with Jessie as if they were
the most important part of my day. I also practiced makeup
applications every day, as well as how to roll and set my hair. The
first night I slept in rollers was really different, but by the third
time, I could fall asleep easily in them.
My only misstep occurred as I was sweeping up the hardwood floors. I
had made piles in each area, then went back to remove them with the
dust pan. But I had forgotten one little pile in the foyer by a small
table. When Mrs. J. saw it, I had to position myself there for
disciplining. It was right by the front door, with the side windows
putting me plainly in view. She grabbed my balls lightly squeezing them
as she emphasized how important it was to stay focused, and gave me 20
swats while still holding them, tugging on them occasionally. She then
stepped back and told me to wait. I was extremely anxious, as I had to
stay there a good 20 minutes staring down at the small pile of dust
until she returned to give me another twenty. That had such an impact
that I made sure not to make any other mistakes.
By the end of the week, I had made a lot of progress. I could apply my
simple makeup reasonably well and knew or had been shown almost
everything needed to make a house clean and welcoming. I was really
looking forward to Jessie's return, as Mrs. J. seemed so pleased with
my progress and I hopefully assumed that she would unlock me for some
sexual relief. Except for the spankings, that was the hardest part of
the week, as I had never gone that long without an orgasm since I was a
young teen. They were to return from the ski trip late Saturday, so
Mrs. J. told me when I got up that morning to get dressed in one of my
regular dresses, as we needed to go shopping before their return. I
choose the tan shift, with matching nude bra, girdle, panties, and
hose. I loved how the shift looked and spent a lot of time on my hair
and makeup so it would as good as possible. I had not been out fully
dressed before, and wanted to be as feminine looking as possible. I
felt pretty good about my appearance and with the tips she had given
me, I walked and talked as much like a woman as I could.
The first thing we did was to pick up a few accessories. She said I
should have a nice woman's watch, some pretty jewelry, and a couple of
purses. I felt truly feminine as we tried on different pieces and she
pointed out how to compliment an outfit. She said little details can
really improve your appearance, but it was important not to be too
gaudy. Mrs. J. also surprised me by letting me pick out a couple of
skirts and blouses. She said I had been such a good student that I
deserved a reward. Of course, I needed to find some matching shoes. She
encouraged me to get something a little colorful, so I wound up with a
red skirt and a floral one, with several blouses that could match
either one. Two pairs of heels in red and tan would match the outfits.
We then went to get some flowers to use on the dinner table and around
the house. Finally, we went to the grocery store. She and I had
prepared a list of meals that I would make over the next few days, so I
worked off of that to decide what to buy. She gave me some instruction
on how to find bargains, how to tell ripe but not old fruits and
vegetables, and what to look for in steaks and fish. Everything was
going great, until one of her neighbors ran into us.
"Hello Jane, how are you? Did Jessie and her husband make it up for
their visit?"
"Hi Sally, I'm fine thanks. Yes, they did make it here without any
problems. Jessie, her dad, and the rest of the family went off to Sugar
Woods resort to ski for the week. I spent the week here with her
husband. You haven't met him before have you? Sally, this is my son-
in-law, Evan. Evan, this is Mrs. Sally Vinson; she lives in the brick
one story house down the street."
I stood there in shock. Not knowing what else to do, I smiled and
extended my hand and as we exchanged a gentle hand shake, I told her it
was nice to meet her. My face was flushing rapidly and I imagined it
was visible even through my foundation.
"Evan here is cross-dresser, so Jessie left him to me, so I could teach
him some proper housekeeping skills and how to be presentable. He's
done a wonderful job this week; and I think Jessie will be happy in how
I have trained him. I expect you will see him serving in the future at
one of our holiday parties. He's a natural domestic and will be a real
asset for when Jessie wants to entertain friends. Of course, she was
disappointed at first that he has these tendencies, but once she
realized that he could be beneficial to her by assuming the house
cleaning duties, she became more understanding."
"Well, that is quite unusual. I must admit he presents a very feminine
appearance and I would have never guessed he was a male. You say you
have taught him to keep house?"
"Oh yes, he is a very quick learner. He understands that it will be his
responsibility to make their house a home. That can be very helpful to
her career wise as well since her job is pretty demanding. I expect her
to have more success now that she has been relieved of her domestic
duties. She was always a modern woman; more interested in a career than
being a housewife. I think Evan will be perfect for supporting her. And
I totally agree with you about his appearance. He is much prettier as a
woman than he was handsome as a man. I mean, he never had rugged
masculine features and he loves pretty things. Don't you Evan?"
"Yes, Mrs. Jefferson. I guess I do."
This whole conversation was extremely humiliating. I had hoped to pass
through this day, as just another young woman out with her mother-in-
law. But now I had been exposed as a swishing sissy, best suited for a
life as a housewife or domestic, and it was hard to claim that I was
anything else dressed and made up as I was. Mrs. Vinson was nice about
it, but I could see how odd she thought it was. She subtly glanced up
and down my figure, mentally noting my broad hips, narrow waist, and
prominent bust. I had worn a short dress that featured my shapely legs,
accentuated by very high heels. The outfit I had taken pride in
wearing, properly matched and accessorized, now was a statement about
my lack of masculinity and how I was more suited to being a feminized
sissy. My face was so flushed and hot, I was sure she could feel it.
But she just nodded her head and smiled.
"Well Evan, I hope you appreciate what Jane is doing for you and
Jessie. She is an excellent house keeper herself, and has raised a
wonderful family. You couldn't have a better teacher for sure. It is an
unusual situation; I mean not many men are as open as you are about
their attraction to female things. But if that is what you are, then
you should be honest about it. I would expect that Jessie will find you
darling; Jane has done a fabulous job on your appearance. And to be
honest about it, I couldn't imagine being a man; woman's wear is so
much more fun and interesting. I mean those shoes are so cute and I
love that purse. Did you buy that at Macy's or Nordstrom's?"
We then lapsed into some talk about my outfit, what I had purchased
today, and ended the conversation by discussing the meals and cooking I
was to do for Jessie's return. When she left, Mrs. J. turned to me and
smiled.
"Good job, Evan. Sally is one of my closest friends but also one of the
most critical. If she thinks you look cute and likes how you appear,
then that is a great compliment. I know you were embarrassed, but this
is your life now. It will be better if your friends see you like you
really are. Now, when you and Jessie come back for the holidays and I
have my neighborhood party, it will be easy for you to serve them in a
formal maid uniform than if she had not seen you. I expect her to tell
most of my friends, she is quite a gossip as well, but that is good. I
fully intended to have your situation front and center; as I am not one
to keep secrets. I know it is different to have a son-in-law that likes
feminine things, but you are what you are. That is why it was important
to make you over, so when friends see you, they realize that you make
an attractive girl and it is what fits your personality, rather than
have it be some hidden pervasion. Now, let's finish the shopping. We
have a lot to do before our family returns."
The rest of the day speed by, with the focus on getting prepared for
their return. My mind kept drifting back to the encounter with Mrs.
Vinson and how Jane described my new situation. I had envisioned that
my role once I returned home would be something just between Jessie and
me, behind closed doors so to speak. But from what Mrs. J. said, it
would be open knowledge among our friends. What about my family or
work? Would they find out as well? I realized my appearance had been
changed considerably and had worried about if I could hide it under a
more masculine look. Now it seems that charade wouldn't be an option.
Luckily, she kept me so busy that these thoughts only flashed through
my mind and did not have time to dwell on them. Once we had everything
prepared, Mrs. J. suggested I go put on my black uniform.
Dressing in the all black lace underwear, including very sheer black
stockings, and then slipping on the maid's dress with 5-inch high heel
pumps reminded me why I was obsessed with women's clothing. I touched
up my make-up and hair and had just returned downstairs, when I heard
the family car pull into the driveway. Mrs. J. and I waited expectantly
in the kitchen and she was very welcoming as her sons and younger
daughter came in carrying their luggage. They all looked a bit
fatigued, but hugged their mom straight away. I stood just to the side,
my heart racing a mile a minute, unsure how to act and whether they
already knew of my conversion. As they released their mom, both boys
just nodded to me and said a quick hello, the snarky grins stretched
across their faces indicating that they knew how I was to be dressed,
but also that they had likely been warned not to say anything
inappropriate. Ginny, Jessie's younger sister also gave her mom a big
hug and a kiss and spilled out a quick synopsis of the trip. She then
turned to me, leaned in, and said she always thought my long hair would
look great if I styled it right. She then winked and gave me a quick
hug. Mrs. J told them to take their luggage upstairs and separate out
the dirty clothes for me, as I would come collect them shortly. Finally
Mr. J. came in with Jessie. They both greeted Jane, and he gave her a
big kiss. Looking quickly at me, he shook his head, turned back to kiss
his wife again, and not-so-subtly told her she had done an amazing job
on me. Still hugging his wife, Jim turned and complimented me on my
appearance. With a bit of embarrassment, he commented that I seemed to
be well suited for my new role; at least my appearance was appropriate.
With that, he released his wife and followed his kids upstairs. Jessie
was all that was left; she stood there, quickly appraising me, before
she hugged and kissed her mom. She then came over to me, walked calmly
around me in a circle, appraising her mom's work. Standing in front of
me, she pulled me in for a hug; staring at me with a broad grin the
whole time. She ran her fingers over my face, lightly touching it,
almost tracing out the makeup that now fashioned it into a female form.
She did the same with my outfit, sliding her fingers gently across my
chest and down my dress. Stepping back, she looked at her mom.
"Mom, you did a fantastic job. He is so feminine, it is unbelievable. I
was expecting something far less convincing, but he looks totally
appropriate. Between his hair, face and outfit, you would never suspect
Evan is anything but a girl. How did you do so much in just a week?"
"It took a lot of work, but he was very agreeing of everything. He has
also become quite adept at his new job and I expect him to be a
wonderful domestic for you if he continues to improve his housewife
skills over the next few months. He already has the basics down, and
has shown no resistance at all to his new role in life. I think he not
only had a desire to appear feminine, but has a strong female component
to his character. He seems quite content in almost everything he does
now. Of course, he is still adjusting to it; I mean he is so
embarrassed when others find out about his true identity. But that will
fade in time, as he realizes the permanency of his conversion."
"Well Evan, I am so happy you agreed to this. You know I love you and I
didn't know what to do about your inclinations. If I hadn't opened up
to mom, I would have probably asked for a divorce. Now I can't believe
how well everything is going. I know we will be totally happy with our
choice to bring you out into the open."
Jessie then hugged me again and gave me a deep kiss. I had worried
about how she would feel now that I did look so feminine. But her words
and actions told me I had made the right choice too and that this was
going to work. Finally she broke our embrace and stepped back. Jane
took this opportunity to tell me I need to go gather the dirty clothes
from everyone and take it to the laundry. She handed me Jessie's
suitcase and indicated that I also need to fix my lipstick after the
kiss. They went into a small den off of the breakfast area, as I left
to go upstairs. After quickly repairing my makeup from my embrace with
Jessie, I got the laundry basket and went to each room to gather up the
piles of dirty clothes. The boys had quickly jumped on their laptops
and hardly paid me any attention as I did my chores. The same for Mr.
J, he was laid out on his bed, obviously a little more drained by his
having to drive back. Ginny was just exiting her room, wearing only a
short robe. She smiled at me and dropped a bra and pair of panties into
the basket.
"The rest of my stuff is on the floor in my room. I know mom has shown
you how to do laundry, but I expect all my lingerie to be hand washed
and I also have couple of blouses that don't go in the washer. If
you're not sure, just ask me to show you which ones. I'm going to take
a quick shower. Your dinner smells great and I can't wait to try it.
If mom has given you her recipe for London broil, then you are going to
be making great meals."
With that, she smiled and went on to the shower. I gathered her
clothes as well, and could see she liked sexy little thongs and push up
bras. She always struck me as a girl who liked to flirt and probably
would be really hot in bed, a lot like her sister Jessie. I took
everything into the laundry and sorted it out. Jane had told me I would
likely be doing laundry first thing in the morning, as I had stripped
all the beds and put on new sheets before everyone returned. With all
their dirty clothes and the linens, it would be a lot of work. I came
down the stairs from the laundry and was headed toward the kitchen when
I caught the reflection of Mrs. J. and Jessie in the den. I could hear
them talking and my curiosity got the better of me. I stopped and moved
to side of the hall closer to the room. I stood motionless and tried to
be as quiet as possible. Jane was talking and I was dying to know what
was being discussed. They were laughing a little and then Jane
continued.
"As I see it, he is mostly on track the way we planned. There are only
a few more details for you to decide on. The first is the easiest.
Because you two were married here in Pennsylvania, you just need to
fill out a form and publish a public notice in the paper about it. That
will switch your last names back to your maiden name. If you and Evan
both sign off, it is straight forward. You can even change his first
name if you wanted. The second thing relates to marking your control
over him. Most of the forced feminization sites I read emphasized that
it is important that you symbolize your control over your husband with
something permanent. Tattoos are most common, for example getting one
of those ornate scrolls, what they call a tramp stamp, on his lower
back just above his butt, maybe with your name in it, or a feminine
symbol with some script by his penis. Just something that he can see
that reinforces that you are in charge and he agrees with that. Third,
the plastic chastity device I put on him is a good symbolic way to be
sure that his sexual release is solely dependent on him pleasing you.
But if you are serious about his chastity, then you need a device that
is stronger with more security. I've already ordered a metal tube that
will fit him; it is designed to work with a penis piercing, so that it
can be directly locked onto the head of his penis. That makes it
impossible for him to remove it or even have an erection without your
permission. I found a good tattoo parlor that can do both jobs. Lastly,
I purposely fitted him with large breast forms. They complement his
body, making it very feminine; they are also not easily hidden. Their
size alters the way he does many of his chores or every day duties, how
he sees himself and again reinforces how you how determine his life
completely. So I recommend that you go ahead and get implants that will
give him a d-cup or larger bust. I spoke with Dr. Vinson and as long as
you guys are here, he could go ahead and do the surgery right away. He
even agreed to hold a slot open on Monday morning for the surgery. That
way, Evan would be recovered enough later in the week if you decided on
the other changes. If you make these decisions, then you should be on
solid foundation for implementing this life style change when you go
home."
"Oh Mom, this is a little more than I had expected. I may need some
time to think about some of these. I like what I've seen so far, but
this would be going pretty fast."
I had been stunned when I heard Jane's description of the next round of
changes, and wanted to interject my opinion somehow. As I stood there,
my nervousness got the best of me and I had to shift my stance, causing
the floor to creak. The movement also put me in line so that the mirror
at the entrance to the nook angled my reflection toward Jessie. She
turned her head as she heard the creak and saw my reflection. The
expression on her face changed from uncertainty to anger in a flash.
"Evan, is that you? Don't tell me you've been standing out there
eavesdropping on us. Come in here right now."
I quickly went into the room. I could see that they were both mad and
knew I was in trouble, but I just had to say something about Mrs. J.'s
suggestions. I swallowed and before either could say anything, blurted
out.
"Jessie, let's talk about this. What your mom is suggesting is really a
big step. I.."
Before I could continue, Jessie stood up. I could see she was really
mad and knew now I had made a big mistake.
"Evan I certainly don't appreciate what you just did. I would never
expect you to listen in on my private conversations with my mother.
This is something I can't tolerate and I don't want this to ever occur
again."
"Jessie, it sounds like this is a perfect opportunity for me to show
you the discipline I had to use on Evan while I was training him. He
will make mistakes or deliberate challenge your authority like this and
you need to assert your dominion over him at those times. Evan, I want
you to go into the mud room, and bring Jessie the present that is on
the counter."
I looked at both, panic in my eyes, but I had to go get the present as
Mrs. Jefferson ordered. I knew I was in trouble and my mind was racing
thinking about how to get out of it, as well as what I wanted to tell
Jessie about her mom's ideas. I got the present from the entry way. It
was a box about the size of a tie box, only slightly longer and deeper.
I hurried back to the women and Mrs. J indicated I should hand it to
Jessie. I then stepped back, as she started to open it. Removing the
paper and bow, Jessie opened the top and inside was a long, flat,
narrow wooden paddle. At one end was a leather-wrapped handle and the
other end had a raised letter, a J, attached to one side. Jessie lifted
it carefully out of the box and looked at me and then her mother.
"Evan, I think you know you should assume your position. Jessie, I've
trained him to prepare himself to receive the discipline you need to
provide. He knows what to do. Basically it involves three steps for
you. When he is in position, you reach between his legs, grab his
testicles and lightly squeeze them as you tell him what he has done
wrong. Then you spank him; the number and severity of the blows are
your decision and should reflect the seriousness of his error. When you
are through, grab his testicles again, with a bit more force and then
tell him what you expect in the future. This process both humiliates
him and is physically painful. For a man, the testicles represent his
manhood. By offering them to you, he admits his submission. They are
also extremely sensitive, so the pressure you apply will create a dull
pain for quite some time after you are through disciplining him.
Combined with the pain from the spanking, it provides a considerable
reminder of his error and an incentive not to make the same mistake
again."
While Jane was talking, I knew what was coming. So I turned to face the
side table, reached under my dress, and pulled down my girdle, hose and
panties. I then leaned forward, placing my forehead on the table and
crossed my arms. Although I had done this twice before this was by far
the most humiliating because this time my wife was going to apply the
discipline and because I had been trained to agree it, indicating how
submissive I really was. Jessie watched my actions as she listened to
her mother's instructions. Once I was in position, she flipped up my
skirt, reached in and grabbed my balls. She squeezed them, much harder
than any time that Mrs. J. had, and then explained my error.
"Evan, you violated my privacy by eavesdropping on my conversation. It
is important that you respect me and my decisions. Your reaction also
shows your prideful ways. That has to change. I'm in charge now and you
are only to offer your opinion when I request it. That is part of what
you accepted in our proposal. Now I want you to remember this, as it is
very important."
Jessie released my balls, stepped back and immediately swatted me on my
right buttock with her new paddle. She quickly handed out ten swats,
five to each cheek, and when I announced the count, she smiled and
looked at her mom.
"That's part of his training, dear. He is to let you know how many
swats you have given him."
"Well that is certainly helpful. Also I love how this paddle leaves a
J-impression every time I swat him."
She then continued the paddling, switching her target zone to my upper
thighs, with five more swats on each one, followed by five more on each
cheek. The force she used was more than Mrs. Jefferson had done, and
she struck me more rapidly. The pain was building and it seemed like
my entire rear end was on fire. As I called out 30, she leaned forward
and pulled up my ass cheek, exposing the crease where the thigh and
butt meet. She then struck me five times on that area on each leg and
finished with five more for each cheek. I announced the 50th stroke
barely choking back my sobs. Tears were rolling down my face both from
the pain and humiliation. Jessie reached forward and began to trace the
little J's laid out across my rear, before once again grabbing my
balls. Her squeeze was again more forceful than before.
"Evan, I hope that makes it clear that I deserve your respect and you
will do as I want, not as you think you should do. If I ever catch you
listening on my conversations again, then you will get twice this or
more. Mom, I totally understand now what you had in mind. If I am to
make the changes we planned and that Evan has agreed to, then there is
little to be gained by delaying.
I definitely want to change our last name back to Jefferson. Evan is
going to be my wife; I will be the head of the house and as such, he
will change his last name. But I also think it will do him good to
change his first name as well. His new appearance won't match his old
name, so we will switch it to Eva, but it will be listed as his middle
name. His new first name will be Puss. That's been my nickname for him
ever since he shaved and started wearing panties for me. I think it
fits him even better now, as he is destined to be a full-fledged pussy-
boy.
Tattoos are even a more serious change than changing his name, but
again I see your logic. So, I think a nice little tramp stamp with his
new name, Puss, embedded in it will be an excellent reminder of his new
role. But I also want something next to his penis showing my ownership,
maybe a cute little fairy tattoo with Jessie's Sissy Maid in script.
Finally, I think a couple of block J letters, one on the center of each
butt cheek, will serve as permanent reminders of why he shouldn't dare
to disobey me, unless he is willing for them to be surrounded by many
red little letters.
Since permanent change is what we are talking about, switching to a
metal chastity device makes perfect sense. The idea of piercing his
penis does seem extreme, but if that is what it takes to make his
compliance with me mandatory then it will just have to be done. I
definitely like taking control over his orgasms. He should know that
everything about him is mine to control and I expect that he will
quickly see how pleasing me always will lead to his pleasure too.
The change I was least in favor of was getting him breast implants. I
think it would be hard to ever see him as a real man again, if he had
breasts bigger than me. But as I spanked him, I understood that he will
never have that role again anyway. So in that context it makes perfect
sense to go ahead and get him implants. I do favor large breasts for
him given the reasons you provided. Along with his other physical
changes in how he keeps his face, does his hair and nails, and what he
will be allowed to wear, large boobs will just compliment his new
appearance. Of course, these changes will be a change for his friends,
family and at work, but they can adjust. I've already talked with my
friend Cathy about having him work for her as a personal assistant. She
manages four dress shops and could use someone to help her with
paperwork, scheduling and running errands. Puss will be perfect for
that role and it will be only a part-time position so she can keep her
housekeeping responsibilities as her most important duty. Also, his
sister knows how I've been keeping him in panties, and what his future
would be like when we came back from vacation. I'm sure she has shared
this information with her parents as well, so the first time they see
Eva rather than Evan won't be a total shock. So, definitely let Dr.
Vinson know we will have him there for his Monday appointment.
Now Puss, I expect you to pull yourself together, be on your best
behavior from now on and do as my mother and I tell you to. It is
getting close to dinner, so I want you to go fix your make up and do
what you need to do to prepare our meal. Normally, you will be allowed
to eat with us, but I think it would be better today if you merely
serve. It might be easier anyway for you to eat your dinner standing at
the kitchen counter."
Jessie released my balls and leaned in close to whisper in my ear.
"I know this is a big change for you, but you agreed to our proposal.
Do as you are told and then I will unlock you tonight and you can have
some sexual release. Otherwise, it might be weeks before you get to
come again, as it will take your pierced penis time to heal."
I then straightened up and pulled up my underwear. The heat trapped by
the panty, hose, and girdle felt like a fireplace. As I went upstairs
to repair my makeup, they rubbed across the creases below my butt,
inflaming them even more. I did make it through dinner, and was
actually glad to eat in the kitchen. She was so right about not wanting
to sit down. It was a bit humiliating to serve my in-laws, especially
since they had all heard my punishment. But I adjusted to it. Finally
after completing all my chores, Jessie told me I could go upstairs and
put on my nightgown. She would be up in a bit. After changing I laid on
the bed, face down, to give my butt a chance to recover. She arrived,
removed her clothes, and showing me the key, asked if I wanted to be
released. I enthusiastically agreed, and she made it clear that in the
future, if I had been punished as I was earlier then it would be a long
time before I would be allowed out of my chastity. My cock hardened as
soon as she released it, but I spent the next 30 minutes with my face
buried between her legs. After multiple climaxes, she told me to roll
over. Although it hurt my ass, I gladly took the pain so that she could
slide her wet pussy over my throbbing cock. She started out by gently
rocking back and forth, rubbing herself over me and stimulating my
cock. Each movement brought pleasure to it, but pain to my ass. As she
became more aroused, she bounced up and down the shaft, creating more
pain and pleasure. She also started to whisper her plans to me as to
how we would live in the future, including the fact that she might take
on lovers. She admitted that my cock was not the biggest she had ever
had, and wanted to experience thicker or longer ones again. When she
told me the name of her first new lover, a sales rep at her company, I
couldn't contain myself and exploded into her. My orgasm was so
intense, fueled by my week of celibacy, that it was amazing. Of
course, she took this as a sign I approved of her cuckolding me, and
insisted that I finish her off with my mouth. Straddling my face she
continued to describe our new life, as I brought her to more orgasms
and cleaned up her pussy. The whole sexual episode was heightened by
our trying to limit our noise making so as to not be heard by her
family. The rest of our visit went by in a blur. Between the surgery,
tattooing, piercing, and just being dressed so feminine in front of her
family, it was like a crash course in submission. I seemed to be sore
everywhere, but made it through the gauntlet. Our return home only
continued the roller coaster ride of my new life.
Looking back now, it hardly seems that it was less than a year since we
visited her parents. So much has happened and my life has changed so
dramatically. I can feel the tight restraint of the red satin and
velvet bustier holding me in and projecting my large boobs upward.
Jessie has taken to having me wear low-cut designs as much as possible,
and this one is no exception. Hooking myself into it and maneuvering my
breasts into the shelf-like cups I knew I would have to be careful when
I moved around tonight. The lace trim at the edge of the cups barely
covered my nipples and if I lean forward, I'm sure my D-cup breasts
would just pop out of the dress. The tug of the garters on my stockings
as I walk, reminds me that I need to stand up straight to be sure the
short hem covers the lace tops. Complimented by a red lace thong
wrapped snuggly around my chastised penis, the lingerie was lovely to
behold, a prime compensation of my new lifestyle. The uniform that
covers it is also in velvet, a deep green, with trim of red lace. Of
course it has a scoop neck bodice and a very, very short flared skirt,
accentuated by the white and red half apron that matches the maid's cap
in my upswept hair. The mix of ribbons, lace, and velvet in red, green,
and white colors totally reflects the Christmas holidays that is the
reason for the Jefferson's party. It is my first year serving for them
and I want to do well. Luckily it is an easy night of serving
appetizers and delivering drinks provided by the caterers. As I walk
through the crowd with my serving tray, I see them glancing at me. The
men intrigued by my sexy appearance, but knowing I am nominally still a
male, are somewhat conflicted. The woman tend not to begrudge their
spouses looking because they know I am no threat, more like a visual
treat for the holidays. Jessie stands chatting with some of her college
friends, reliving the past, her arms entwined with her latest boy toy,
Billy, whose large cock gives her immense pleasure, but who is a little
dim for much conversation. I've gotten used to these men, although it
is still humiliating when I have to kneel to warm her pussy up with my
tongue and lips for their large cocks. Also, they inevitably can't
resist at some point fondling my boobs and showing their masculine
dominance by having me suck their impressive tool. It seems the sight
of my large doe-like eyes looking up at them, while they gaze down at
my face and breasts is always satisfying. I continue on, as none of
them need what I carry on my tray.
Leaving the room, I run into Mrs. Vinson. I recognize her from my last
visit. She was the first to know of my new journey and her husband
created much of my new look. I remain as I have been instructed,
smiling but silent, I hold out my tray to her. I assume she doesn't
remember me, but am a bit pleased when she smiles back and stops to
talk.
"Evan you look so cute tonight. I love that holiday outfit, is it
custom?"
"Oh yes, Mrs. Vinson, Jessie and Mrs. Jefferson had it designed for me
tonight. And it is Eva now, Evan just didn't seem appropriate any
longer. Although I must admit, most people call me by my first name,
Puss."
"Well then, Puss it is. I've wondered how you have done since I last
saw you. My husband mentioned how you did in surgery and felt like you
would look really good and I must agree. He has given you a stunning
bust and that dress really highlights it."
"That is Jessie's doing. She trained me early on that I was to be proud
of my new assets and not be ashamed of them. At first, I tried to
minimize their appearance, which made her mad. But she broke me of that
reluctance; a week wearing nothing but sheer blouses as I ran my
errands taught me the errors of my ways. Now it is easy to feel
comfortable with any style, especially if it involves a lovely bra."
Just as I was finishing my statement, I caught a glimpse of someone out
of the corner of my eye. I turned to see if they wanted one of my
appetizers, but didn't realize how close I was to Mrs. Vinson. The tray
caught the edge of her arm and suddenly the food was spilling off the
tray. I looked at it horrified, as the pate and crackers hit the floor
and also several smeared across her lovely dress as well. I stood
there, not knowing what to clean up first, and then finally I kneeled
down to retrieve what I could from the floor. Standing up, I started to
use the napkin that had been on the tray to wipe off Mrs. Vinson's
dress but stopped abruptly, as Jessie and Mrs. Jefferson approached. I
could see they were angry and more than a bit disappointed. Mrs.
Jefferson told me to take the tray and ruined food into the kitchen and
then come back with a hand broom and wet towel to mop up the mess on
the floor. Luckily we had been standing on the hardwood floor and not
the carpet. I scurried away and as I returned to clean up, the ladies
went out to the kitchen, where they were carefully cleaning Sally's
pretty dress. I had a sickening feeling as I brought the rest of the
mess out to put in the garbage can. The women were talking, and I
could see that I was in trouble.
"Puss, I can't believe you sometimes. It seems like you can't take two
steps forward without taking one backwards as well. I know this was an
accident, but I stressed to you before the party, that mom expects your
best effort. You wouldn't be in this situation if you had followed
orders to serve the guests, being polite, but don't get involved in
conversations. You had plenty of other times you could talk with Sally.
Tonight you had other more pressing responsibilities. Well, I'm going
to just have to use it as another lesson opportunity. Please go to the
Christmas tree and bring back the gift I got for mom; it is wrapped in
gold and silver paper with a big lace bow."
I nodded my head, and said yes ma'am before heading out to do as I was
told. Bringing back the present; I could sense what was in it. The
shape and size looked all too familiar. Handing it to Mrs. J, I stepped
back and watched her open it. As I expected, she removed a wooden
paddle, in a lovely dark stain with a raised J letter at one end. But
there were also two metal clips in the box, like small cones open down
the middle.
"Jessie, this is so sweet. I know you told me that I was to use Puss as
if she was my servant as well as yours, but this is so unexpected. I
see you liked my design for her paddles, but what are these metal
things?"
"You'll see mom. I've modified Eva's discipline routine a bit. Puss, I
think you know what is coming, and I think it is best if you just go
ahead and remove the apron and uniform to get ready."
I wanted to argue that I could just leave them on, but seeing how mad
Jessie looked I decided against it. I could also see that Mrs. Vinson
had a conflicted look on her face. She was both embarrassed to see what
was happening, as it would normally be a private affair, but also
curious as to the whole process. Not wanting to get in more trouble for
delaying, I quickly untied my apron, unzipped my dress, and slid out of
the uniform. As I bent over to pick up the dress, I knew my tattoo
showing my sissy name was displayed for Mrs. Vinson to see. Jessie had
been sure that the design of the bustier stopped just above my tramp
stamp. I turned to face the women, looking down toward the floor. I
quietly slipped the bra straps off my shoulders, leaned forward a bit,
and pulled down on the bra cups. My breasts spilled out, so the nipples
were visible. Jessie had picked up one of the clips, and explained to
her mom how they worked. She positioned one over my left nipple,
grabbing it by the end as it poked out the top of the clip. Pulling
vigorously, she worked the clip down onto my areola, so that the nipple
was fully surrounded by the metal. A forceful squeeze triggered the
clip and it tightened around the areola and nipple, with the tip
protruding out about an inch. The pressure made the nipple extend as
much as it could and the sudden pain caused me to inhale softly. Jessie
had started using these about 3 months ago during my punishment
sessions, but I had not fully acclimated to them. Having watched her
daughter, Jane followed the same procedure on my right nipple and soon
the fiery pain pulsed from both breasts.
I wanted this to be over, so I went right ahead and turned toward the
desk, pulling down my thong as I did. Leaning forward, I rested my
breasts on the surface, the compression on the clips increasing their
painful effectiveness, and then crossed my arms behind my back. Sally
watching from the back was both amazed and amused at how compliant I
was. I had automatically positioned my legs spread apart almost as far
as I could, because I knew that would be what Jessie expected. Knowing
that someone other than my immediate family was witnessing this event
made me embarrassed and my face started to turn bright red. I had
gotten used to many things over the past year, but punishments were
still something I hated dealing with. I also knew from past experiences
that the paddling would reverberate throughout the house, so my
punishment would be known to everyone at the party. All this made me
wish I could be somewhere else; but I was trapped. I closed my eyes,
bit down on my lower lip and waited.
Jane did the honors, grabbing my testicles and squeezing them as she
outlined my failure to be a good maid. Having soiled a guest's dress
was the worst I could have done, and I must realize that being a maid
took ultimate concentration and above all commitment to do what I was
told and only what I was told. The first swat sounded like a gunshot.
It was much harder than Mrs. J. had done in the past, which gave me a
good indication of how disappointed she was. She followed with a steady
pace, until she had given me ten blows spread out across my cheeks. I
could tell from the pattern that she was leaving red J-letters all
around my tattooed ones. The pain in my butt was starting to build but
what happened next was totally unexpected and further humiliating.
"Sally, Jessie and I would appreciate you assisting us in correcting
Puss. She must learn that when she makes a mistake that affects others,
then they will be part of the solution in training her. Please give her
ten strokes, so that she is well aware of her error."
I peaked back, looking past my throbbing boobs, through my spread legs
to see Mrs. J. give Mrs. Vinson the paddle. She seemed a little
hesitant to take it, but did so and then positioned herself beside me.
I couldn't take it any longer, so I closed my eyes again. The blow was
centered right in the middle of my butt cheek, not very hard but
painful because of whom was delivering it. As she continued, Mrs.
Vinson increased her force and tempo, soon completing her ten strokes.
By now, I was starting to tear up, but bit harder on my lip to try to
control it. I did not want to everyone to see my tear stained face
after this was over. It would be bad enough that they had heard my
punishment, but I didn't want them to be able to see any evidence of
it.
Jessie took the paddle from her and thanked her for helping. She then
delivered what had become her signature spanking. Pulling up on my
cheeks, she peppered my upper thighs starting just above the tops of my
stockings and going up to the crease where they meet the cheek,
decorating both with a pattern of red letters. As always, her swats
were forceful and rapid until she had given me a total of twenty.
Reaching between my legs she squeezed my balls and again admonished me
for failing her, her mother, and their guest Mrs. Vinson. I had managed
to keep from crying but the pain was very intense, matched only by my
shame at failing so dismally. Finally she told me to stand up and turn
around. As I did so, I could see Mrs. Vinson smirking; I guess she had
enjoyed this more than I had imagined. I also saw her glance down where
my pinioned penis was trapped in the metal cage, complimented by the
fairy tattoo. I desperately wanted to pull up my thong, but I knew
until Jessie directed me to, I was to remain on display. Thankfully,
Jessie did reach out to remove the nipple clamps. Once free, the blood
raced in to my nipples making them throb even more and start to swell
up. I knew from past experiences, that they would be distended for some
time, poking out the front of my bra. Hopefully, the heavy material of
my uniform would help hide them somewhat. After what seemed like hours
of standing there, with my breasts pushed over the bra cups and my
imprisoned penis all on full display, Jessie told me to make myself
presentable. I hurriedly pulled up the thong, so it fit tightly around
my cage, making sure that the sides were not twisted as they lay across
the garter straps from my bustier and that the lace butterfly in back
was positioned just at the top of my crack. Once that was done, I
leaned forward, pulled the bra cups up so that my breasts settled back
in them and adjusted the straps so everything was in place. As I
expected my nipples stood out through the lace, making it look like I
was very aroused. Just as I turned to get my uniform and apron, Jessie
spoke up.
"Puss, I think you've wasted enough time already, so just tie on your
apron. Maybe some time serving our guest in your pretty lingerie will
be a further reminder to you to pay attention at all times. Before you
get another tray of appetizers for everyone, please take Mom's new
paddle and put it on the coffee table in the middle of the room. I'm
sure our guests heard your discipline session, but I want it understood
by all that your errors are not tolerated. Plus it will help explain
the pretty pattern of J-letters across your behind, now hurry along."
I looked at her with pleading eyes. I had never been this humiliated.
It was bad enough that all the guests had heard my punishment, but to
have to resume my serving without my pretty uniform was dreadful. While
I received my spanking, I had taken some consolation in the fact that
all evidence of it would be hidden. Without a dress, my sissy tattoos
would be on display; the little fairy sprinkling fairy dust over my
designation as Jessie's sissy maid was one I really liked to keep
hidden. Also, I loved how the uniform looked and wanted desperately to
wear it again. But I knew better than to even try to argue. I tied on
the apron, picked up the paddle and began to walk toward the living
room full of guests. As I walked I could feel the sting of the
paddling, especially in the creases where Jessie spanked me. The echo
of my heels on the hardwood floor announced my arrival in the room and
everyone turned to see me. I felt my face and chest flush a deep
crimson. Even though I understood my place and had agreed to my new
role, this was the greatest test yet. Swallowing, I tried to be
graceful, and stand up straight as I went to the coffee table. Laying
down the paddle, I took a quick glance up at the surrounding faces. All
seem to be enjoying the show. I wanted them to be at ease, so I smiled
back, and then turned to go to the kitchen to get my tray. As I left I
heard a smattering of giggles and soft laughter. I knew they had seen
the pattern of red Js across my behind, framed by the lace garter
straps, bustier, and stockings, and had made the connection with the
paddle on the table. Somehow this made me feel better; it was over now
and I could back to serving Jessie, her parents, and guests. Back to
the role to which I had agreed.
23 September 2014
10 August 2014
Sissy Husbands - Shopping
By: Throne
Tammy and Ronette (formerly Tommy and Ron) were herded into the garage
by their wives, Jane and Kate. The husbands looked rather alike, with
their short stature, slender bodies, and absolute lack of any hair below
their eyebrows, which were subtly shaped by careful plucking. They also
both had longish hair, nearly collar length, and conservative but
noticeable touches of make-up. Both of them wore hints of eye shadow
and a coating of lip gloss, the latter in a shade called Titty Pink.
As if that wasn't enough to humiliate them, there were their clothes.
They each had on a snug sleeveless top that might have been meant for a
man... or a woman. Worse, they were wearing tights that hugged their
legs and outlined their cherubic bottom cheeks. On their feet were
bright slip-ons. Each carried a colorful change purse.
Tammy looked at Jane and said, remembering to keep his voice high and
soft, "Pleeese, dear, don't make us go out like this."
"Yes," Ronette seconded, "not where people will see us."
"Now girls," Jane said reasonably, "it's just a little shopping trip."
"That's right," Kate agreed. "You should be proud of what total sissies
you two have become."
"B... but..." Tammy managed to get out, sounding ready to cry. "All we
wanted... was to dress up... a little bit... at home."
"Too bad," his wife told him firmly. "You started it and we're taking
it the rest of the way. After all, if you want to play fashion games,
why not do the job right?"
Kate picked up the thread with, "Anyway, since the two of you fairies
have tiny dicks and empty your little balls before you get all the way
into a pussy, you don't deserve hot wives like us. At least not as bed
partners. Now, as your Mistresses, we're perfect. Don't the pair of
you think so?"
Defeated, as they always were when they tried to stand up for
themselves, the peculiar looking men let their heads hang down and
mumbled in unison, "Yes, Mistress."
"Well then," she went on with a grin, "into the car and let's get to
where we're going."
The husbands wanted to ask where that would be, but by then they had
given up trying to assert themselves. And their brides were, as Kate
had pointed out, hot wives. Both of the females were taller than their
spouses and boasted voluptuous figures, shapely limbs, and long hair.
They had cute youthful faces, as innocent as their bodies were
seductive. Men couldn't keep from staring at them, so whenever they
went out with their husbands, Tommy and Ron were painfully aware of all
the attention their wives attracted. But usually, when they left the
house, T and R were in male outfits. This was a first for them, being
outside in their sissy identities, and they were consumed by fear of
being seen.
Once the guys were in the back seat, each sitting with knees together
and hands on laps, the way they had been taught, Jane raised the
automatic garage door and drove into the night. She and Kate chatted
about several of their favorite male movie stars, speculating on how
large their cocks might be and what expert lovers they probably would be
in bed. T and R squirmed with discomfort. They suspected that it would
only be a matter of time before their wives began to cheat on them. The
guys peered out the windows, trying to figure out where they were
headed. Jane got onto a highway and headed for a nearby consumer hub
where several shopping centers surrounded a major mall. She reached
that area and pulled off the main artery, into the lot of... Mall Mart,
that huge store that carries a wide variety of merchandise.
After she parked, the women got out and waited for their husbands.
Reluctantly, the sissified pair revealed themselves. They meekly
followed their wives to the well lit entrance, where they drew curious
glances. As soon as they were inside, the wives stopped and faced them.
"Now," Jane said, "there's some money in each of your little purses for
the items you're going to buy."
"And," Kate added, "a list of what you have to get."
"So," Jane concluded, "we'll be browsing a few departments and you can
meet us near the check-out in about... an hour."
The husbands gaped at each other. They had to be out in public for an
entire sixty minutes? They turned pleading eyes to their wives, who
merely snickered and strolled away from them. Feeling vulnerable and
uncomfortable, the sissies hesitantly opened their small purses and
fished out the lists.
Tammy moaned and whispered, "I have to buy LIPSTICK."
Ronette whimpered and told him softly, "You think that's bad? My list
starts with... a feminine hygiene product."
Dazed by what they were being put through, they nevertheless had to get
busy. There were a half dozen items on each list and a quick comparison
showed them that there were no duplications. Plus, notes at the bottom
told them, they had to make their selections in the order they were
listed, taking turns. Without working out the details, they were pretty
sure the lists were arranged to keep them going back and forth,
traversing the length and width of the vast store over and over.
As they set out, trying to spot the cosmetics counter, they passed a
couple of tough looking young men in T-shirts and worn jeans, who
sneered at them and shook their heads in disgust. Without thinking,
Ronette clutched Tammy's arm, but Tammy shook free of him, hissing,
"Don't make it worse."
Their lists included panties, perfume, earrings, hair products, and
nothing that a man would purchase for himself... unless he was a sissy.
It was going to be a long hour.
_____________
Tammy and Ronette (formerly Tommy and Ron) were herded into the garage
by their wives, Jane and Kate. The husbands looked rather alike, with
their short stature, slender bodies, and absolute lack of any hair below
their eyebrows, which were subtly shaped by careful plucking. They also
both had longish hair, nearly collar length, and conservative but
noticeable touches of make-up. Both of them wore hints of eye shadow
and a coating of lip gloss, the latter in a shade called Titty Pink.
As if that wasn't enough to humiliate them, there were their clothes.
They each had on a snug sleeveless top that might have been meant for a
man... or a woman. Worse, they were wearing tights that hugged their
legs and outlined their cherubic bottom cheeks. On their feet were
bright slip-ons. Each carried a colorful change purse.
Tammy looked at Jane and said, remembering to keep his voice high and
soft, "Pleeese, dear, don't make us go out like this."
"Yes," Ronette seconded, "not where people will see us."
"Now girls," Jane said reasonably, "it's just a little shopping trip."
"That's right," Kate agreed. "You should be proud of what total sissies
you two have become."
"B... but..." Tammy managed to get out, sounding ready to cry. "All we
wanted... was to dress up... a little bit... at home."
"Too bad," his wife told him firmly. "You started it and we're taking
it the rest of the way. After all, if you want to play fashion games,
why not do the job right?"
Kate picked up the thread with, "Anyway, since the two of you fairies
have tiny dicks and empty your little balls before you get all the way
into a pussy, you don't deserve hot wives like us. At least not as bed
partners. Now, as your Mistresses, we're perfect. Don't the pair of
you think so?"
Defeated, as they always were when they tried to stand up for
themselves, the peculiar looking men let their heads hang down and
mumbled in unison, "Yes, Mistress."
"Well then," she went on with a grin, "into the car and let's get to
where we're going."
The husbands wanted to ask where that would be, but by then they had
given up trying to assert themselves. And their brides were, as Kate
had pointed out, hot wives. Both of the females were taller than their
spouses and boasted voluptuous figures, shapely limbs, and long hair.
They had cute youthful faces, as innocent as their bodies were
seductive. Men couldn't keep from staring at them, so whenever they
went out with their husbands, Tommy and Ron were painfully aware of all
the attention their wives attracted. But usually, when they left the
house, T and R were in male outfits. This was a first for them, being
outside in their sissy identities, and they were consumed by fear of
being seen.
Once the guys were in the back seat, each sitting with knees together
and hands on laps, the way they had been taught, Jane raised the
automatic garage door and drove into the night. She and Kate chatted
about several of their favorite male movie stars, speculating on how
large their cocks might be and what expert lovers they probably would be
in bed. T and R squirmed with discomfort. They suspected that it would
only be a matter of time before their wives began to cheat on them. The
guys peered out the windows, trying to figure out where they were
headed. Jane got onto a highway and headed for a nearby consumer hub
where several shopping centers surrounded a major mall. She reached
that area and pulled off the main artery, into the lot of... Mall Mart,
that huge store that carries a wide variety of merchandise.
After she parked, the women got out and waited for their husbands.
Reluctantly, the sissified pair revealed themselves. They meekly
followed their wives to the well lit entrance, where they drew curious
glances. As soon as they were inside, the wives stopped and faced them.
"Now," Jane said, "there's some money in each of your little purses for
the items you're going to buy."
"And," Kate added, "a list of what you have to get."
"So," Jane concluded, "we'll be browsing a few departments and you can
meet us near the check-out in about... an hour."
The husbands gaped at each other. They had to be out in public for an
entire sixty minutes? They turned pleading eyes to their wives, who
merely snickered and strolled away from them. Feeling vulnerable and
uncomfortable, the sissies hesitantly opened their small purses and
fished out the lists.
Tammy moaned and whispered, "I have to buy LIPSTICK."
Ronette whimpered and told him softly, "You think that's bad? My list
starts with... a feminine hygiene product."
Dazed by what they were being put through, they nevertheless had to get
busy. There were a half dozen items on each list and a quick comparison
showed them that there were no duplications. Plus, notes at the bottom
told them, they had to make their selections in the order they were
listed, taking turns. Without working out the details, they were pretty
sure the lists were arranged to keep them going back and forth,
traversing the length and width of the vast store over and over.
As they set out, trying to spot the cosmetics counter, they passed a
couple of tough looking young men in T-shirts and worn jeans, who
sneered at them and shook their heads in disgust. Without thinking,
Ronette clutched Tammy's arm, but Tammy shook free of him, hissing,
"Don't make it worse."
Their lists included panties, perfume, earrings, hair products, and
nothing that a man would purchase for himself... unless he was a sissy.
It was going to be a long hour.
_____________
09 July 2014
13 October 2013
Cross-training
By: Belladonna
"Are you ready, pet?"
"Yes, mistress," George Bloom responded as Celene knocked upon the iron
door. George heard the loud clink of the old fashion knocker upon the door
as he pulled at the hem of his short skirt.
He anxiously waited for the door to open, hopeful that he would not be
noticed by those passing by on the street below the staircase leading to
the porch he was standing upon. George had never been to a Dom-sub party
like the one that his mistress had been telling him she was bringing him to
despite his many years of paying for his mistress's services.
George was by all accounts a successful man. He owned a company that had
offices in a number of states in the American Northeast and Midwest. He had
inherited the company from his parents and had expanded it over the years.
Prior to joining his parents' company, he had been an All-State hurdler in
high school and had been a marginally successful collegiate athlete in
track and field.
Despite his success in all his endeavors, George always felt that there was
something missing from his life. A large part of that had to do with his
failure to maintain a successful relationship. His job entailed working
long hours that kept him from giving the women he dated the kind of
attention they expected from a man.
In addition to the long hours, his job also carried with it a lot of
pressure. That pressure wore on him and caused him to prematurely age.
George's constant winning in the workplace, however, helped foster his
boredom with his life. George felt the need to lose at something beyond
relationships, so he sought out an outlet he found online.
George started to obtain the services of online dominatrixes. The way they
talked down to him and degraded him stirred a different sort of arousal
within him that he was not used to. The idea of being dictated to instead
of being the one with the power became his greatest source of pleasure.
After a few years of only using online services to obtain his thrills
through fantasy and occasionally carrying out his mistresses' orders in the
comfort of his own home, George needed more. George actively sought out and
found for hire mistresses who were located not far from where he worked.
George contacted a few of them before he got the nerve to actually go to
Mistress Celene. Mistress Celene was one of the more successful
dominatrixes in the area. She had a number of high roller clients when she
took George on. She enjoyed dominating men as a way to earn extra income.
The moonlighting served two ends for her. There was the financial side and
then there was her ability to exercise the kind of control she did not have
in her personal and professional lives.
Celene was successful in her field as an assistant District Attorney, but
she did not have much authority at her job. She handled mid-level crimes
and was overseen by others she considered not as smart or capable as her.
The dominatrix outlet proved to alluring for her to pass up even though it
was prohibited by her the terms of her employment.
While she was successful in professional life, Celene viewed her personal
life as a failure. She had few friends and few admirers. Her 6 foot 2
height without heels intimidated a lot of men as did her line of work. Her
generally cold and distant demeanor did not help things either. It was only
by playing the part of a dominatrix that she found an ability to connect
with people on a basic level.
Over the years that George had been employing Celene's services, he had
risen among her ranks of submissive clients. During the first couple of
years of their relationship, Celene never considered bringing George to one
of the mixers she attended with other dominatrixes. However, George had
shown an increasing willingness to let her dominate him totally as they
spent more time together.
Their mutual need to keep their time together a secret was not lost on
either of them. While some of Celene's clients were less shy in public
about their fixation on being dominated, Celene knew that she could count
on George to never spill the secrets of their time together.
George, accordingly, became the natural selection for that year's mixer.
George was happy to be selected by her as he had never really met other
submissive men who had the same previsions that he had. Still, he was more
than a little nervous about waited for him beyond the door.
The door buzzed and drew open before Celene tugged on the leash that was
attached to George's collar. George followed her through the door as she
led him through the hallway of the turn of the 20th Century building.
George stared at the ornate woodworks and grand staircase that were
somewhat neglected.
As they walked through the hallway, George heard voices growing closer to
him. His heart started to race as he wondered how the other submissives
were dressed. He hoped that at least some of them were dressed in outfits
as humiliating as the one he found himself dressed in at his mistress's
command.
George and Celene were led into the great room where the guests were
gathered. George stared off at the sea of faces as they entered the room.
Some of the men there were submissives like himself, while others were
masters with their own slave girls. George turned his attention to the
other male slaves and looked at the humiliating manner of their dress as
Celene walked him around and introduced him to the others.
Some of the men were wearing PVC garments not unlike what he was wearing,
but some of the men were dressed in Lolita fashions that George felt that
he was mercifully spared having to wear to the party. While his own outfit
was humiliating, the men he saw in white tights and petticoats seemed to
want anything to come to end their night of extreme humiliation.
Celene stopped and spoke to one of the Mistress's with such a slave. George
was introduced to the man who's name he was told was Slave Robby.
George squirmed as she said hello to the man who was unable to meet his
glance as he stood with beet red cheeks as he was paraded around dressed in
a frilly pink dress, with a big pink floppy bow in his hair, white tights
and pink Mary Janes. George could not shake the feeling that he was happy
that he was not in Robby's shoes.
As Celene pulled George away from Slave Robby, she led him towards another
mistress and her submissive. George froze as he saw the face of the
Dominatrix. Celene glared at him as she came to a stop as her arm jerked
back as George failed to follow her.
George placed his head down as he expected to be berated, but the woman he
recognized came over to Celene and said hello first. George peered up at
her before she stared down to address him.
The woman's face lost all expression as she stared at George. Lisa noted
the unease on George and Lisa's faces. She looked at Lisa and asked, "Do
you know this slave?"
Lisa nodded as she felt her heart racing as she stared down at the cowering
male in front of her. George seemed so different than he normally did when
he was in front of her. She had never noticed anything about him that would
give her an inkling that he was into the sort of thing she moonlighted in.
Celene stared at George as he squirmed about, unable to meet Lisa's gaze.
"Slave, how do you know this woman?" Lisa barked as she wondered if George
was using another Mistress's services.
George shook his head in silence before Celene shouted, "Answer me!"
Celene's shout caused others to look at them. George felt more
uncomfortable than he had ever felt in his life. He had never expected to
see anyone he knew at the mixer.
George said in a low voice, "We work together."
Celene stepped away from George and looked at Lisa for confirmation. Lisa
nodded her head as she looked away from George, who was noticeably
blushing.
"You work together? Okay. What's your relationship?" Celene asked Lisa.
"George's my boss."
"Boss? This little worm is your boss," Celene said as regained her
composure and remembered the role she was supposed to be playing at that
moment.
Lisa, still worried about the consequences that might follow from their
chance meeting that night, only nodded in response. George blushed
furiously as he tried to not to think about what would happen if Lisa
accidentally told anyone how he was dressed that night or that he employed
a dominatrix.
Lisa was not just another employee at the company either. She was one of
his executives. George promoted her because was forceful at work and knew
how to get what she wanted. Still, he had no idea that her need for control
was so much that she would actually work as a dominatrix.
"Slave look at Mistress Lisa," Celene ordered George as he continued to
stare at the floor. George peered up at her and saw the leather catsuit
that hugged every contour of her voluptuous body.
Lisa squirmed almost as much as George did as she stared down at her boss
dressed in a short PVC skirt, stocking with garters that were exposed,
heels and a black, sheer silk blouse that showed his red bra.
"Slave do you have anything to say to Mistress Lisa?" Celene asked as she
was beginning to enjoy Lisa and George's mutual discomfort.
"You look nice," George said weakly.
"Oh, no. That won't do slave!" Celene retorted as she yanked George's leash
causing him to lurch forward.
Celene turned to Lisa and asked, "Has my pet ever done anything to you?"
"No, nothing," Lisa responded.
"Really. This slave never scolded you for anything."
"Well, I screwed up once and..."
"Slave did you berate this Mistress."
George nodded and put his head down.
"How dare you!" Celene shouted.
George squirmed again before Celene pulled on George's leash and said, "I
demand that you apologize this instant."
"I'm sorry, Lisa."
"Such insolence! You shall address her properly," Celene retorted.
"I'm sorry, Mistress Lisa."
"That's a start, but why don't you make it sincere."
"That's really not necessary," Lisa interjected as she nervously rubbed her
neck.
"Nonsense. This slave mistreated you and apparently forget itself. Now,
slave, apologize properly."
"I'm very sorry, Mistress Lisa. You're are a goddess and I'm but a slave
here to serve you," George replied using the apology that Celene frequently
made him use with her when she was unhappy with him.
Celene turned to Lisa who promptly replied, "Apology accepted."
"Good," Celene said.
Lisa then asked Celene, "Can I speak with your slave in private?"
Celene nodded and handed Lisa the leash that was attached to George's
collar before she took the hand of Celene's submissive who was just as
mortified about what had gone as George and Lisa before they walked away
from them.
Lisa led George back towards the hallway. George stared up at the back of
Lisa's head as she led him away from the others. At 5'11," Lisa was three
inches taller than George, but his one inch higher heels had cut down their
difference in size for the night. Lisa brought him into the middle of the
hallway they had entered in and said, "I'm sorry, George about what went on
in there."
"Don't worry about it," George replied.
"No. I'm sorry. I hope this won't affect our relationship."
"I'm fine with it. We just can't talk about it, ever."
"No. Never. No one can ever know about this who isn't part of this scene."
"Exactly," George replied.
"So we're on the same page."
"We sure are, Mistress Lisa," George said with a smirk.
"Okay, slave," Lisa responded with a smile in response before she asked,
"How long have you been going to Mistress Celene?"
"Six years," George answered.
"Six years? I can't believe I never noticed anything."
"Well, I can keep a secret," George replied.
"I can see that."
"I guess you can too," George said.
Lisa nodded and said, "I've been keeping this a secret for 11 years."
"11 years? You've been doing this for..."
"It's my passion."
"I can understand."
"Very good, slave."
"Mistress Lisa can I ask you a question?" George asked.
Lisa nodded before George asked, "Why do you do this?"
"I suppose for the opposite reason of you. I like to dominate. I like
power, while you, apparently, like to be the one who has a heeled foot on
his throat."
George blushed at her accurate characterization of him and only nodded in
response.
Lisa felt more secure about her position as she watched her boss squirm in
front of her. She pulled on his leash and said, "Maybe we shouldn't leave
this here."
"What?" George asked as a feeling of trepidation rose up inside of him.
"Well, we're cross-training on each others jobs at work. That was your new
little program to make sure that each cog in your machine is easily
replaceable. Why don't you join in on the program?"
"How would I..."
"We would have someone cross-training for your job, while you could cross-
train for one of the secretary's jobs."
"I'd look ridiculous."
Lisa smirked as she ran her finger tips under George's skirt and snapped
his garters against his skin before she said, "Not anymore ridiculous than
you look right now, girly."
George blushed and turned away from her before Lisa grabbed his face and
turned his head towards her and said, "I don't want you to fight me on this
slave."
George nodded and said, "I suppose it wouldn't be that bad."
"No. No one would think much of it. It would be a gesture of good will on
your part. It might even be fun for you. You can make a game of it by
wearing panties and your pretty garters and stockings beneath your
clothes."
"Mistress only makes me do that on Tuesdays and Thursdays."
Lisa smirked at George's response and says, "She does? Well, I'll have to
talk to her about making it an everyday affair. In fact, I'm going to check
you everyday, just to make sure that you're not wearing any boys' underwear
like a man."
George blushed prompting Lisa to push even more by adding, "Because clearly
you're not a man. Are you?"
George shook his head as he tried to fight his increasing arousal. Lisa
peered down and saw the bulge in George's panties that was pushing his
pleated PVC skirt away from his body and smirked. She knew that George was
far more willing to take their roles into the real world than he had let on
earlier.
Lisa moved towards George and squeezed his ass between her hands as she
whispered into his ear, "You're my slave now."
George blushed and said, "Of course, Mistress Lisa."
Lisa released him and said, "Let's join the others."
George followed Lisa as she pulled on his leash and led him back into the
room where the other dominatrixes and submissives were. She returned him to
Celene before they spoke about their new work relationship.
Celene nodded at Lisa and said that she was happy that they had worked
things out in a way that enable both of them to be in their "proper
places."
Celene then led George around the room as they continued to talk with the
others for a few hours until it was time to leave. Once that time came,
George left with Celene and went back to her car. Celene drove him back to
her place where George dressed in his male clothes before returning home.
The events of that night weighed heavily on George as he made the trip back
to his home. He wondered just how much his relationship with Lisa would
change as he climbed into bed that night.
-----------------------------------------------------------------------
The next day, George awoke and went about his typical Sunday morning
routine of lounging around his home after eating breakfast. As he read the
newspaper, he heard his cell phone ring. George picked up the phone and saw
from the caller identification that it was Lisa calling.
George was hesitant to answer it, but he knew that he would eventually have
to confront what had happened the night before. Figuring it was better to
discuss it outside of work hours, George picked up the phone and answered,
"Hello."
"George, how are you?" Lisa replied in a strained tone. George could tell
that Lisa felt awkward about the situation they were in.
"I'm good, how about you?" George replied after a brief silence.
"Great...Now, about last night..."
"We were just getting caught up in the moment," George interjected.
"Right. Right," Lisa answered.
George scratched the back of his neck as he replied, "Lisa, I need you to
keep what happened last night confidential."
"Oh, totally. Totally. I'm with you on that. I don't want the others
knowing about my side job. It could make things awkward."
"Yes, I can imagine," George replied before letting out a nervous laugh.
Lisa smirked as she heard George's laugh as she replied, "I know! Just
imagine if people thought about you being led around on a leash by me while
you're dressed like some bondage slut. I don't think either one of us could
live that down."
George blushed as he replied, "No, we couldn't."
Lisa heard the quake in George's voice and added, "And God knows what they
would think if they pulled up your pants legs and saw the stockings you
were wearing for your mistress."
"I wasn't planning on..."
"You were going to disobey, your mistress? She'll be disappointed to hear
that."
"This should just stay between us."
"Well, your mistress is a friend. I can't keep that her slave is running
afoul of her from her."
George cleared his throat as he retorted, "No, I'm telling you as your boss
not to tell her."
Lisa went silent for a moment before she replied, "I understand, George,
but aren't you the least bit curious as to what it would be like."
"Curious about it? Sure. Do I want to be stupid about it? Not so much."
"Oh, come on. What are the odds that anyone will notice your underwear?"
"Slim, but existent. And I've done from time to time already," George
countered.
"But don't you love the feeling of hosiery on your legs."
"Uh, well...," George replied before trailing off as he did not want to admit
to Lisa that he enjoyed the feeling as much as he did.
"And the thrill of exposure? You're going to tell me that you don't want
that thrill after what I saw you doing last night?"
"The thrill is there, but..."
"You're just afraid of things getting too real. You have for a hire
relationship with your Mistress and you don't want to get that kind of
stuff added to your personal life by a girl just looking to have her own
fun with you on her own time."
George blushed as she responded after a brief, "Well, we have an employment
relationship..."
"We do, but we could have so much more," Lisa responded causing George's
already engorged member to throb. George was unsure of what Lisa meant. He
went to respond, but Lisa continued, "We can even make a game of it."
"What kind of game?"
"I want you to let me train you to be my girl."
"Your girl?"
"That's the prize."
"What does that entail?" George asked
"Telling you now would ruin the surprise," Lisa responded.
Lisa cryptic answer concerned and excited George before he said, "Well
what's the game?"
"I was thinking of a point system for girly behavior."
"Like what?"
"Like if I teach you to do something and you keep doing it, you'll get a
treat commensurate with the points you've earned."
Lisa's proposal excited George. He responded, "That's sound like it could
be a lot of fun."
"It's a lot of fun for me. It's a lot of work for you, but I'm sure you'd
enjoy parts of it."
"When would you teach me?"
"I'd come to your home after work and train you, and I'd check up on you
throughout the workday to make sure that you're putting my lessons into
effect."
"So you'd be spending time with me at my home?" George asked as he became
even more intrigued with the nature of Lisa's unspecified treats.
Lisa smirked as she responded, "Yes, I would, but don't get any ideas. Just
remember the golden rule here is I am always in charge."
Lisa's remark made George's member surge forward as he responded as Celene
had trained him, "Of course, Mistress."
George blushed as the remark to his subordinate left his lips, but he could
not take it back no matter how much he wanted to. Lisa responded, "That's a
good pet. Now, tomorrow morning, I'm going to go into your office and check
to make sure you're wearing panties and stockings like a good girl."
George nodded in silence, prompting Lisa to ask, "George, do you
understand?"
"Yes," he forced himself to respond.
"Good, this going to be so much fun. I can't wait to see you tomorrow."
"Neither can I," George responded truthfully.
Lisa laughed as she said goodbye to him. George hung up the phone with a
smile on his face while he contemplated what his agreement with Lisa would
bring. The smile faded as he wondered if she really could convince him to
go through with it. The thrill of being caught made him excited even as he
knew it would be potentially devastating to his business.
-----------------------------------------------------------------------
George waited patiently for Lisa to enter his office the next morning for
his morning inspection. George heard a knock upon his open door and peered
up at Lisa as she stepped through his doorway.
Lisa smiled as she asked, "Can I speak with you for a moment, George?"'
George nodded and said, "Sure. Can you please close the door?"
As Lisa closed the door behind her, George got to his feet and walked
towards her dressed in his business suit. Lisa strolled up to him with a
seductive wiggle at her waist and ran her fingers down his chest as she
whispered, "Are wearing your panties for me like a good girl?"
George blushed as he nodded. Lisa smiled back at him as she pulled the
pants away from his waist and reached down and pulled out his tucked shirt.
Lisa smirked at the black satin panties that were covering George's tucked
away manhood. George squirmed as she tucked his shirt back into his pants
and stepped away from him.
As Lisa looked him over with a grin, George continued to squirm and grew
excited as he felt the pulling sensation of his garters as he nervously
moved his legs. Lisa noticed the mixed emotions on his face as she reached
out and pulled him towards her. She then blew into his ear for a second
before she whispered, "And are you wearing your stockings for me?"
As Lisa's hot breath lingered on his neck as she moved away from him,
George nodded once more.
Lisa stroked her chin as she whispered, "Show them to me?"
George blushed as he slowly pulled up his pant legs. Lisa watched as she
saw the black sheer stockings exposed above George's high black socks as he
kept moving his pant legs up.
A knock on the door forced George to hurriedly push down his pant legs as a
voice asked, "George, is this a good time?"
"No. I need a moment with Lisa," George answered his secretary in haste.
"Okay," Elizabeth answered.
George's heart raced as he turned his attention back to Lisa. She winked at
him and said, "So which girl are you going to be cross training with?"
"I haven't really given it any thought."
"Really?"
"Yes, it's kind of a strange request to ask one of the girls to train me."
"I suppose you're right, George, but that's the beauty of it isn't it?
You're not going to be very comfortable asking her and you won't be
comfortable doing it and that's what turns you on."
George blushed and nodded before Lisa continued, "So which girl is it going
to be?"
"I don't want it to be one of the personal secretaries. That would just be
too weird for me."
Lisa smirked as she replied, "I suppose I should be pushing you to do that
then, but I'll let it slide for now."
George nodded as she said, "So that leaves the girls in the bullpen."
"Which one of our lovely cubicle dwellers will it be then?" Lisa asked.
"I've got six options..."
"Let's go through them then," Lisa interjected as she took a seat in one
George's guest chairs and gazed up at him.
George stared down at her and looked over long and well toned, nude sheer
stocking covered legs that peeked out from beneath the above the knee hem
line of her sleeveless, teal, Ponte dress. Lisa crossed her legs and let
the suede, teal, 4 ½ high heeled pump on her right foot dangle from her
toes as she asked, "So where do we start?"
"Well there's Karen..."
Lisa shook her head and said, "Karen's too old and conservative. She'd be
going nuts if she had to train her boss. She's been a secretary for forty
years. She remembers when she would have to call a someone in your position
by his last name. She struggles to call you George. I think she might quit
if she had to teach you her job."
"Well, I see that you given this some thought," George answered.
"No. I can just size each of them up."
"Well, which one would you chose?"
"I have it down to three?"
"Who?"
"I'll let you guess."
"Kristen?"
"The office manager?" Lisa answered with a laugh before she continued, "No,
she's the only one them with any authority."
George nodded and said, "What about Victoria?"
"She's a definite option. She's thirty-five. She's got a young kid and
needs the job. She might question why you're doing it, but anyone of them
will, but she'll do her best to make sure that you're satisfied that's
she's teaching you it right."
George nodded before he said, "So by that logic, the other two girls I
should chose are Emma and Alice."
"Well, I'd put Emma in that category."
"What about Alice? She's got a kid in college. She's need the job."
"Not really. Alice's husband makes a lot more than he did when she first
started here. She mostly works, now, because she wants to, not because she
needs to."
"What effect would that have..."
"She's fairly conservative too. She might be disturbed enough with the idea
of training you to do her job that she might quit. We don't want our little
game messing up the business, do we?"
George shook his head before he said, "So that just leaves Tristan."
"She needs the job."
"But she's really young," George countered.
"While she might have that on her side, she also has significant student
loans that this job barely makes a dent in. She's over qualified, but she
can't get anything better."
"I don't want to be trained by a kid."
"I don't think you should either. That leaves us with Alice and Victoria.
They both know how to do their jobs and will train you well."
"Who do you think will be better?" George asked.
"I'd say Victoria. That's it. She's the one," Lisa replied as she uncrossed
her legs and stood up.
"Victoria?"
Lisa nodded as George leaned against his credenza. Lisa grinned at him
while she said, "I'll leave you to get some work done."
George nodded in response as she sauntered over to him and placed a brief
kiss upon his lips before she said, "I'm really looking forward to
tonight."
George stared at her as she smirked back at him before she opened the door
and walked towards her office. George stood in stunned silence as he tried
to understand the meaning behind the brief kiss.
George's mental struggles were broken up by Elizabeth who asked, "Is it a
good time, now?"
George nodded and listened to the message she had for him. George responded
to the client before he did a little quality control work before his vice
president joined him as George trained the man to do his job.
As George's vice president did some of his work, George got to his feet and
decided that it was the right time to approach Victoria. Victoria's desk
was located amongst five other cubicles.
To get to Victoria's desk, George had to walk past Lisa's office. As he did
so, he glanced into it and saw Lisa peer up at him. George saw the smile
come across her face as he made his way towards Victoria.
"Victoria, can I have a word with you?"
Victoria gave George a concerned look as she was genuinely confused. She
answered, "What did I do wrong?"
George shook his head as he answered, "No, it's nothing like that."
"Oh, okay," Victoria said with evident relief in her tone.
Victoria got up and joined George in a conference room where George
announced, "Victoria, as you know we are instituting cross-training in the
office."
Victoria nodded as she answered, "I know. Kristen's training me to do her
office manager functions."
"That's right. You're learning to deal with the office supply vendors and
scheduling vacations and the like, right?"
"Yes, sir."
"Please don't call me sir, it makes me feel old," George answered with a
smile.
"I'm sorry, George," Victoria replied, feeling more comfortable speaking
with her boss.
"No, don't be. I just wanted to speak with you to see how you're coming
along."
"Good, I guess," Victoria answered as she began to wonder if George was
considering replacing Kristen.
"Well, I'm glad to hear it. I just want to speak with you about your job."
"I'm happy with it. Kristen's great to work for," she answered as she
instinctively tried to protect the woman who had gotten her a job in the
company in the first instance.
"That's great to hear. I just wanted to speak with you about the whole
cross-training thing."
"Okay."
"Well, you see it's like this. I'm the only one here who isn't involved in
this program that I've initiated here to make sure that things go smoothly
if some takes another job or, God forbid, something unfortunate happens."
Victoria nodded as George paused before he continued, "Well, I know I have
to include myself in this program, as a measure of good faith, so you were
chosen at random for me to learn from."
Victoria stared at George and asked, "Are you being serious?"
"Yes," George answered.
"Why not any of the executives?"
"I know how to do their jobs. I was doing it when I started with this
company. They're all doing a piece of what I used to do."
"I'm sure you also made your own copies and coffee back then too."
"I did."
"Then I don't really see the need, George..."
"I know it's crazy, Victoria. It's just to show that I'm one of you."
"One of whom?"
"One of the people at this company. I can't hold myself above the rest of
you and have each of you learning someone else's job and not including
myself in this whole thing."
"I appreciate that, sir..."
"Victoria, again with the sir."
"I'm sorry, George."
"It's okay. Please continue."
"Are you sure that you don't want have someone else do it?"
"No, you're the name I picked out of the hat. I think I know how to do just
about everything here, but I want you to teach me over the new few weeks a
few things that might be new around here."
Victoria nodded. She resigned herself to training George to do her job and
said, "Okay. When do you want to start?"
"Well, Roger's doing my work right, now. So, now's as good a time as any."
Victoria nodded again as George stood up and opened the conference room
door and said, "Lead the way."
Victoria got up and walked towards her desk. George wheeled a chair over as
the other secretaries gave odds stares at Victoria and George.
The confused secretaries looked at each other for an explanation before
Kristen asked, "George, what's going on?"
George explained that he was taking part in the cross-training program and
that Victoria was training him to do her the job. The secretaries gave each
other incredulous looks and wondered if George's explanation was pretext
from him trying to get Victoria to have an affair with him.
George tried to keep his mind focused on Victoria's instructions as he felt
his garters shifting with his every movement in his chair. The feminine
feeling on his legs made him excited as he listened to his subordinate give
him instructions on how to do her job.
Victoria showed George how the business card scanner worked for adding
addresses to the company's directory. She had George try it out and he was
impressed by the device. He had seen a number of business innovations over
the years cut down on the number of secretaries he had to employ and began
to wonder if six was too many in addition to the personal secretaries.
Victoria then illustrated for George how the secretaries where taught to
answer the phone. When the phone rang next, George field the call and sent
it to one of his executive's secretaries. The girl was surprised to hear
George's voice announce that he was transferring the call.
As Victoria went to teach George something else, Kristen called over to
Victoria, "Victoria, can you go pull the Williams file."
"Sure," Victoria responded as she stood up and walked past George.
Kristen smiled at George and said, "Why don't you go help her?"
"Help her?" George asked with a laugh.
Kristen nodded and said, "You're the one training to do her job. She has to
follow my orders. So why don't you? It's all part of the training."
George stared at her for a second before Kristen started to laugh. George
began to laugh as well as did the other secretaries.
George decided to play along and walked over to the file cabinets to help
Victoria retrieve the file. George carried it over to Kristen for Victoria
and said, "Here you go, Kristen."
"Thank you, dear," Kristen replied with a smile.
George rolled his eyes and told Victoria that he had to get back to
training Roger. George walked back to his office and checked Roger's work
and found that it was more than satisfactory.
George dismissed Roger from his office and caught up on his work as the end
of the workday came. He kept working at his desk until 7 that night when
Lisa walked into his office.
She smiled and asked, "Are you going to be ready to go anytime soon?"
"You're really coming to my place tonight?"
"I've packed my overnight bag. It'll be good for me to see you in your
element after work."
George shrugged and said, "Just let me finish up and we'll get going."
George finished reviewing the document in front of him. He picked it up and
put on his secretary's desk and went down to Lisa's office.
He knocked on the door and said, "Are you ready?"
Lisa nodded. She swung her feet to the side and stood up. She slipped on
her jacket and picked up her purse. She handed George her overnight bag and
led George out of the office.
They went to George's car and got in. While Lisa lived several blocks from
the office and always walked there as part of her daily exercise routine,
George resided thirty minutes away from the office.
As George drove them towards his home, Lisa asked, "How was your training
session with Victoria?"
"It was good. I learned a little bit about the new technology we got for
the company. I don't think a secretary's life has ever been easier."
"Well, technology has increased productivity, but secretaries have to do
the same amount of work as they always did. It's just more varied now since
they don't have to have a different secretary assigned for each different
task."
George nodded as he replied, "Yes, but sexual harassment laws have made it
easier for them."
"Well, some of them are still sleeping with their bosses, but that's not as
common as it once was."
George turned towards her and said, "Are any of my executives sleeping with
any of them?"
The noticeable alarm in George's voice made Lisa smile. She replied, "No,
but the Albert's Group across the hall..."
"Yes."
"Let's just say Mr. Albert has been having an affair with his secretary for
many years."
"How do you know that?"
"They come to some of our little parties."
"Our parties or our parties?"
"Our parties."
"Really, which one is the..."
"Mr. Albert is a total dom."
"I should have guessed that, but it's weird that there are four of us on
the same floor."
"Well, he got me into it."
"What?" George shrieked in a tone that embarrassed him.
"We dated for about three months and then he brought me to the first
party."
"You were a sub?"
"Well, he was trying to make me one, but things did not go as he planned."
"Did you know what he was bringing you to?"
"No, much like Jeri Ryan, I had no idea, I just reacted differently."
"How'd you react?"
"I told him that if he wanted me to play a part he was going to have to be
my pet."
"How'd that go for you?" George asked with a laugh as he thought about the
blustering man from the office across the hall.
"About as well as you would think. He wasn't having any of that. I enjoyed
my time there though and once I realized that the mistresses there were
getting paid well, I kind of saw something that was really up my alley."
"To each his own, I guess," George replied as he continued driving down the
road to his home.
George pulled the car into his garage and led Lisa inside. George led Lisa
up to the guest bedroom and said, "I guess you can stay here tonight."
"Why not your room?"
"What?" George asked as his heart started to race.
"Well, you're a sub. Shouldn't you be in the smaller bedroom?"
"Oh, you meant...okay...oh, yes. I guess, but..."
"But what? You agreed to this little experiment."
George shrugged and said, "Okay. We can do it."
Lisa smirked and said, "Great."
As she turned to walk towards the master bedroom, she stopped and kissed
George again.
George stared at her in silence as she took her overnight bag from his hand
and put it in his bedroom. Lisa smirked as his confused look and said,
"Come on, babe, let's get you ready for your nightly training session."
George smiled and said, "Of course, Mistress Lisa."
"Well, trained. I like that. Celene did a nice job with you."
"Well, my mistress is very strict."
"Well, anyway, dear. Let's get started. Now, what do you usually do each
evening?"
"I go to the gym first thing after work, but I couldn't do it today,
obviously."
"Okay. So, you're a gym rat."
"Well, I keep myself in shape."
"I can tell that. You've got a very hard body."
"Thanks."
"It wasn't a compliment. I like my pets soft to the touch."
"I don't know how we'll fix that."
"I've got a plan."
George stared at her and asked, "What's that?"
"You will see," Celene said with a smile as she looked him over. After a
brief period of silence, she said, "Why don't you take off those clothes?"
"Right here?"
"Why not? Is it anymore humiliating for you than what I saw you dressed at
the party as?"
George shook his head and began to disrobe in the guest room. As George
removed his shirt, Lisa stared at his hairless chest and six-pack abs. She
smiled as she said, "Now, I noticed at the party that your legs were
shaven, and now, I'm seeing..."
"Yes, I've shaved my whole body for years. I like the way it feels and I
tell everyone that it's just to show off my muscles. Most people I know
believe it."
"I bet they do," Lisa replied as George removed his pants exposing his
panties and stockings to her.
Lisa smirked at George's body. George was a lean muscular man. He did not
have much muscle mass, but what he did have was well sculpted.
George asked, "What's next?"
"Well, you have some lingerie, so I'm figuring that you probably have some
pretty clothes for yourself around here somewhere."
George blushed and said, "Yes, Mistress. Would you like to see them?"
Lisa nodded and followed George into his room. George opened the doors to
his walk in closet and showed Lisa his feminine clothing.
George's feminine wardrobe consisted exclusively of fetish wear including
latex dresses, skirts, tops and Lolita fashions and costumes that he had
purchased pursuant to Celene's orders.
Lisa shook her head as she looked through the clothing and said, "I see
that you're a real sissy, aren't you?"
"It's my Mistress's taste not mine."
"I don't think it's anyone's taste really. This stuff is just meant to
humiliate you. It's not the kind of stuff you can really wear out."
George nodded and said, "I only wear it when I'm with her."
"Well, you'll be wearing it with me too, but we'll have to go shopping soon
to get you some real girls stuff. I like my pets to be a little more
realistically girly than Mistress Celene does."
George nodded and said, "Of course, whatever you think is best."
"That's a good frame of mind to be in, George. I'd suggest you always kept
that thought in mind," Lisa replied before she reached into his panties and
grabbed George's erect manhood.
George blushed as she pulled him towards the rack of his feminine clothing
and asked, "What do you want to wear tonight?"
George looked at her askew and selected the least frilly dress he had. The
red and white gingham dress with white lace edging was still something that
no woman would wear without the express intent of garnering attention, but
it was the best choice that George figured he had.
Lisa pulled the dress off of his clothes rack and handed it to him. George
blushed as he slipped into the dress and pulled up the back zipper.
Lisa giggled at him as he looked humiliated to be dressed as he was in
front of her even though he had worn much more degrading outfits for
Celene.
With the dress on him, Lisa turned her attention to this footwear. George's
feminine shoes were all of the same style that struck Lisa as more than a
little ridiculous. Each pair of shoes had at least a five inch heel except
for a single pair of Mary Janes with a one inch heel. While she wanted to
train George to be her girl and not her sissy, Lisa knew that she had to
make due with he was providing her that evening.
Lisa pointed to a pair of black five inch heeled shoes and told George to
put them on. George did so without questing her. As George stood before her
in his pumps, he clutched nervously at his hem as Lisa looked him over from
head to toe.
"Well, that's good enough for five points, plus your initiation to a
secretary's role is worth another ten points."
"I've got 15 points, what's that get me?"
"Well, now you have five because you just lost ten for speaking out of
turn."
"Oh, sorry."
"And there goes the other five," Lisa replied with a smile that was quickly
replaced with a stern look.
George put his head down as Lisa ordered him out of his closet. George
walked out of it and waited for her instructions. Lisa's first order was
for him to make dinner.
Being an experienced cook, George had no trouble doing it even though he
was unused to doing it in heels and a dress. Lisa smirked as she watched
George cook with ease and remarked, "Well, you're a regular domestic
goddess, aren't you?"
George blushed as he continued cooking as he replied, "I only cook for
myself. I have a cleaning lady for the rest."
Lisa shook her head as she replied, "That won't do. I expect you to learn
how to clean up after yourself. Is that clear?"
"Yes, Mistress Lisa," George replied as he turned his attention back to
cooking.
He brought the food over to her and set the table. He served Lisa first
before he sat down and served himself.
Lisa smiled as she ate his cooking and replied, "Well, dear, you're quite
the little cook."
"Thank you," George replied as he took a bite of his food.
"Well, this is good enough for thirty points."
George nodded unsure, if he should speak given his reduction in points the
last time he answered her remark about the points he had earned.
After dinner, George cleared the table and washed the dishes and pans,
earning him another twenty points. Once George finished, Lisa called him
over to her for his first lesson. George minced over to her in ungainly
steps.
Lisa shook her head and said, "You're walking like a man in heels. If
you're going to become my girl, you'd better walk like a girl."
As the song Walk Like a Man briefly began to play in his head, Lisa began
to instruct him how to walk in heels. George listened closely and followed
her instructions to keep his stride short and straight, he kept his legs
together and worked a wiggle into his walk at Lisa's instruction.
George's feet began to grow pained within thirty minutes, but the practice
continued on for another two hours as he paced around the home and had to
go up and down the stairs, careful to walk down at angle to make sure the
heel and toe of his shoes were properly supported on each step.
Lisa then let George rest, calling him over to the couch. There she put him
through his paces on the proper ways to sit. George listened and practiced
sitting alternatively with his legs together and to the side, with his legs
crossed at the ankle and with his legs crossed at the knee.
As George practiced sitting, Lisa gave him a chocolate treat for his
progress in walking in heels. George carefully unwrapped it and placed it
in his mouth as he crossed and recrossed his legs at Lisa's direction.
After an hour of practice, Lisa decided that it was time for bed. At Lisa's
insistence, George slipped under the covers of the guestroom bed still
dressed in the fetish dress, stockings and heels.
George situated himself as best he could in the bed as the pain in his feet
continued while the heels remained resting on his feet. He drifted to sleep
and wondered what his next few weeks with Lisa would bring.
-----------------------------------------------------------------------
George spent his following weeks training with Lisa at home and spending at
least an hour a day with Victoria at work as she trained him how to do her
job. Lisa carried their training into the workplace as well.
Lisa made sure that they spent their first weekend together shopping for
George. George was a bit concerned when she dressed him that Saturday
morning in unisex shorts and a t-shirt in addition to the blue flip-flops
she got him.
George hated the sound they made as slapped against his feet as he walked
past the store frontages with her. Lisa brought him into a store and let
him decide what clothing he would need for his feminine alter ego that she
had taken to calling Marianne.
George selected a number of tops and skirts as well as simple dresses for
around the home when he was alone Lisa. Lisa graded each one of his choices
and gave him the highest marks for the most realistically girly choices he
made.
While she disliked the childishly girly clothing Celene had made him buy in
addition to bondage wear, she wanted to make him feel like a girly girl
when he wore feminine clothing. Since George enjoyed feeling feminine, this
was not an issue for him.
After they finished shopping at the store, George was taken to a specialty
store for his underwear. George selected several different pairs of
panties, stockings, tights and pantyhose in addition to bras and camisoles
for wearing underneath his clothing at all times.
As the second workweek started after their training began, George found
himself wearing a white camisole underneath his blue shirt. George felt
relieved that Lisa allowed him to wear a colored shirt over it as he feared
that his white shirts would expose the straps and scooped neckline of the
cotton camisole that rested on his body.
On the Thursday of that week, Lisa decided to raise the stakes even further
by giving him a camisole leotard she had purchased the day before during
her lunch break. George dreaded putting it on that morning, but he found
that the polyester/cotton fabric that stretched along with his body was a
turn on for him.
It was not until after he got to work and had to use the rest room that he
realized why Lisa had been so eager to have him wear it. George found that
he had to undress himself in the stall to relieve himself.
As George felt the intense urge to urinate, he fumbled with removing his
shirt and pants. He was careful to make sure that the others in the stalls
beside him could see nothing more than his socks and not the black tights
that extended up his legs as he pulled the leotard down his body.
George turned suddenly and clutched the leotard as it almost fell to the
ground as he pulled it down away from his groin with his tights. George
heart raced as he feared what anyone would think if they saw the
unmistakably feminine spaghetti straps of his camisole leotard top. As
George redressed, he decided to limit his fluid intake the rest of the day
to cut down on the number of times he would have to use the restroom.
George's efforts did not go unrewarded as Lisa continued to give him points
and chocolates for his successes each evening. George was happy enough to
take it even as he felt he could do without the chocolates. He was gaining
a little weight and the physical exertion that his training with Lisa
entailed was not nearly as strenuous as his typical workouts.
George felt that his body was getting softer and he saw that his six pack
abs were starting to fade off his frame. Still, George had never been as
aroused as he was when Lisa was training him each weeknight.
Celene noticed during their Saturday night session that George's mind
seemed to be elsewhere and she confronted him about his more feminine gait.
George admitted that Lisa had been training him at work and at home.
Celene shook her head as she dismissed him and said, "I don't need someone
around me who's falling in love with another mistress."
George tried to get her to reconsider, but Celene decided that it was best
that she no longer see him. George told Lisa what Celene had said, and Lisa
smirked while she said that Celene had done the right thing.
The next day, Lisa took George to the salon she frequented. She paid the
girls to give George a pedicure and manicure. George watched with a sense
of relief as his nails were only coated with clear nail polish that would
not be that difficult to explain away.
George was far less relieved when one of the girls began to pluck his
eyebrows, he went to object, but Lisa's scowl told him not to. George felt
a sense of relief when the woman stopped and showed him his eyebrows. While
they were more defined and sculpted, they were not overly feminine. George
was sure they were mannish enough to avoid scrutiny.
In addition to increasing the femininity of his body and clothing, Lisa
continued giving him daily training to improve his mannerisms. George found
himself being forced to walk with his chest out and back straight each
night. Lisa continued to make sure that he had a wiggle in his walk that
even presented itself when he walked around at work.
His altered gait was not the only part of his training that bled into his
work life. Lisa's daily speech regimen required him to use greater
inflection in his tones and to speak with his hands. As the weeks past,
George found himself unconsciously doing so whenever he talked with anyone
at work or elsewhere.
It caused him some consternation, but he noticed that no one said anything
to him about it. Consequently, George figured that no one considered it a
big deal.
While his weekend wardrobe became exclusively feminine, George found that
Lisa wanted him to make even more changes to his appearance on the weekend.
George was required to apply and remove makeup to train himself each night.
Each weekend George was expected to wear makeup at all times. As the weeks
went on, George caught himself refreshing his lipstick every two hours
without prompt as Lisa trained him. George would have to laugh during the
week when he would look for his pocketbook to refresh his makeup only to
realize that he was wearing pants and sitting behind his executive's desk.
At home, he was further expected to keep his previously unkempt hair in a
feminine style. George worked on perfecting the look each night and wore it
out each weekend whenever Lisa required him to go out with her. He tried to
make his short hair more feminine by wearing headbands, hairclips and the
barrettes that he purchased.
Shopping for Marianne by himself always made George smile as the female
clerks would tell him how much they thought his girlfriend would enjoy the
clothing, accessories or the necklaces, bracelets and rings he had taken to
wearing at home at Lisa's insistence. George often caught himself wondering
what the female clerks would think if they knew that he was really buying
them for a woman, but for the purpose of pleasing her by wearing them
himself.
As the fourth week of the training began, George was given unisexual shoes
to work in. While they came for the ladies department, the male inspired
oxfords were not feminine enough to draw any attention to him. Once the
shoes were firmly part of his wardrobe, Lisa bought him a few blouses to
start wearing in place of his dress shirts.
The first few blouses George wore were not overtly feminine. The only thing
that gave away that they were intended for women was the location of the
buttons of the shirt. Still, no one said anything when he started wearing
them to work.
Once George realized that no one either notice or cared that he was wearing
blouses, Lisa decided to switch his almost unisexual shoes to shoes that
were more vaguely feminine. The first pair Lisa got for him did not seem
that much more feminine to George than the shoes he had been wearing. The
only thing that George felt was feminine about the black oxford style shoes
was their one and half inch heel.
George walked around work in them without any real issue. One of the girls
noted that he seemed a little taller and George countered that he was
wearing lifts. George did not think that the girl believed him since it was
obviously the heel of his shoe that made him seem slightly taller, but no
one made any mention about it.
From then on Lisa got more daring with her selections for George. She got
him oxford silhouette style shoes without laces to wear on casual Friday.
George thought they were too feminine, but he only received easygoing jokes
about them from some of his male employees.
It was not long after that Lisa decided that he should pair his casual
Friday shoes with a woman's jacket. George grimaced when he saw the style
of the jacket, but he wore it to work. Some of his employees noted the
small lapels, but George explained that it was a European fashion that went
with narrow ties.
As George's work clothing grew more unambiguously feminine, he began to
worry that his employees were talking and laughing about him behind his
back. Those worries, however, did not prompt him to change his behavior as
he noticed that there was no drop off in productivity at work. George felt
that as long as his behavior was not affecting the bottom line, he should
do what was making him happy.
While George was working in his feminine clothing, Victoria was teaching
him her job. George spent at least an hour a day with her working on
mastering her many simple tasks. George found that it was a welcome break
from the many stressful hours behind his own desk. More than anyone in the
office besides George or Lisa, Victoria was aware of George's increasingly
feminine wardrobe and behavior.
Knowing that George was lifelong bachelor, Victoria believed that George
was slowly coming out of the closet as a homosexual, so she did not pay
much attention to it. She began to treat him like one of the girls when
they worked together, which George picked up and assumed was simply because
she was growing increasingly at ease around him.
George's own secretary also noticed the changes that were affecting George.
She did not speak about them, however, for fear of endangering her job.
George felt that he had achieved an interesting equilibrium in his life.
His professional life was as successful as ever, but his personal life was
more exciting than it had ever been. George was pleased by the effect that
Lisa had on his life and wondered where they would go once she deemed his
training complete.
As the workday ended after the sixth week, Lisa walked into George's office
and closed the door behind her. George smirked up at her and said, "What do
you have planned for tomorrow?"
"George, I believe it's time for us to talk."
George nodded and said, "Okay."
Lisa sat down and leaned back in her chair as she said, "I think we've have
taken this as far as we can here."
"Come on there's got be something else we can do," George countered.
"There is."
"What?"
"You need to be overtly a woman."
"How can I do that?"
"Start living fulltime as my girl."
"I can't do that. My whole male life would be ruined."
"Then let's do it someplace far away from here."
"Where?"
"We're looking for a new regional manager in Kansas City."
"So?"
"We should go."
"What you want me to put myself in there as the female boss?"
"No. I want you to put me there as the female boss."
"And what about me?"
"You'd be my secretary."
"I can't do that."
"That's what Victoria's been training you to do. You're telling me you
still haven't mastered the tasks yet."
"I can do it just fine, but I'm not a secretary."
"You're too good to be a secretary? I don't see you having a problem with
them when you're out there. You're already one of the girls and they know
you're a guy. Imagine if they didn't."
"I can't!"
"Keep your voice down. We don't want any of the cleaning crew girls hearing
about this."
George nodded as he replied, "Right. They don't think of me as one of the
girls, do they?"
"You tell me."
George closed his eyes as he thought about the laughter he had shared with
the secretaries in the office and his playful banter with them. It seemed
so much different than his experiences with them before Lisa had began to
train him.
"Maybe you're right, but it would be humiliating."
"More humiliating than being the guy walking around here in girls
clothing."
"But that's just between us."
"Sweetie, please, everyone knows you've been cross-dressing. No one's
saying anything because you're the boss and you can fire them."
"Are you serious," George answered as he began to feel sick.
"Of course. You couldn't possibly think you can walk around in shoes with
that big of a heel, blouses with the buttons on the other side, a woman's
coat and those groomed eyebrows and not think it wouldn't lead to the
obvious conclusion."
George sunk in his chair and clutched his head.
Lisa leaned over onto the desk and said, "Come on, baby. Just give it a
try. If you don't like in a month, we'll come back here. I promise."
"So what am I supposed to say to that?"
"Just say yes. Have I steered you wrong yet?"
George clutched at his jacket and blouse and said with some hesitation,
"I'm not sure."
Lisa smiled at George and said, "You know it could be worse."
As with many of the things Lisa did and said, George was unsure of what she
meant. George figured, however, that while he had not seen her take
pictures of him in his feminine best or training with her, she may have
managed to record it in someway.
George knew, however, that Celene did have pictures of him in his fetish
wear. He wondered if those pictures had migrated over to Lisa.
While he feared potential disclosures by Lisa, George was also intrigued by
her idea. George wondered if he could really pass himself off as a woman.
Even if he failed, he figured, none of the people who found out that he was
really man would know who his true identity. George found that he was not
particularly disturbed by the prospect of strangers discovering his true
gender.
George smiled back at Lisa and said, "I suppose a one month leave of
absence wouldn't be the worst thing in the world for me to explain."
Lisa smirked at George and said, "You won't be sorry."
George nodded and put his head down as he wondered what it would be like to
work for Lisa. The prospect excited him and George felt the familiar
squirming of his expanding, warm manhood between his the cheeks.
-----------------------------------------------------------------------
Shortly before George was scheduled to move to Kansas City, he went out to
run some errands for Lisa. While there business lives were tied up in neat
packages as Roger was scheduled to take his position during his one month
leave of absence and another worker had been promoted to take Lisa's
position, George still had things to do to get ready for the move. As he
walked out of a store carrying packing tape, he heard a familiar voice
behind him.
George turned and looked at Celene as she talked on her cell phone. She
smiled at him as she hung up the phone and said, "George, how are you?"
"I'm good," George replied, unsure of how to address her.
Celene looked around them before she said in a low voice, "I heard you're
taking a leave of absence."
"How did you hear that?"
"Lisa's ex-clients are looking for new ladies to give them what they want.
A couple of them have reached out to me."
"They know about me?"
"Someone did."
"Jesus. I don't think I can come back."
"Is this my fault?" Celene asked.
"Is what you're fault?"
Celene leaned towards him and whispered, "Is she blackmailing you?"
George smiled as he replied, "No. She's not."
"If she is, you tell me. I don't care about my career. I'll come clean and
we'll prosecute her."
George laughed as he answered, "No. It's her idea, but I'm going along with
it. I like being with her."
Celene smiled at George as she replied, "I'm glad to hear it. That's a big
load off my mind."
"Well, I've got to get going. I've got more packing to do."
"Sure. I hope you enjoy your new life."
George thanked her as they parted ways. As he made his way home, George
wondered if Celene was right in suggesting that he was starting a new life.
George knew that that no one at the subsidiary knew him or Lisa. They were
only going to be introduced as who they presented themselves as.
Lisa was going to be her, but he was going to be introduced as a woman.
That's what everyone would think he was, George figured.
George got to his home and packed up his things to load onto the moving
truck. Lisa came by later with some of her belongings and they were moved
onto the truck as well.
George and Lisa then went inside to await the cab that was going to take
them to the airport. George had paid to have his car transported to the
home they purchased in Kansas City so he was forced to hire someone to
drive them to the airport.
Lisa smiled at George as she saw him staring wistfully around his empty
home that he was keeping for the time being. Lisa put her arm around him
and kissed him on his cheek as she said, "Once we get set into our new
lives, this won't mean anything to you anymore. Besides do you know what we
could get in Kansas City for the price of this place?"
George smiled back at her as he knew the cost of living was much lower in
Kansas City than it was in the Philadelphia suburb he had spent most of his
life in. As the cab pulled up in front of the home, he felt Lisa tugging on
his arm. George put his head down and picked up his luggage that contained
only his knew female wardrobe and headed off to his new life.
-----------------------------------------------------------------------
After settling in at their new home, George and Lisa relaxed before their
first day at the office. George feared that despite all of Lisa's training,
that everyone around him would figure out that he was not really a woman.
While Lisa constantly assured him that he had nothing to worry about, he
could not put his worries out of his mind for long.
The night before their first day, George laid in his bed with his stomach
in knots. The idea of being seen in nothing but women's clothing, while
trying to pass himself off, unambiguously, as a woman still struck George
as odd. He feared the reaction of his new coworkers if they noticed what he
felt was obvious.
The next morning, George got out of bed and went through his new morning
routine. He shaved his body before he got dressed in his intimates. George
put on his gaffe and black panties before he tucked away his member and
walked back into his bedroom.
George took out his black tights from the dresser and sat down on his bed.
As he had many times before, George rolled the tights down into an o-shape
and began to draw them slowly up his leg, careful to savor every moment as
the silky feminine feeling moved up his legs.
As George finished pulling up his tights, he adjusted their control top
before he took hold of the black bra. He hooked it behind his back and
stuffed it before he put on his long white silk robe with long chiffon,
raglan sleeves and a shawl collar and walked down the stairs to make
breakfast for Lisa and himself.
Lisa smiled as she came down the stairs and heard the sound of George
working in the kitchen. She looked him over and saw his tights covered
ankles beneath the robe as they poked out of the leopard print loafers she
had bought him to wear around the home.
Lisa smiled as she sat down at the kitchen table and asked, "Are you ready
for your first day?"
George nodded and said, "As ready as I imagine I'll ever be."
"I'm glad to hear that," Lisa said as George carried over a plate of food
for her.
As George placed it down in front of her, Lisa reached for George's hand
and said, "I know that you've done a lot for me."
George looked at her oddly as she stroked his hand. He was unsure if she
was doing it in a friendly way or if she wanted something more from him.
George felt that it was not his place to inquire giving their arrangement
so he smiled and walked away when she released him.
George ate beside Lisa in the kitchen before they each headed up the stairs
to finish getting ready for their first day. George dressed in a skirt
suit. The black and champagne colored, floral medallion print skirt hit
above his knee, and George felt it constrict his stride as he went over to
his closet to take out the white blouse he was pairing with the suit.
After putting the blouse on, George went into the bathroom and put on his
makeup. Given Lisa's prior instructions and his many hours of practice,
George had no trouble putting on his foundation, lipstick, eyeliner and
mascara.
With his makeup finished, George went back into his bedroom. He slipped his
arms into the solid black jacket of his skirt suit and then reached down
and took hold of a pair of floral lace, platform d'Orsay heels with a bow
atop the peep toe. He carried them down the stairs and put them next to the
door next to the server upon which his pocketbook was resting.
Lisa came down the stairs not long after he did. She picked up her
pocketbook and told him to follow her. Lisa got into the driver's seat of
George's car and pulled it out of their driveway.
George felt odd being in the passenger seat of his own car, but he figured
it was something he was going to have to get used to. As Lisa drove down
the highway, George felt a bit queasy as all of his worries about his
appearance remerged. He frequently found himself checking out his
appearance in the vanity mirror and in the side view mirror.
Lisa noticed and shook her head. She was well aware of George's worries,
but she knew that there was no mistaking George for a guy.
Lisa pulled the car up in front of the small office building and said,
"Here we go."
George nodded and opened the passenger side door. He walked along beside
her and followed her into the building. They got on the elevator together
and went to their second floor office.
George followed Lisa through the office doors and saw a number of the staff
workers staring at them. Lisa and George went around introducing themselves
to each of the fifteen people that worked at the regional headquarters. To
George's relief not one of them showed any signs that they believed that
George was not the woman he was presenting himself as.
George grew more self-assured as he walked around beside Lisa introducing
himself to the various workers. During George's conversations with the
employees, George found out that there were only two support staff workers
besides him, Lily, the receptionist, and the office manager, Hedy.
George knew that he would be working with Lily and Hedy more than he would
anyone else in the office besides Lisa. He made a mental note of trying to
spend more time with them while Lisa kept him by her side as they continued
to introduce themselves to the employees.
After they finished greeting George's new coworkers, George helped Lisa set
up her office. They situated everything on her large wooden desk before
George walked out of her office to setup his own desk.
George's desk was located just outside of Lisa's office. His desk was
slightly to the side of her door and dead-ended into a wall. George
carefully situated himself at his desk and looked around. He saw a printer
on the corner of his desk as well as may of the same devices that Victoria
had on her desk back at the company's Philadelphia headquarters.
As George logged into the system, he looked around the office at all the
employees. They all were going about their business while Lisa was
acclimating herself to being the boss of the office. George smiled as he
figured that Lisa should not have much trouble asserting herself as an
authority given what he knew about her.
Shortly after he sat down, his telephone rang. George picked up and said,
"Hello."
"Hey, Marianne. I've got a call for Lisa I need to send over to you."
"Okay, who is it?" George asked Lily.
"It's someone from corporate."
"Oh," George replied as his heart started to race.
"Are you okay?" Lily asked, noticing the concern in his tone.
"No, I'm fine. Thanks. Please send the call over."
George's heart raced as heard his phone ring with the number of his old
office. George picked up the phone and said, "Desk of Lisa Tilly. Marianne
speaking, how can I help you?"
George nervously tapped his feet on the ground as he hoped that whoever was
on the other side of the telephone line could not recognize his voice,
which he had become skilled in distorting.
"Yes, this is Roger Montague."
George swallowed hard as he asked the Vice President he had worked so
closely with, "What can I do for you, Mr. Montague?'
"I'm just checking in on Lisa. It's her first day in the field, and I want
to make sure she's well aware of what's expected of her."
"Of course, Mr. Montague. Hold on just one moment."
George got up and alerted Lisa about the call. Lisa nodded and told George
to send Roger's call in. George did so and breathed a sigh of relief as
Roger had not let on that he knew that George was acting as Lisa's female
secretary.
After Lisa finished with her call, she called George into her office.
George felt sick to his stomach as he wondered if Roger had figured out the
truth.
George sat down in Lisa's guest chair at her insistence and crossed his
legs at the knee just as Lisa had taught him. Lisa smirked at the nervous
secretary in front of her that had once been her boss. She smiled as she
said, "Roger called to give us our quarterly expectations. I told him that
I have no doubt that we will meet Corporate's target, but to do that,
however, you're going to have to take a proactive role in the company."
"What do you mean?" George asked.
"Well, we can't have our workers here wasting their time doing clerical
work that can be done by Lily and Hedy."
"Sure. Of course."
"What that means for you, however, is that I want you to help them out when
you're not tied up with me."
George looked at Lisa and asked, "You want me to help them out, right?"
"Yes. You're going to be doing a lot of stuff for me and working with me
closely, but, most of the time, I figure you can spend your time doing
whatever Hedy needs you to do to make this place run more efficiently."
George nodded since he understood Lisa's productivity concerns. He had been
the one who increased his regions' goals each year and knew that Lisa was
under the same pressure he imposed on every regional manager in the
company.
Lisa stared at George as he waited for her to continue. She leaned towards
him and said, "Now. I meant do it right, now. I don't have anything for you
to do so go over and ask Hedy if she needs any help."
"Okay," George replied in haste as he got to his feet. George walked
through the office and went to Hedy's desk.
Hedy smiled up at George as he asked, "Hey, Hedy, is there anything you
need help with this morning?"
The middle aged woman smiled and said, "Of course, dear. There's a whole
bunch of files by Lily. Please be a dear and file those away for me."
"Do we have a system here?" George asked.
Hedy laughed and said, "Of course," before she explained the regional
office's filing system. With the knowledge in mind, George walked over to
Lily's desk and asked her where the files Hedy was referring to where.
Lily pointed the files out to George before she fielded a phone call and
transferred it to Lisa. George looked at her and asked if he should have
handled the call.
Lily shook her head and explained that the prior regional manager did not
have a personal secretary to field his calls. George shrugged and said,
"Lisa came from corporate, I'm sure that's why they afforded a little
special privilege."
Lily smiled back at George as he picked up the files from the floor beside
her desk as she said, "Don't get me wrong, I'm happy we have another girl
to help out around here. I wish the prior manager had his own secretary. It
would have made my life a lot easier."
George smiled and nodded as Lily laughed. George spent the next hour filing
away the many files before he walked back over to Lisa's office and knocked
upon her open door.
Lisa looked up at George. George smiled at her while he asked, "Is there
anything I can do for you, Lisa?"
Lisa grinned as she leaned back in her chair and said, "Yes, there's
something I've been waiting for you to do for me for a while."
"What?" George asked as he gave her an inquisitive look.
"Get me a cup of coffee."
George smiled at her and could tell that she was trying to make him feel
his new position in the company. She had driven home earlier that he was
now beneath the office manager in the office hierarchy and now she was
assigning him the most menial task in the office.
George nodded and said, "Sure thing."
George went to the kitchen and took out a coffee mug. He then poured Lisa a
cup of coffee and made it the way he knew she liked it given their weekend
morning together.
As George carried it back over to her desk, he could not help but smile at
his predicament. He had been the CEO, president and majority shareholder of
the company the week before, now, everyone around him knew him only as a
secretary who was fetching coffee for her boss.
George had been used to dealing primarily with employees who were scared of
him. Now, there was no around him that feared him. Those that paid him any
attention saw him as someone beneath them who was there to make the office
run smoothly or as a woman of less than average attractiveness.
George laughed to himself as he walked towards Lisa's office and knocked
upon her door. Lisa looked up as George walked over to her desk and placed
the coffee down before her. Lisa took hold of the cup and said, "Thank you,
Marianne. Now, go see if Hedy has anything else for you to do. I'm good
here for the time being."
After leaving Lisa's office, George walked over to Hedy and asked, "The
files have been put away, is there anything else I can help you with?'
"There's plenty. There's always something to do around here."
"That's a good thing."
"Yes, idle hands make the devil's playthings," Hedy replied as she got to
her feet and adjusted the gold cross pendant of her necklace over her bust
before she led George into the kitchen.
Hedy grimaced before she said, "I hate to do this to you, but there's been
a bit of a build up dirty dishes and cups in the sink because the guys
around here don't think it's part of their job to clean up after
themselves. So I do my kitchen bitch duties around here, but I've got some
documents to get out for the sales team. Do you think that maybe you could
clean the sink out?"
George nodded and said, "Of course. I'm happy to help. If I'm the kitchen
bitch, today, I'm the kitchen bitch."
Hedy grinned as she laughed and replied, "Thanks, you're a doll."
George smiled back at her and began to wash the dishes, cups and silverware
in the sink before he put it all on the drying rack. As he did so, George
realized that he had never had a job where he had to do such a menial task.
The more he thought about what he was doing, the more excited he got.
George tried to think about anything else as he began to become concerned
that his excitement might result in his aroused member poking the back of
his tight skirt away from his body.
As George finished in the kitchen, he saw Lisa standing next to Lily's
desk. She called George over and told him to fill out the forms in her
hand.
George took them without question. He walked back over to his desk and sat
down and began to fill out the forms for Lisa. He smirked as he thought
about how she told him to do it instead of asking him to do it. It was
similar to their training sessions and home life where there was no
questioning Lisa.
After he completed the forms, he brought them to Lisa for her review. She
told them to leave them on her desk and told him to review the mail that
came in.
George carried the mail back to his desk and slipped his feet out of his
heels. While his feet were not experiencing anything more than a mild pain
at the moment, George knew it was best to take preventive measures to
minimize the pain he would feel when he needed to wear them.
George reviewed the letters at his desk and summarized them briefly before
he carried them to Lisa and left them for her review. Lisa thanked him and
gave him back the forms that she advised were completed satisfactorily.
As George went to leave Lisa's office, she called over to him and advised
him to pickup her lunch. George asked where she ordered from prompting her
to smile as she replied, "I didn't order anywhere. I'm telling you to order
me lunch and pick it up for me."
"What would you like?"
Lisa smirked as she replied, "You know what I like. Surprise me."
George nodded and felt uneasy about following Lisa's directions. He walked
over to Hedy and asked what establishments were available in the area for
them to get lunch from. Hedy opened one of the drawers in her desk and
pulled out several menus and advised George which one's she believed where
the best.
George looked over the menus for Lisa and ordered what he thought she would
most like and ordered something for himself there as well. The eatery
advised when the food would be ready for pickup and George told Lisa. Lisa
told him to head on over to the establishment, which was three blocks away.
George walked out of the office and headed for the elevator. He exited the
building and walked the three city blocks. As he walked along, his feet
bothered him more and more as the heels slapped against the cement and
asphalt beneath him.
The leers George got from some men walking by excited him before he walked
into the eatery and picked up the meals he had ordered with Lisa's credit
card. He carried the bags containing the food back to the office and
brought them into the conference room so that he could have lunch with
Lisa.
Shortly after he laid out the food, Hedy asked if she could join them with
her lunch as she wanted to get better acquainted with her new boss. George
and Lisa raised no objections and invited her to sit down.
The three of them chatted about various things around the office and their
back grounds. George repeated to Hedy the carefully arranged back-story
Lisa had drilled into him.
Lisa finished first and got back to work, while George and Hedy continued
to eat and talk to each other. George felt a strange friendly connection
with her. He had not had a close friend since he was in Junior High School.
All of his adult friendships were matters of convenience. He tolerated the
yes-men that surrounded him and his various business contacts that looked
for work from him rather than being lonely. While they were better than
nothing, George wanted something more from a friendship and hoped he would
form one with Hedy.
After lunch, George went back over to Lisa and asked if she needed him to
do anything for her. Lisa gave George an order to schedule meetings with
the various branch managers in the region whom she was trying to get
acquainted with.
George nodded and got on his telephone and started making the arrangements
for Lisa to travel around the region meeting the various branch managers.
After George finished doing so, he went over to Hedy and asked if she
needed help.
Hedy advised that she needed a stack of papers copied. George looked at the
voluminous stack and sighed as he picked some of the documents up and
carried them to the copier machine. As the copier hummed beside him, George
daydreamed about what his night with Lisa would be like.
George wondered if she would give him any instructions on how to do his job
better. George felt great working for her and was fond of being ordered
around by her as much as he enjoyed just being one of the girls in the
office.
As the first stack of papers finished copying, George picked up the second
stack and began to make more copies as he saw a fax coming in on the fax
machine. George walked over to the machine and reviewed the fax. He carried
it over to the salesman it was for and gave it to him.
The man thanked George and asked, "Could you get me a cup of coffee?'
George shrugged and said, "Sure. How do you like it?"
"Black with a little sugar."
George nodded and took the cup from the man. Lisa noticed him walking
towards the kitchen with it and approached him and asked, "What are you
doing?"
"I'm getting a cup of coffee for Eddie over in sales."
Lisa smirked and said, "Carry on, Marianne."
George smiled at her as he knew that she was enjoying watching him get
coffee for one of her employees. George got the man the cup of coffee and
brought it back over to him before he went back to his desk.
The heels that were stinging his feet and ankles were the first thing to
come off before he checked Lisa's messages to make sure that there was
nothing he missed.
George then took a deep breath and put his heels back on and went back to
the copier machine. He carried the copies over to Hedy and then helped her
staple them together and prepare the mailings.
Shortly after they finished, the workday came to an end. The entire office
emptied out besides George and Lisa. George explained to Hedy and Lily that
Lisa expected him to stay after with her. They figured it was part of his
role as her personal secretary so they were not too surprised by the
requirement.
George helped Lisa get her office ready for the next day before they got
into their car and went home. George walked in the door and immediately
removed his heels before he walked into the kitchen and began making dinner
for the two of them while Lisa read the newspaper at the table.
As he placed the meal before her, Lisa took a bite and said "That's another
30 points with the two hundred and fifty points I figure you earned today.
Do you know how many that make?"
George looked at her and shrugged. Lisa laughed and said, "Good girl,
already sucking at math," before she continued, "That makes one thousand
points."
George nodded as he took a bite before Lisa added, "That means you're ready
to be my girl."
George looked at her strangely and wondered what that would mean. He had
promised it all along and, now, he would get to see what prize she had been
keeping from him.
"Don't you want to know what you get?" Lisa asked.
"Sure, I just didn't know if I was supposed to speak."
"You can always speak, now."
George looked at her strangely before she continued, "You're my girl, now.
Not my slave. That means that you get to have a say around here, but don't
get any ideas. I'm still the breadwinner and I wear the pants, but I'm only
going to be bossing you around at work, where you seem to enjoy it the
most."
George grinned at her as she got up and kissed him on the lips. "Now, how
does my little bride to be want to celebrate her new found womanhood?"
"Bride?" George asked.
"Well, Marianne, I think it would be a little odd for my girl to be
anything other than bride, don't you?"
George nodded before Lisa kissed him again and sat down. They finished
eating their meal as Lisa explained her plans for the two of them. They
were going to get married and stay in Kansas City permanently. George was
going to resign from his day to day affairs, but retain ownership, but
would rarely be heard from.
George grew increasingly excited as he heard Lisa's plans for them. His
member engorged between his legs as Lisa began to run her stocking covered
foot up his legs. George smiled at the thought of being Lisa's wife. He
enjoyed working for her and serving her and knew that there were far worse
things he could be doing with his life.
It was the best relationship he had ever had. All of his previous
relationships had failed spectacularly. The only way he had forged a
connection with a woman besides Lisa had been by paying Celene to dominate
him. George realized that he finally had a real relationship with a woman
even if it took him becoming her girl for him to do so. George figured that
he might as well embrace it.
As they finished eating, Lisa stood up and walked towards him. She took him
by the hand and led him away from the table. George followed her up the
stairs as her smooth hand continued to caress his. She opened the door to
the bedroom that they would be sharing from then on and said, "You're my
girl, now."
George smirked at her before she kissed him deeply and led him into their
bedroom.
"Are you ready, pet?"
"Yes, mistress," George Bloom responded as Celene knocked upon the iron
door. George heard the loud clink of the old fashion knocker upon the door
as he pulled at the hem of his short skirt.
He anxiously waited for the door to open, hopeful that he would not be
noticed by those passing by on the street below the staircase leading to
the porch he was standing upon. George had never been to a Dom-sub party
like the one that his mistress had been telling him she was bringing him to
despite his many years of paying for his mistress's services.
George was by all accounts a successful man. He owned a company that had
offices in a number of states in the American Northeast and Midwest. He had
inherited the company from his parents and had expanded it over the years.
Prior to joining his parents' company, he had been an All-State hurdler in
high school and had been a marginally successful collegiate athlete in
track and field.
Despite his success in all his endeavors, George always felt that there was
something missing from his life. A large part of that had to do with his
failure to maintain a successful relationship. His job entailed working
long hours that kept him from giving the women he dated the kind of
attention they expected from a man.
In addition to the long hours, his job also carried with it a lot of
pressure. That pressure wore on him and caused him to prematurely age.
George's constant winning in the workplace, however, helped foster his
boredom with his life. George felt the need to lose at something beyond
relationships, so he sought out an outlet he found online.
George started to obtain the services of online dominatrixes. The way they
talked down to him and degraded him stirred a different sort of arousal
within him that he was not used to. The idea of being dictated to instead
of being the one with the power became his greatest source of pleasure.
After a few years of only using online services to obtain his thrills
through fantasy and occasionally carrying out his mistresses' orders in the
comfort of his own home, George needed more. George actively sought out and
found for hire mistresses who were located not far from where he worked.
George contacted a few of them before he got the nerve to actually go to
Mistress Celene. Mistress Celene was one of the more successful
dominatrixes in the area. She had a number of high roller clients when she
took George on. She enjoyed dominating men as a way to earn extra income.
The moonlighting served two ends for her. There was the financial side and
then there was her ability to exercise the kind of control she did not have
in her personal and professional lives.
Celene was successful in her field as an assistant District Attorney, but
she did not have much authority at her job. She handled mid-level crimes
and was overseen by others she considered not as smart or capable as her.
The dominatrix outlet proved to alluring for her to pass up even though it
was prohibited by her the terms of her employment.
While she was successful in professional life, Celene viewed her personal
life as a failure. She had few friends and few admirers. Her 6 foot 2
height without heels intimidated a lot of men as did her line of work. Her
generally cold and distant demeanor did not help things either. It was only
by playing the part of a dominatrix that she found an ability to connect
with people on a basic level.
Over the years that George had been employing Celene's services, he had
risen among her ranks of submissive clients. During the first couple of
years of their relationship, Celene never considered bringing George to one
of the mixers she attended with other dominatrixes. However, George had
shown an increasing willingness to let her dominate him totally as they
spent more time together.
Their mutual need to keep their time together a secret was not lost on
either of them. While some of Celene's clients were less shy in public
about their fixation on being dominated, Celene knew that she could count
on George to never spill the secrets of their time together.
George, accordingly, became the natural selection for that year's mixer.
George was happy to be selected by her as he had never really met other
submissive men who had the same previsions that he had. Still, he was more
than a little nervous about waited for him beyond the door.
The door buzzed and drew open before Celene tugged on the leash that was
attached to George's collar. George followed her through the door as she
led him through the hallway of the turn of the 20th Century building.
George stared at the ornate woodworks and grand staircase that were
somewhat neglected.
As they walked through the hallway, George heard voices growing closer to
him. His heart started to race as he wondered how the other submissives
were dressed. He hoped that at least some of them were dressed in outfits
as humiliating as the one he found himself dressed in at his mistress's
command.
George and Celene were led into the great room where the guests were
gathered. George stared off at the sea of faces as they entered the room.
Some of the men there were submissives like himself, while others were
masters with their own slave girls. George turned his attention to the
other male slaves and looked at the humiliating manner of their dress as
Celene walked him around and introduced him to the others.
Some of the men were wearing PVC garments not unlike what he was wearing,
but some of the men were dressed in Lolita fashions that George felt that
he was mercifully spared having to wear to the party. While his own outfit
was humiliating, the men he saw in white tights and petticoats seemed to
want anything to come to end their night of extreme humiliation.
Celene stopped and spoke to one of the Mistress's with such a slave. George
was introduced to the man who's name he was told was Slave Robby.
George squirmed as she said hello to the man who was unable to meet his
glance as he stood with beet red cheeks as he was paraded around dressed in
a frilly pink dress, with a big pink floppy bow in his hair, white tights
and pink Mary Janes. George could not shake the feeling that he was happy
that he was not in Robby's shoes.
As Celene pulled George away from Slave Robby, she led him towards another
mistress and her submissive. George froze as he saw the face of the
Dominatrix. Celene glared at him as she came to a stop as her arm jerked
back as George failed to follow her.
George placed his head down as he expected to be berated, but the woman he
recognized came over to Celene and said hello first. George peered up at
her before she stared down to address him.
The woman's face lost all expression as she stared at George. Lisa noted
the unease on George and Lisa's faces. She looked at Lisa and asked, "Do
you know this slave?"
Lisa nodded as she felt her heart racing as she stared down at the cowering
male in front of her. George seemed so different than he normally did when
he was in front of her. She had never noticed anything about him that would
give her an inkling that he was into the sort of thing she moonlighted in.
Celene stared at George as he squirmed about, unable to meet Lisa's gaze.
"Slave, how do you know this woman?" Lisa barked as she wondered if George
was using another Mistress's services.
George shook his head in silence before Celene shouted, "Answer me!"
Celene's shout caused others to look at them. George felt more
uncomfortable than he had ever felt in his life. He had never expected to
see anyone he knew at the mixer.
George said in a low voice, "We work together."
Celene stepped away from George and looked at Lisa for confirmation. Lisa
nodded her head as she looked away from George, who was noticeably
blushing.
"You work together? Okay. What's your relationship?" Celene asked Lisa.
"George's my boss."
"Boss? This little worm is your boss," Celene said as regained her
composure and remembered the role she was supposed to be playing at that
moment.
Lisa, still worried about the consequences that might follow from their
chance meeting that night, only nodded in response. George blushed
furiously as he tried to not to think about what would happen if Lisa
accidentally told anyone how he was dressed that night or that he employed
a dominatrix.
Lisa was not just another employee at the company either. She was one of
his executives. George promoted her because was forceful at work and knew
how to get what she wanted. Still, he had no idea that her need for control
was so much that she would actually work as a dominatrix.
"Slave look at Mistress Lisa," Celene ordered George as he continued to
stare at the floor. George peered up at her and saw the leather catsuit
that hugged every contour of her voluptuous body.
Lisa squirmed almost as much as George did as she stared down at her boss
dressed in a short PVC skirt, stocking with garters that were exposed,
heels and a black, sheer silk blouse that showed his red bra.
"Slave do you have anything to say to Mistress Lisa?" Celene asked as she
was beginning to enjoy Lisa and George's mutual discomfort.
"You look nice," George said weakly.
"Oh, no. That won't do slave!" Celene retorted as she yanked George's leash
causing him to lurch forward.
Celene turned to Lisa and asked, "Has my pet ever done anything to you?"
"No, nothing," Lisa responded.
"Really. This slave never scolded you for anything."
"Well, I screwed up once and..."
"Slave did you berate this Mistress."
George nodded and put his head down.
"How dare you!" Celene shouted.
George squirmed again before Celene pulled on George's leash and said, "I
demand that you apologize this instant."
"I'm sorry, Lisa."
"Such insolence! You shall address her properly," Celene retorted.
"I'm sorry, Mistress Lisa."
"That's a start, but why don't you make it sincere."
"That's really not necessary," Lisa interjected as she nervously rubbed her
neck.
"Nonsense. This slave mistreated you and apparently forget itself. Now,
slave, apologize properly."
"I'm very sorry, Mistress Lisa. You're are a goddess and I'm but a slave
here to serve you," George replied using the apology that Celene frequently
made him use with her when she was unhappy with him.
Celene turned to Lisa who promptly replied, "Apology accepted."
"Good," Celene said.
Lisa then asked Celene, "Can I speak with your slave in private?"
Celene nodded and handed Lisa the leash that was attached to George's
collar before she took the hand of Celene's submissive who was just as
mortified about what had gone as George and Lisa before they walked away
from them.
Lisa led George back towards the hallway. George stared up at the back of
Lisa's head as she led him away from the others. At 5'11," Lisa was three
inches taller than George, but his one inch higher heels had cut down their
difference in size for the night. Lisa brought him into the middle of the
hallway they had entered in and said, "I'm sorry, George about what went on
in there."
"Don't worry about it," George replied.
"No. I'm sorry. I hope this won't affect our relationship."
"I'm fine with it. We just can't talk about it, ever."
"No. Never. No one can ever know about this who isn't part of this scene."
"Exactly," George replied.
"So we're on the same page."
"We sure are, Mistress Lisa," George said with a smirk.
"Okay, slave," Lisa responded with a smile in response before she asked,
"How long have you been going to Mistress Celene?"
"Six years," George answered.
"Six years? I can't believe I never noticed anything."
"Well, I can keep a secret," George replied.
"I can see that."
"I guess you can too," George said.
Lisa nodded and said, "I've been keeping this a secret for 11 years."
"11 years? You've been doing this for..."
"It's my passion."
"I can understand."
"Very good, slave."
"Mistress Lisa can I ask you a question?" George asked.
Lisa nodded before George asked, "Why do you do this?"
"I suppose for the opposite reason of you. I like to dominate. I like
power, while you, apparently, like to be the one who has a heeled foot on
his throat."
George blushed at her accurate characterization of him and only nodded in
response.
Lisa felt more secure about her position as she watched her boss squirm in
front of her. She pulled on his leash and said, "Maybe we shouldn't leave
this here."
"What?" George asked as a feeling of trepidation rose up inside of him.
"Well, we're cross-training on each others jobs at work. That was your new
little program to make sure that each cog in your machine is easily
replaceable. Why don't you join in on the program?"
"How would I..."
"We would have someone cross-training for your job, while you could cross-
train for one of the secretary's jobs."
"I'd look ridiculous."
Lisa smirked as she ran her finger tips under George's skirt and snapped
his garters against his skin before she said, "Not anymore ridiculous than
you look right now, girly."
George blushed and turned away from her before Lisa grabbed his face and
turned his head towards her and said, "I don't want you to fight me on this
slave."
George nodded and said, "I suppose it wouldn't be that bad."
"No. No one would think much of it. It would be a gesture of good will on
your part. It might even be fun for you. You can make a game of it by
wearing panties and your pretty garters and stockings beneath your
clothes."
"Mistress only makes me do that on Tuesdays and Thursdays."
Lisa smirked at George's response and says, "She does? Well, I'll have to
talk to her about making it an everyday affair. In fact, I'm going to check
you everyday, just to make sure that you're not wearing any boys' underwear
like a man."
George blushed prompting Lisa to push even more by adding, "Because clearly
you're not a man. Are you?"
George shook his head as he tried to fight his increasing arousal. Lisa
peered down and saw the bulge in George's panties that was pushing his
pleated PVC skirt away from his body and smirked. She knew that George was
far more willing to take their roles into the real world than he had let on
earlier.
Lisa moved towards George and squeezed his ass between her hands as she
whispered into his ear, "You're my slave now."
George blushed and said, "Of course, Mistress Lisa."
Lisa released him and said, "Let's join the others."
George followed Lisa as she pulled on his leash and led him back into the
room where the other dominatrixes and submissives were. She returned him to
Celene before they spoke about their new work relationship.
Celene nodded at Lisa and said that she was happy that they had worked
things out in a way that enable both of them to be in their "proper
places."
Celene then led George around the room as they continued to talk with the
others for a few hours until it was time to leave. Once that time came,
George left with Celene and went back to her car. Celene drove him back to
her place where George dressed in his male clothes before returning home.
The events of that night weighed heavily on George as he made the trip back
to his home. He wondered just how much his relationship with Lisa would
change as he climbed into bed that night.
-----------------------------------------------------------------------
The next day, George awoke and went about his typical Sunday morning
routine of lounging around his home after eating breakfast. As he read the
newspaper, he heard his cell phone ring. George picked up the phone and saw
from the caller identification that it was Lisa calling.
George was hesitant to answer it, but he knew that he would eventually have
to confront what had happened the night before. Figuring it was better to
discuss it outside of work hours, George picked up the phone and answered,
"Hello."
"George, how are you?" Lisa replied in a strained tone. George could tell
that Lisa felt awkward about the situation they were in.
"I'm good, how about you?" George replied after a brief silence.
"Great...Now, about last night..."
"We were just getting caught up in the moment," George interjected.
"Right. Right," Lisa answered.
George scratched the back of his neck as he replied, "Lisa, I need you to
keep what happened last night confidential."
"Oh, totally. Totally. I'm with you on that. I don't want the others
knowing about my side job. It could make things awkward."
"Yes, I can imagine," George replied before letting out a nervous laugh.
Lisa smirked as she heard George's laugh as she replied, "I know! Just
imagine if people thought about you being led around on a leash by me while
you're dressed like some bondage slut. I don't think either one of us could
live that down."
George blushed as he replied, "No, we couldn't."
Lisa heard the quake in George's voice and added, "And God knows what they
would think if they pulled up your pants legs and saw the stockings you
were wearing for your mistress."
"I wasn't planning on..."
"You were going to disobey, your mistress? She'll be disappointed to hear
that."
"This should just stay between us."
"Well, your mistress is a friend. I can't keep that her slave is running
afoul of her from her."
George cleared his throat as he retorted, "No, I'm telling you as your boss
not to tell her."
Lisa went silent for a moment before she replied, "I understand, George,
but aren't you the least bit curious as to what it would be like."
"Curious about it? Sure. Do I want to be stupid about it? Not so much."
"Oh, come on. What are the odds that anyone will notice your underwear?"
"Slim, but existent. And I've done from time to time already," George
countered.
"But don't you love the feeling of hosiery on your legs."
"Uh, well...," George replied before trailing off as he did not want to admit
to Lisa that he enjoyed the feeling as much as he did.
"And the thrill of exposure? You're going to tell me that you don't want
that thrill after what I saw you doing last night?"
"The thrill is there, but..."
"You're just afraid of things getting too real. You have for a hire
relationship with your Mistress and you don't want to get that kind of
stuff added to your personal life by a girl just looking to have her own
fun with you on her own time."
George blushed as she responded after a brief, "Well, we have an employment
relationship..."
"We do, but we could have so much more," Lisa responded causing George's
already engorged member to throb. George was unsure of what Lisa meant. He
went to respond, but Lisa continued, "We can even make a game of it."
"What kind of game?"
"I want you to let me train you to be my girl."
"Your girl?"
"That's the prize."
"What does that entail?" George asked
"Telling you now would ruin the surprise," Lisa responded.
Lisa cryptic answer concerned and excited George before he said, "Well
what's the game?"
"I was thinking of a point system for girly behavior."
"Like what?"
"Like if I teach you to do something and you keep doing it, you'll get a
treat commensurate with the points you've earned."
Lisa's proposal excited George. He responded, "That's sound like it could
be a lot of fun."
"It's a lot of fun for me. It's a lot of work for you, but I'm sure you'd
enjoy parts of it."
"When would you teach me?"
"I'd come to your home after work and train you, and I'd check up on you
throughout the workday to make sure that you're putting my lessons into
effect."
"So you'd be spending time with me at my home?" George asked as he became
even more intrigued with the nature of Lisa's unspecified treats.
Lisa smirked as she responded, "Yes, I would, but don't get any ideas. Just
remember the golden rule here is I am always in charge."
Lisa's remark made George's member surge forward as he responded as Celene
had trained him, "Of course, Mistress."
George blushed as the remark to his subordinate left his lips, but he could
not take it back no matter how much he wanted to. Lisa responded, "That's a
good pet. Now, tomorrow morning, I'm going to go into your office and check
to make sure you're wearing panties and stockings like a good girl."
George nodded in silence, prompting Lisa to ask, "George, do you
understand?"
"Yes," he forced himself to respond.
"Good, this going to be so much fun. I can't wait to see you tomorrow."
"Neither can I," George responded truthfully.
Lisa laughed as she said goodbye to him. George hung up the phone with a
smile on his face while he contemplated what his agreement with Lisa would
bring. The smile faded as he wondered if she really could convince him to
go through with it. The thrill of being caught made him excited even as he
knew it would be potentially devastating to his business.
-----------------------------------------------------------------------
George waited patiently for Lisa to enter his office the next morning for
his morning inspection. George heard a knock upon his open door and peered
up at Lisa as she stepped through his doorway.
Lisa smiled as she asked, "Can I speak with you for a moment, George?"'
George nodded and said, "Sure. Can you please close the door?"
As Lisa closed the door behind her, George got to his feet and walked
towards her dressed in his business suit. Lisa strolled up to him with a
seductive wiggle at her waist and ran her fingers down his chest as she
whispered, "Are wearing your panties for me like a good girl?"
George blushed as he nodded. Lisa smiled back at him as she pulled the
pants away from his waist and reached down and pulled out his tucked shirt.
Lisa smirked at the black satin panties that were covering George's tucked
away manhood. George squirmed as she tucked his shirt back into his pants
and stepped away from him.
As Lisa looked him over with a grin, George continued to squirm and grew
excited as he felt the pulling sensation of his garters as he nervously
moved his legs. Lisa noticed the mixed emotions on his face as she reached
out and pulled him towards her. She then blew into his ear for a second
before she whispered, "And are you wearing your stockings for me?"
As Lisa's hot breath lingered on his neck as she moved away from him,
George nodded once more.
Lisa stroked her chin as she whispered, "Show them to me?"
George blushed as he slowly pulled up his pant legs. Lisa watched as she
saw the black sheer stockings exposed above George's high black socks as he
kept moving his pant legs up.
A knock on the door forced George to hurriedly push down his pant legs as a
voice asked, "George, is this a good time?"
"No. I need a moment with Lisa," George answered his secretary in haste.
"Okay," Elizabeth answered.
George's heart raced as he turned his attention back to Lisa. She winked at
him and said, "So which girl are you going to be cross training with?"
"I haven't really given it any thought."
"Really?"
"Yes, it's kind of a strange request to ask one of the girls to train me."
"I suppose you're right, George, but that's the beauty of it isn't it?
You're not going to be very comfortable asking her and you won't be
comfortable doing it and that's what turns you on."
George blushed and nodded before Lisa continued, "So which girl is it going
to be?"
"I don't want it to be one of the personal secretaries. That would just be
too weird for me."
Lisa smirked as she replied, "I suppose I should be pushing you to do that
then, but I'll let it slide for now."
George nodded as she said, "So that leaves the girls in the bullpen."
"Which one of our lovely cubicle dwellers will it be then?" Lisa asked.
"I've got six options..."
"Let's go through them then," Lisa interjected as she took a seat in one
George's guest chairs and gazed up at him.
George stared down at her and looked over long and well toned, nude sheer
stocking covered legs that peeked out from beneath the above the knee hem
line of her sleeveless, teal, Ponte dress. Lisa crossed her legs and let
the suede, teal, 4 ½ high heeled pump on her right foot dangle from her
toes as she asked, "So where do we start?"
"Well there's Karen..."
Lisa shook her head and said, "Karen's too old and conservative. She'd be
going nuts if she had to train her boss. She's been a secretary for forty
years. She remembers when she would have to call a someone in your position
by his last name. She struggles to call you George. I think she might quit
if she had to teach you her job."
"Well, I see that you given this some thought," George answered.
"No. I can just size each of them up."
"Well, which one would you chose?"
"I have it down to three?"
"Who?"
"I'll let you guess."
"Kristen?"
"The office manager?" Lisa answered with a laugh before she continued, "No,
she's the only one them with any authority."
George nodded and said, "What about Victoria?"
"She's a definite option. She's thirty-five. She's got a young kid and
needs the job. She might question why you're doing it, but anyone of them
will, but she'll do her best to make sure that you're satisfied that's
she's teaching you it right."
George nodded before he said, "So by that logic, the other two girls I
should chose are Emma and Alice."
"Well, I'd put Emma in that category."
"What about Alice? She's got a kid in college. She's need the job."
"Not really. Alice's husband makes a lot more than he did when she first
started here. She mostly works, now, because she wants to, not because she
needs to."
"What effect would that have..."
"She's fairly conservative too. She might be disturbed enough with the idea
of training you to do her job that she might quit. We don't want our little
game messing up the business, do we?"
George shook his head before he said, "So that just leaves Tristan."
"She needs the job."
"But she's really young," George countered.
"While she might have that on her side, she also has significant student
loans that this job barely makes a dent in. She's over qualified, but she
can't get anything better."
"I don't want to be trained by a kid."
"I don't think you should either. That leaves us with Alice and Victoria.
They both know how to do their jobs and will train you well."
"Who do you think will be better?" George asked.
"I'd say Victoria. That's it. She's the one," Lisa replied as she uncrossed
her legs and stood up.
"Victoria?"
Lisa nodded as George leaned against his credenza. Lisa grinned at him
while she said, "I'll leave you to get some work done."
George nodded in response as she sauntered over to him and placed a brief
kiss upon his lips before she said, "I'm really looking forward to
tonight."
George stared at her as she smirked back at him before she opened the door
and walked towards her office. George stood in stunned silence as he tried
to understand the meaning behind the brief kiss.
George's mental struggles were broken up by Elizabeth who asked, "Is it a
good time, now?"
George nodded and listened to the message she had for him. George responded
to the client before he did a little quality control work before his vice
president joined him as George trained the man to do his job.
As George's vice president did some of his work, George got to his feet and
decided that it was the right time to approach Victoria. Victoria's desk
was located amongst five other cubicles.
To get to Victoria's desk, George had to walk past Lisa's office. As he did
so, he glanced into it and saw Lisa peer up at him. George saw the smile
come across her face as he made his way towards Victoria.
"Victoria, can I have a word with you?"
Victoria gave George a concerned look as she was genuinely confused. She
answered, "What did I do wrong?"
George shook his head as he answered, "No, it's nothing like that."
"Oh, okay," Victoria said with evident relief in her tone.
Victoria got up and joined George in a conference room where George
announced, "Victoria, as you know we are instituting cross-training in the
office."
Victoria nodded as she answered, "I know. Kristen's training me to do her
office manager functions."
"That's right. You're learning to deal with the office supply vendors and
scheduling vacations and the like, right?"
"Yes, sir."
"Please don't call me sir, it makes me feel old," George answered with a
smile.
"I'm sorry, George," Victoria replied, feeling more comfortable speaking
with her boss.
"No, don't be. I just wanted to speak with you to see how you're coming
along."
"Good, I guess," Victoria answered as she began to wonder if George was
considering replacing Kristen.
"Well, I'm glad to hear it. I just want to speak with you about your job."
"I'm happy with it. Kristen's great to work for," she answered as she
instinctively tried to protect the woman who had gotten her a job in the
company in the first instance.
"That's great to hear. I just wanted to speak with you about the whole
cross-training thing."
"Okay."
"Well, you see it's like this. I'm the only one here who isn't involved in
this program that I've initiated here to make sure that things go smoothly
if some takes another job or, God forbid, something unfortunate happens."
Victoria nodded as George paused before he continued, "Well, I know I have
to include myself in this program, as a measure of good faith, so you were
chosen at random for me to learn from."
Victoria stared at George and asked, "Are you being serious?"
"Yes," George answered.
"Why not any of the executives?"
"I know how to do their jobs. I was doing it when I started with this
company. They're all doing a piece of what I used to do."
"I'm sure you also made your own copies and coffee back then too."
"I did."
"Then I don't really see the need, George..."
"I know it's crazy, Victoria. It's just to show that I'm one of you."
"One of whom?"
"One of the people at this company. I can't hold myself above the rest of
you and have each of you learning someone else's job and not including
myself in this whole thing."
"I appreciate that, sir..."
"Victoria, again with the sir."
"I'm sorry, George."
"It's okay. Please continue."
"Are you sure that you don't want have someone else do it?"
"No, you're the name I picked out of the hat. I think I know how to do just
about everything here, but I want you to teach me over the new few weeks a
few things that might be new around here."
Victoria nodded. She resigned herself to training George to do her job and
said, "Okay. When do you want to start?"
"Well, Roger's doing my work right, now. So, now's as good a time as any."
Victoria nodded again as George stood up and opened the conference room
door and said, "Lead the way."
Victoria got up and walked towards her desk. George wheeled a chair over as
the other secretaries gave odds stares at Victoria and George.
The confused secretaries looked at each other for an explanation before
Kristen asked, "George, what's going on?"
George explained that he was taking part in the cross-training program and
that Victoria was training him to do her the job. The secretaries gave each
other incredulous looks and wondered if George's explanation was pretext
from him trying to get Victoria to have an affair with him.
George tried to keep his mind focused on Victoria's instructions as he felt
his garters shifting with his every movement in his chair. The feminine
feeling on his legs made him excited as he listened to his subordinate give
him instructions on how to do her job.
Victoria showed George how the business card scanner worked for adding
addresses to the company's directory. She had George try it out and he was
impressed by the device. He had seen a number of business innovations over
the years cut down on the number of secretaries he had to employ and began
to wonder if six was too many in addition to the personal secretaries.
Victoria then illustrated for George how the secretaries where taught to
answer the phone. When the phone rang next, George field the call and sent
it to one of his executive's secretaries. The girl was surprised to hear
George's voice announce that he was transferring the call.
As Victoria went to teach George something else, Kristen called over to
Victoria, "Victoria, can you go pull the Williams file."
"Sure," Victoria responded as she stood up and walked past George.
Kristen smiled at George and said, "Why don't you go help her?"
"Help her?" George asked with a laugh.
Kristen nodded and said, "You're the one training to do her job. She has to
follow my orders. So why don't you? It's all part of the training."
George stared at her for a second before Kristen started to laugh. George
began to laugh as well as did the other secretaries.
George decided to play along and walked over to the file cabinets to help
Victoria retrieve the file. George carried it over to Kristen for Victoria
and said, "Here you go, Kristen."
"Thank you, dear," Kristen replied with a smile.
George rolled his eyes and told Victoria that he had to get back to
training Roger. George walked back to his office and checked Roger's work
and found that it was more than satisfactory.
George dismissed Roger from his office and caught up on his work as the end
of the workday came. He kept working at his desk until 7 that night when
Lisa walked into his office.
She smiled and asked, "Are you going to be ready to go anytime soon?"
"You're really coming to my place tonight?"
"I've packed my overnight bag. It'll be good for me to see you in your
element after work."
George shrugged and said, "Just let me finish up and we'll get going."
George finished reviewing the document in front of him. He picked it up and
put on his secretary's desk and went down to Lisa's office.
He knocked on the door and said, "Are you ready?"
Lisa nodded. She swung her feet to the side and stood up. She slipped on
her jacket and picked up her purse. She handed George her overnight bag and
led George out of the office.
They went to George's car and got in. While Lisa lived several blocks from
the office and always walked there as part of her daily exercise routine,
George resided thirty minutes away from the office.
As George drove them towards his home, Lisa asked, "How was your training
session with Victoria?"
"It was good. I learned a little bit about the new technology we got for
the company. I don't think a secretary's life has ever been easier."
"Well, technology has increased productivity, but secretaries have to do
the same amount of work as they always did. It's just more varied now since
they don't have to have a different secretary assigned for each different
task."
George nodded as he replied, "Yes, but sexual harassment laws have made it
easier for them."
"Well, some of them are still sleeping with their bosses, but that's not as
common as it once was."
George turned towards her and said, "Are any of my executives sleeping with
any of them?"
The noticeable alarm in George's voice made Lisa smile. She replied, "No,
but the Albert's Group across the hall..."
"Yes."
"Let's just say Mr. Albert has been having an affair with his secretary for
many years."
"How do you know that?"
"They come to some of our little parties."
"Our parties or our parties?"
"Our parties."
"Really, which one is the..."
"Mr. Albert is a total dom."
"I should have guessed that, but it's weird that there are four of us on
the same floor."
"Well, he got me into it."
"What?" George shrieked in a tone that embarrassed him.
"We dated for about three months and then he brought me to the first
party."
"You were a sub?"
"Well, he was trying to make me one, but things did not go as he planned."
"Did you know what he was bringing you to?"
"No, much like Jeri Ryan, I had no idea, I just reacted differently."
"How'd you react?"
"I told him that if he wanted me to play a part he was going to have to be
my pet."
"How'd that go for you?" George asked with a laugh as he thought about the
blustering man from the office across the hall.
"About as well as you would think. He wasn't having any of that. I enjoyed
my time there though and once I realized that the mistresses there were
getting paid well, I kind of saw something that was really up my alley."
"To each his own, I guess," George replied as he continued driving down the
road to his home.
George pulled the car into his garage and led Lisa inside. George led Lisa
up to the guest bedroom and said, "I guess you can stay here tonight."
"Why not your room?"
"What?" George asked as his heart started to race.
"Well, you're a sub. Shouldn't you be in the smaller bedroom?"
"Oh, you meant...okay...oh, yes. I guess, but..."
"But what? You agreed to this little experiment."
George shrugged and said, "Okay. We can do it."
Lisa smirked and said, "Great."
As she turned to walk towards the master bedroom, she stopped and kissed
George again.
George stared at her in silence as she took her overnight bag from his hand
and put it in his bedroom. Lisa smirked as his confused look and said,
"Come on, babe, let's get you ready for your nightly training session."
George smiled and said, "Of course, Mistress Lisa."
"Well, trained. I like that. Celene did a nice job with you."
"Well, my mistress is very strict."
"Well, anyway, dear. Let's get started. Now, what do you usually do each
evening?"
"I go to the gym first thing after work, but I couldn't do it today,
obviously."
"Okay. So, you're a gym rat."
"Well, I keep myself in shape."
"I can tell that. You've got a very hard body."
"Thanks."
"It wasn't a compliment. I like my pets soft to the touch."
"I don't know how we'll fix that."
"I've got a plan."
George stared at her and asked, "What's that?"
"You will see," Celene said with a smile as she looked him over. After a
brief period of silence, she said, "Why don't you take off those clothes?"
"Right here?"
"Why not? Is it anymore humiliating for you than what I saw you dressed at
the party as?"
George shook his head and began to disrobe in the guest room. As George
removed his shirt, Lisa stared at his hairless chest and six-pack abs. She
smiled as she said, "Now, I noticed at the party that your legs were
shaven, and now, I'm seeing..."
"Yes, I've shaved my whole body for years. I like the way it feels and I
tell everyone that it's just to show off my muscles. Most people I know
believe it."
"I bet they do," Lisa replied as George removed his pants exposing his
panties and stockings to her.
Lisa smirked at George's body. George was a lean muscular man. He did not
have much muscle mass, but what he did have was well sculpted.
George asked, "What's next?"
"Well, you have some lingerie, so I'm figuring that you probably have some
pretty clothes for yourself around here somewhere."
George blushed and said, "Yes, Mistress. Would you like to see them?"
Lisa nodded and followed George into his room. George opened the doors to
his walk in closet and showed Lisa his feminine clothing.
George's feminine wardrobe consisted exclusively of fetish wear including
latex dresses, skirts, tops and Lolita fashions and costumes that he had
purchased pursuant to Celene's orders.
Lisa shook her head as she looked through the clothing and said, "I see
that you're a real sissy, aren't you?"
"It's my Mistress's taste not mine."
"I don't think it's anyone's taste really. This stuff is just meant to
humiliate you. It's not the kind of stuff you can really wear out."
George nodded and said, "I only wear it when I'm with her."
"Well, you'll be wearing it with me too, but we'll have to go shopping soon
to get you some real girls stuff. I like my pets to be a little more
realistically girly than Mistress Celene does."
George nodded and said, "Of course, whatever you think is best."
"That's a good frame of mind to be in, George. I'd suggest you always kept
that thought in mind," Lisa replied before she reached into his panties and
grabbed George's erect manhood.
George blushed as she pulled him towards the rack of his feminine clothing
and asked, "What do you want to wear tonight?"
George looked at her askew and selected the least frilly dress he had. The
red and white gingham dress with white lace edging was still something that
no woman would wear without the express intent of garnering attention, but
it was the best choice that George figured he had.
Lisa pulled the dress off of his clothes rack and handed it to him. George
blushed as he slipped into the dress and pulled up the back zipper.
Lisa giggled at him as he looked humiliated to be dressed as he was in
front of her even though he had worn much more degrading outfits for
Celene.
With the dress on him, Lisa turned her attention to this footwear. George's
feminine shoes were all of the same style that struck Lisa as more than a
little ridiculous. Each pair of shoes had at least a five inch heel except
for a single pair of Mary Janes with a one inch heel. While she wanted to
train George to be her girl and not her sissy, Lisa knew that she had to
make due with he was providing her that evening.
Lisa pointed to a pair of black five inch heeled shoes and told George to
put them on. George did so without questing her. As George stood before her
in his pumps, he clutched nervously at his hem as Lisa looked him over from
head to toe.
"Well, that's good enough for five points, plus your initiation to a
secretary's role is worth another ten points."
"I've got 15 points, what's that get me?"
"Well, now you have five because you just lost ten for speaking out of
turn."
"Oh, sorry."
"And there goes the other five," Lisa replied with a smile that was quickly
replaced with a stern look.
George put his head down as Lisa ordered him out of his closet. George
walked out of it and waited for her instructions. Lisa's first order was
for him to make dinner.
Being an experienced cook, George had no trouble doing it even though he
was unused to doing it in heels and a dress. Lisa smirked as she watched
George cook with ease and remarked, "Well, you're a regular domestic
goddess, aren't you?"
George blushed as he continued cooking as he replied, "I only cook for
myself. I have a cleaning lady for the rest."
Lisa shook her head as she replied, "That won't do. I expect you to learn
how to clean up after yourself. Is that clear?"
"Yes, Mistress Lisa," George replied as he turned his attention back to
cooking.
He brought the food over to her and set the table. He served Lisa first
before he sat down and served himself.
Lisa smiled as she ate his cooking and replied, "Well, dear, you're quite
the little cook."
"Thank you," George replied as he took a bite of his food.
"Well, this is good enough for thirty points."
George nodded unsure, if he should speak given his reduction in points the
last time he answered her remark about the points he had earned.
After dinner, George cleared the table and washed the dishes and pans,
earning him another twenty points. Once George finished, Lisa called him
over to her for his first lesson. George minced over to her in ungainly
steps.
Lisa shook her head and said, "You're walking like a man in heels. If
you're going to become my girl, you'd better walk like a girl."
As the song Walk Like a Man briefly began to play in his head, Lisa began
to instruct him how to walk in heels. George listened closely and followed
her instructions to keep his stride short and straight, he kept his legs
together and worked a wiggle into his walk at Lisa's instruction.
George's feet began to grow pained within thirty minutes, but the practice
continued on for another two hours as he paced around the home and had to
go up and down the stairs, careful to walk down at angle to make sure the
heel and toe of his shoes were properly supported on each step.
Lisa then let George rest, calling him over to the couch. There she put him
through his paces on the proper ways to sit. George listened and practiced
sitting alternatively with his legs together and to the side, with his legs
crossed at the ankle and with his legs crossed at the knee.
As George practiced sitting, Lisa gave him a chocolate treat for his
progress in walking in heels. George carefully unwrapped it and placed it
in his mouth as he crossed and recrossed his legs at Lisa's direction.
After an hour of practice, Lisa decided that it was time for bed. At Lisa's
insistence, George slipped under the covers of the guestroom bed still
dressed in the fetish dress, stockings and heels.
George situated himself as best he could in the bed as the pain in his feet
continued while the heels remained resting on his feet. He drifted to sleep
and wondered what his next few weeks with Lisa would bring.
-----------------------------------------------------------------------
George spent his following weeks training with Lisa at home and spending at
least an hour a day with Victoria at work as she trained him how to do her
job. Lisa carried their training into the workplace as well.
Lisa made sure that they spent their first weekend together shopping for
George. George was a bit concerned when she dressed him that Saturday
morning in unisex shorts and a t-shirt in addition to the blue flip-flops
she got him.
George hated the sound they made as slapped against his feet as he walked
past the store frontages with her. Lisa brought him into a store and let
him decide what clothing he would need for his feminine alter ego that she
had taken to calling Marianne.
George selected a number of tops and skirts as well as simple dresses for
around the home when he was alone Lisa. Lisa graded each one of his choices
and gave him the highest marks for the most realistically girly choices he
made.
While she disliked the childishly girly clothing Celene had made him buy in
addition to bondage wear, she wanted to make him feel like a girly girl
when he wore feminine clothing. Since George enjoyed feeling feminine, this
was not an issue for him.
After they finished shopping at the store, George was taken to a specialty
store for his underwear. George selected several different pairs of
panties, stockings, tights and pantyhose in addition to bras and camisoles
for wearing underneath his clothing at all times.
As the second workweek started after their training began, George found
himself wearing a white camisole underneath his blue shirt. George felt
relieved that Lisa allowed him to wear a colored shirt over it as he feared
that his white shirts would expose the straps and scooped neckline of the
cotton camisole that rested on his body.
On the Thursday of that week, Lisa decided to raise the stakes even further
by giving him a camisole leotard she had purchased the day before during
her lunch break. George dreaded putting it on that morning, but he found
that the polyester/cotton fabric that stretched along with his body was a
turn on for him.
It was not until after he got to work and had to use the rest room that he
realized why Lisa had been so eager to have him wear it. George found that
he had to undress himself in the stall to relieve himself.
As George felt the intense urge to urinate, he fumbled with removing his
shirt and pants. He was careful to make sure that the others in the stalls
beside him could see nothing more than his socks and not the black tights
that extended up his legs as he pulled the leotard down his body.
George turned suddenly and clutched the leotard as it almost fell to the
ground as he pulled it down away from his groin with his tights. George
heart raced as he feared what anyone would think if they saw the
unmistakably feminine spaghetti straps of his camisole leotard top. As
George redressed, he decided to limit his fluid intake the rest of the day
to cut down on the number of times he would have to use the restroom.
George's efforts did not go unrewarded as Lisa continued to give him points
and chocolates for his successes each evening. George was happy enough to
take it even as he felt he could do without the chocolates. He was gaining
a little weight and the physical exertion that his training with Lisa
entailed was not nearly as strenuous as his typical workouts.
George felt that his body was getting softer and he saw that his six pack
abs were starting to fade off his frame. Still, George had never been as
aroused as he was when Lisa was training him each weeknight.
Celene noticed during their Saturday night session that George's mind
seemed to be elsewhere and she confronted him about his more feminine gait.
George admitted that Lisa had been training him at work and at home.
Celene shook her head as she dismissed him and said, "I don't need someone
around me who's falling in love with another mistress."
George tried to get her to reconsider, but Celene decided that it was best
that she no longer see him. George told Lisa what Celene had said, and Lisa
smirked while she said that Celene had done the right thing.
The next day, Lisa took George to the salon she frequented. She paid the
girls to give George a pedicure and manicure. George watched with a sense
of relief as his nails were only coated with clear nail polish that would
not be that difficult to explain away.
George was far less relieved when one of the girls began to pluck his
eyebrows, he went to object, but Lisa's scowl told him not to. George felt
a sense of relief when the woman stopped and showed him his eyebrows. While
they were more defined and sculpted, they were not overly feminine. George
was sure they were mannish enough to avoid scrutiny.
In addition to increasing the femininity of his body and clothing, Lisa
continued giving him daily training to improve his mannerisms. George found
himself being forced to walk with his chest out and back straight each
night. Lisa continued to make sure that he had a wiggle in his walk that
even presented itself when he walked around at work.
His altered gait was not the only part of his training that bled into his
work life. Lisa's daily speech regimen required him to use greater
inflection in his tones and to speak with his hands. As the weeks past,
George found himself unconsciously doing so whenever he talked with anyone
at work or elsewhere.
It caused him some consternation, but he noticed that no one said anything
to him about it. Consequently, George figured that no one considered it a
big deal.
While his weekend wardrobe became exclusively feminine, George found that
Lisa wanted him to make even more changes to his appearance on the weekend.
George was required to apply and remove makeup to train himself each night.
Each weekend George was expected to wear makeup at all times. As the weeks
went on, George caught himself refreshing his lipstick every two hours
without prompt as Lisa trained him. George would have to laugh during the
week when he would look for his pocketbook to refresh his makeup only to
realize that he was wearing pants and sitting behind his executive's desk.
At home, he was further expected to keep his previously unkempt hair in a
feminine style. George worked on perfecting the look each night and wore it
out each weekend whenever Lisa required him to go out with her. He tried to
make his short hair more feminine by wearing headbands, hairclips and the
barrettes that he purchased.
Shopping for Marianne by himself always made George smile as the female
clerks would tell him how much they thought his girlfriend would enjoy the
clothing, accessories or the necklaces, bracelets and rings he had taken to
wearing at home at Lisa's insistence. George often caught himself wondering
what the female clerks would think if they knew that he was really buying
them for a woman, but for the purpose of pleasing her by wearing them
himself.
As the fourth week of the training began, George was given unisexual shoes
to work in. While they came for the ladies department, the male inspired
oxfords were not feminine enough to draw any attention to him. Once the
shoes were firmly part of his wardrobe, Lisa bought him a few blouses to
start wearing in place of his dress shirts.
The first few blouses George wore were not overtly feminine. The only thing
that gave away that they were intended for women was the location of the
buttons of the shirt. Still, no one said anything when he started wearing
them to work.
Once George realized that no one either notice or cared that he was wearing
blouses, Lisa decided to switch his almost unisexual shoes to shoes that
were more vaguely feminine. The first pair Lisa got for him did not seem
that much more feminine to George than the shoes he had been wearing. The
only thing that George felt was feminine about the black oxford style shoes
was their one and half inch heel.
George walked around work in them without any real issue. One of the girls
noted that he seemed a little taller and George countered that he was
wearing lifts. George did not think that the girl believed him since it was
obviously the heel of his shoe that made him seem slightly taller, but no
one made any mention about it.
From then on Lisa got more daring with her selections for George. She got
him oxford silhouette style shoes without laces to wear on casual Friday.
George thought they were too feminine, but he only received easygoing jokes
about them from some of his male employees.
It was not long after that Lisa decided that he should pair his casual
Friday shoes with a woman's jacket. George grimaced when he saw the style
of the jacket, but he wore it to work. Some of his employees noted the
small lapels, but George explained that it was a European fashion that went
with narrow ties.
As George's work clothing grew more unambiguously feminine, he began to
worry that his employees were talking and laughing about him behind his
back. Those worries, however, did not prompt him to change his behavior as
he noticed that there was no drop off in productivity at work. George felt
that as long as his behavior was not affecting the bottom line, he should
do what was making him happy.
While George was working in his feminine clothing, Victoria was teaching
him her job. George spent at least an hour a day with her working on
mastering her many simple tasks. George found that it was a welcome break
from the many stressful hours behind his own desk. More than anyone in the
office besides George or Lisa, Victoria was aware of George's increasingly
feminine wardrobe and behavior.
Knowing that George was lifelong bachelor, Victoria believed that George
was slowly coming out of the closet as a homosexual, so she did not pay
much attention to it. She began to treat him like one of the girls when
they worked together, which George picked up and assumed was simply because
she was growing increasingly at ease around him.
George's own secretary also noticed the changes that were affecting George.
She did not speak about them, however, for fear of endangering her job.
George felt that he had achieved an interesting equilibrium in his life.
His professional life was as successful as ever, but his personal life was
more exciting than it had ever been. George was pleased by the effect that
Lisa had on his life and wondered where they would go once she deemed his
training complete.
As the workday ended after the sixth week, Lisa walked into George's office
and closed the door behind her. George smirked up at her and said, "What do
you have planned for tomorrow?"
"George, I believe it's time for us to talk."
George nodded and said, "Okay."
Lisa sat down and leaned back in her chair as she said, "I think we've have
taken this as far as we can here."
"Come on there's got be something else we can do," George countered.
"There is."
"What?"
"You need to be overtly a woman."
"How can I do that?"
"Start living fulltime as my girl."
"I can't do that. My whole male life would be ruined."
"Then let's do it someplace far away from here."
"Where?"
"We're looking for a new regional manager in Kansas City."
"So?"
"We should go."
"What you want me to put myself in there as the female boss?"
"No. I want you to put me there as the female boss."
"And what about me?"
"You'd be my secretary."
"I can't do that."
"That's what Victoria's been training you to do. You're telling me you
still haven't mastered the tasks yet."
"I can do it just fine, but I'm not a secretary."
"You're too good to be a secretary? I don't see you having a problem with
them when you're out there. You're already one of the girls and they know
you're a guy. Imagine if they didn't."
"I can't!"
"Keep your voice down. We don't want any of the cleaning crew girls hearing
about this."
George nodded as he replied, "Right. They don't think of me as one of the
girls, do they?"
"You tell me."
George closed his eyes as he thought about the laughter he had shared with
the secretaries in the office and his playful banter with them. It seemed
so much different than his experiences with them before Lisa had began to
train him.
"Maybe you're right, but it would be humiliating."
"More humiliating than being the guy walking around here in girls
clothing."
"But that's just between us."
"Sweetie, please, everyone knows you've been cross-dressing. No one's
saying anything because you're the boss and you can fire them."
"Are you serious," George answered as he began to feel sick.
"Of course. You couldn't possibly think you can walk around in shoes with
that big of a heel, blouses with the buttons on the other side, a woman's
coat and those groomed eyebrows and not think it wouldn't lead to the
obvious conclusion."
George sunk in his chair and clutched his head.
Lisa leaned over onto the desk and said, "Come on, baby. Just give it a
try. If you don't like in a month, we'll come back here. I promise."
"So what am I supposed to say to that?"
"Just say yes. Have I steered you wrong yet?"
George clutched at his jacket and blouse and said with some hesitation,
"I'm not sure."
Lisa smiled at George and said, "You know it could be worse."
As with many of the things Lisa did and said, George was unsure of what she
meant. George figured, however, that while he had not seen her take
pictures of him in his feminine best or training with her, she may have
managed to record it in someway.
George knew, however, that Celene did have pictures of him in his fetish
wear. He wondered if those pictures had migrated over to Lisa.
While he feared potential disclosures by Lisa, George was also intrigued by
her idea. George wondered if he could really pass himself off as a woman.
Even if he failed, he figured, none of the people who found out that he was
really man would know who his true identity. George found that he was not
particularly disturbed by the prospect of strangers discovering his true
gender.
George smiled back at Lisa and said, "I suppose a one month leave of
absence wouldn't be the worst thing in the world for me to explain."
Lisa smirked at George and said, "You won't be sorry."
George nodded and put his head down as he wondered what it would be like to
work for Lisa. The prospect excited him and George felt the familiar
squirming of his expanding, warm manhood between his the cheeks.
-----------------------------------------------------------------------
Shortly before George was scheduled to move to Kansas City, he went out to
run some errands for Lisa. While there business lives were tied up in neat
packages as Roger was scheduled to take his position during his one month
leave of absence and another worker had been promoted to take Lisa's
position, George still had things to do to get ready for the move. As he
walked out of a store carrying packing tape, he heard a familiar voice
behind him.
George turned and looked at Celene as she talked on her cell phone. She
smiled at him as she hung up the phone and said, "George, how are you?"
"I'm good," George replied, unsure of how to address her.
Celene looked around them before she said in a low voice, "I heard you're
taking a leave of absence."
"How did you hear that?"
"Lisa's ex-clients are looking for new ladies to give them what they want.
A couple of them have reached out to me."
"They know about me?"
"Someone did."
"Jesus. I don't think I can come back."
"Is this my fault?" Celene asked.
"Is what you're fault?"
Celene leaned towards him and whispered, "Is she blackmailing you?"
George smiled as he replied, "No. She's not."
"If she is, you tell me. I don't care about my career. I'll come clean and
we'll prosecute her."
George laughed as he answered, "No. It's her idea, but I'm going along with
it. I like being with her."
Celene smiled at George as she replied, "I'm glad to hear it. That's a big
load off my mind."
"Well, I've got to get going. I've got more packing to do."
"Sure. I hope you enjoy your new life."
George thanked her as they parted ways. As he made his way home, George
wondered if Celene was right in suggesting that he was starting a new life.
George knew that that no one at the subsidiary knew him or Lisa. They were
only going to be introduced as who they presented themselves as.
Lisa was going to be her, but he was going to be introduced as a woman.
That's what everyone would think he was, George figured.
George got to his home and packed up his things to load onto the moving
truck. Lisa came by later with some of her belongings and they were moved
onto the truck as well.
George and Lisa then went inside to await the cab that was going to take
them to the airport. George had paid to have his car transported to the
home they purchased in Kansas City so he was forced to hire someone to
drive them to the airport.
Lisa smiled at George as she saw him staring wistfully around his empty
home that he was keeping for the time being. Lisa put her arm around him
and kissed him on his cheek as she said, "Once we get set into our new
lives, this won't mean anything to you anymore. Besides do you know what we
could get in Kansas City for the price of this place?"
George smiled back at her as he knew the cost of living was much lower in
Kansas City than it was in the Philadelphia suburb he had spent most of his
life in. As the cab pulled up in front of the home, he felt Lisa tugging on
his arm. George put his head down and picked up his luggage that contained
only his knew female wardrobe and headed off to his new life.
-----------------------------------------------------------------------
After settling in at their new home, George and Lisa relaxed before their
first day at the office. George feared that despite all of Lisa's training,
that everyone around him would figure out that he was not really a woman.
While Lisa constantly assured him that he had nothing to worry about, he
could not put his worries out of his mind for long.
The night before their first day, George laid in his bed with his stomach
in knots. The idea of being seen in nothing but women's clothing, while
trying to pass himself off, unambiguously, as a woman still struck George
as odd. He feared the reaction of his new coworkers if they noticed what he
felt was obvious.
The next morning, George got out of bed and went through his new morning
routine. He shaved his body before he got dressed in his intimates. George
put on his gaffe and black panties before he tucked away his member and
walked back into his bedroom.
George took out his black tights from the dresser and sat down on his bed.
As he had many times before, George rolled the tights down into an o-shape
and began to draw them slowly up his leg, careful to savor every moment as
the silky feminine feeling moved up his legs.
As George finished pulling up his tights, he adjusted their control top
before he took hold of the black bra. He hooked it behind his back and
stuffed it before he put on his long white silk robe with long chiffon,
raglan sleeves and a shawl collar and walked down the stairs to make
breakfast for Lisa and himself.
Lisa smiled as she came down the stairs and heard the sound of George
working in the kitchen. She looked him over and saw his tights covered
ankles beneath the robe as they poked out of the leopard print loafers she
had bought him to wear around the home.
Lisa smiled as she sat down at the kitchen table and asked, "Are you ready
for your first day?"
George nodded and said, "As ready as I imagine I'll ever be."
"I'm glad to hear that," Lisa said as George carried over a plate of food
for her.
As George placed it down in front of her, Lisa reached for George's hand
and said, "I know that you've done a lot for me."
George looked at her oddly as she stroked his hand. He was unsure if she
was doing it in a friendly way or if she wanted something more from him.
George felt that it was not his place to inquire giving their arrangement
so he smiled and walked away when she released him.
George ate beside Lisa in the kitchen before they each headed up the stairs
to finish getting ready for their first day. George dressed in a skirt
suit. The black and champagne colored, floral medallion print skirt hit
above his knee, and George felt it constrict his stride as he went over to
his closet to take out the white blouse he was pairing with the suit.
After putting the blouse on, George went into the bathroom and put on his
makeup. Given Lisa's prior instructions and his many hours of practice,
George had no trouble putting on his foundation, lipstick, eyeliner and
mascara.
With his makeup finished, George went back into his bedroom. He slipped his
arms into the solid black jacket of his skirt suit and then reached down
and took hold of a pair of floral lace, platform d'Orsay heels with a bow
atop the peep toe. He carried them down the stairs and put them next to the
door next to the server upon which his pocketbook was resting.
Lisa came down the stairs not long after he did. She picked up her
pocketbook and told him to follow her. Lisa got into the driver's seat of
George's car and pulled it out of their driveway.
George felt odd being in the passenger seat of his own car, but he figured
it was something he was going to have to get used to. As Lisa drove down
the highway, George felt a bit queasy as all of his worries about his
appearance remerged. He frequently found himself checking out his
appearance in the vanity mirror and in the side view mirror.
Lisa noticed and shook her head. She was well aware of George's worries,
but she knew that there was no mistaking George for a guy.
Lisa pulled the car up in front of the small office building and said,
"Here we go."
George nodded and opened the passenger side door. He walked along beside
her and followed her into the building. They got on the elevator together
and went to their second floor office.
George followed Lisa through the office doors and saw a number of the staff
workers staring at them. Lisa and George went around introducing themselves
to each of the fifteen people that worked at the regional headquarters. To
George's relief not one of them showed any signs that they believed that
George was not the woman he was presenting himself as.
George grew more self-assured as he walked around beside Lisa introducing
himself to the various workers. During George's conversations with the
employees, George found out that there were only two support staff workers
besides him, Lily, the receptionist, and the office manager, Hedy.
George knew that he would be working with Lily and Hedy more than he would
anyone else in the office besides Lisa. He made a mental note of trying to
spend more time with them while Lisa kept him by her side as they continued
to introduce themselves to the employees.
After they finished greeting George's new coworkers, George helped Lisa set
up her office. They situated everything on her large wooden desk before
George walked out of her office to setup his own desk.
George's desk was located just outside of Lisa's office. His desk was
slightly to the side of her door and dead-ended into a wall. George
carefully situated himself at his desk and looked around. He saw a printer
on the corner of his desk as well as may of the same devices that Victoria
had on her desk back at the company's Philadelphia headquarters.
As George logged into the system, he looked around the office at all the
employees. They all were going about their business while Lisa was
acclimating herself to being the boss of the office. George smiled as he
figured that Lisa should not have much trouble asserting herself as an
authority given what he knew about her.
Shortly after he sat down, his telephone rang. George picked up and said,
"Hello."
"Hey, Marianne. I've got a call for Lisa I need to send over to you."
"Okay, who is it?" George asked Lily.
"It's someone from corporate."
"Oh," George replied as his heart started to race.
"Are you okay?" Lily asked, noticing the concern in his tone.
"No, I'm fine. Thanks. Please send the call over."
George's heart raced as heard his phone ring with the number of his old
office. George picked up the phone and said, "Desk of Lisa Tilly. Marianne
speaking, how can I help you?"
George nervously tapped his feet on the ground as he hoped that whoever was
on the other side of the telephone line could not recognize his voice,
which he had become skilled in distorting.
"Yes, this is Roger Montague."
George swallowed hard as he asked the Vice President he had worked so
closely with, "What can I do for you, Mr. Montague?'
"I'm just checking in on Lisa. It's her first day in the field, and I want
to make sure she's well aware of what's expected of her."
"Of course, Mr. Montague. Hold on just one moment."
George got up and alerted Lisa about the call. Lisa nodded and told George
to send Roger's call in. George did so and breathed a sigh of relief as
Roger had not let on that he knew that George was acting as Lisa's female
secretary.
After Lisa finished with her call, she called George into her office.
George felt sick to his stomach as he wondered if Roger had figured out the
truth.
George sat down in Lisa's guest chair at her insistence and crossed his
legs at the knee just as Lisa had taught him. Lisa smirked at the nervous
secretary in front of her that had once been her boss. She smiled as she
said, "Roger called to give us our quarterly expectations. I told him that
I have no doubt that we will meet Corporate's target, but to do that,
however, you're going to have to take a proactive role in the company."
"What do you mean?" George asked.
"Well, we can't have our workers here wasting their time doing clerical
work that can be done by Lily and Hedy."
"Sure. Of course."
"What that means for you, however, is that I want you to help them out when
you're not tied up with me."
George looked at Lisa and asked, "You want me to help them out, right?"
"Yes. You're going to be doing a lot of stuff for me and working with me
closely, but, most of the time, I figure you can spend your time doing
whatever Hedy needs you to do to make this place run more efficiently."
George nodded since he understood Lisa's productivity concerns. He had been
the one who increased his regions' goals each year and knew that Lisa was
under the same pressure he imposed on every regional manager in the
company.
Lisa stared at George as he waited for her to continue. She leaned towards
him and said, "Now. I meant do it right, now. I don't have anything for you
to do so go over and ask Hedy if she needs any help."
"Okay," George replied in haste as he got to his feet. George walked
through the office and went to Hedy's desk.
Hedy smiled up at George as he asked, "Hey, Hedy, is there anything you
need help with this morning?"
The middle aged woman smiled and said, "Of course, dear. There's a whole
bunch of files by Lily. Please be a dear and file those away for me."
"Do we have a system here?" George asked.
Hedy laughed and said, "Of course," before she explained the regional
office's filing system. With the knowledge in mind, George walked over to
Lily's desk and asked her where the files Hedy was referring to where.
Lily pointed the files out to George before she fielded a phone call and
transferred it to Lisa. George looked at her and asked if he should have
handled the call.
Lily shook her head and explained that the prior regional manager did not
have a personal secretary to field his calls. George shrugged and said,
"Lisa came from corporate, I'm sure that's why they afforded a little
special privilege."
Lily smiled back at George as he picked up the files from the floor beside
her desk as she said, "Don't get me wrong, I'm happy we have another girl
to help out around here. I wish the prior manager had his own secretary. It
would have made my life a lot easier."
George smiled and nodded as Lily laughed. George spent the next hour filing
away the many files before he walked back over to Lisa's office and knocked
upon her open door.
Lisa looked up at George. George smiled at her while he asked, "Is there
anything I can do for you, Lisa?"
Lisa grinned as she leaned back in her chair and said, "Yes, there's
something I've been waiting for you to do for me for a while."
"What?" George asked as he gave her an inquisitive look.
"Get me a cup of coffee."
George smiled at her and could tell that she was trying to make him feel
his new position in the company. She had driven home earlier that he was
now beneath the office manager in the office hierarchy and now she was
assigning him the most menial task in the office.
George nodded and said, "Sure thing."
George went to the kitchen and took out a coffee mug. He then poured Lisa a
cup of coffee and made it the way he knew she liked it given their weekend
morning together.
As George carried it back over to her desk, he could not help but smile at
his predicament. He had been the CEO, president and majority shareholder of
the company the week before, now, everyone around him knew him only as a
secretary who was fetching coffee for her boss.
George had been used to dealing primarily with employees who were scared of
him. Now, there was no around him that feared him. Those that paid him any
attention saw him as someone beneath them who was there to make the office
run smoothly or as a woman of less than average attractiveness.
George laughed to himself as he walked towards Lisa's office and knocked
upon her door. Lisa looked up as George walked over to her desk and placed
the coffee down before her. Lisa took hold of the cup and said, "Thank you,
Marianne. Now, go see if Hedy has anything else for you to do. I'm good
here for the time being."
After leaving Lisa's office, George walked over to Hedy and asked, "The
files have been put away, is there anything else I can help you with?'
"There's plenty. There's always something to do around here."
"That's a good thing."
"Yes, idle hands make the devil's playthings," Hedy replied as she got to
her feet and adjusted the gold cross pendant of her necklace over her bust
before she led George into the kitchen.
Hedy grimaced before she said, "I hate to do this to you, but there's been
a bit of a build up dirty dishes and cups in the sink because the guys
around here don't think it's part of their job to clean up after
themselves. So I do my kitchen bitch duties around here, but I've got some
documents to get out for the sales team. Do you think that maybe you could
clean the sink out?"
George nodded and said, "Of course. I'm happy to help. If I'm the kitchen
bitch, today, I'm the kitchen bitch."
Hedy grinned as she laughed and replied, "Thanks, you're a doll."
George smiled back at her and began to wash the dishes, cups and silverware
in the sink before he put it all on the drying rack. As he did so, George
realized that he had never had a job where he had to do such a menial task.
The more he thought about what he was doing, the more excited he got.
George tried to think about anything else as he began to become concerned
that his excitement might result in his aroused member poking the back of
his tight skirt away from his body.
As George finished in the kitchen, he saw Lisa standing next to Lily's
desk. She called George over and told him to fill out the forms in her
hand.
George took them without question. He walked back over to his desk and sat
down and began to fill out the forms for Lisa. He smirked as he thought
about how she told him to do it instead of asking him to do it. It was
similar to their training sessions and home life where there was no
questioning Lisa.
After he completed the forms, he brought them to Lisa for her review. She
told them to leave them on her desk and told him to review the mail that
came in.
George carried the mail back to his desk and slipped his feet out of his
heels. While his feet were not experiencing anything more than a mild pain
at the moment, George knew it was best to take preventive measures to
minimize the pain he would feel when he needed to wear them.
George reviewed the letters at his desk and summarized them briefly before
he carried them to Lisa and left them for her review. Lisa thanked him and
gave him back the forms that she advised were completed satisfactorily.
As George went to leave Lisa's office, she called over to him and advised
him to pickup her lunch. George asked where she ordered from prompting her
to smile as she replied, "I didn't order anywhere. I'm telling you to order
me lunch and pick it up for me."
"What would you like?"
Lisa smirked as she replied, "You know what I like. Surprise me."
George nodded and felt uneasy about following Lisa's directions. He walked
over to Hedy and asked what establishments were available in the area for
them to get lunch from. Hedy opened one of the drawers in her desk and
pulled out several menus and advised George which one's she believed where
the best.
George looked over the menus for Lisa and ordered what he thought she would
most like and ordered something for himself there as well. The eatery
advised when the food would be ready for pickup and George told Lisa. Lisa
told him to head on over to the establishment, which was three blocks away.
George walked out of the office and headed for the elevator. He exited the
building and walked the three city blocks. As he walked along, his feet
bothered him more and more as the heels slapped against the cement and
asphalt beneath him.
The leers George got from some men walking by excited him before he walked
into the eatery and picked up the meals he had ordered with Lisa's credit
card. He carried the bags containing the food back to the office and
brought them into the conference room so that he could have lunch with
Lisa.
Shortly after he laid out the food, Hedy asked if she could join them with
her lunch as she wanted to get better acquainted with her new boss. George
and Lisa raised no objections and invited her to sit down.
The three of them chatted about various things around the office and their
back grounds. George repeated to Hedy the carefully arranged back-story
Lisa had drilled into him.
Lisa finished first and got back to work, while George and Hedy continued
to eat and talk to each other. George felt a strange friendly connection
with her. He had not had a close friend since he was in Junior High School.
All of his adult friendships were matters of convenience. He tolerated the
yes-men that surrounded him and his various business contacts that looked
for work from him rather than being lonely. While they were better than
nothing, George wanted something more from a friendship and hoped he would
form one with Hedy.
After lunch, George went back over to Lisa and asked if she needed him to
do anything for her. Lisa gave George an order to schedule meetings with
the various branch managers in the region whom she was trying to get
acquainted with.
George nodded and got on his telephone and started making the arrangements
for Lisa to travel around the region meeting the various branch managers.
After George finished doing so, he went over to Hedy and asked if she
needed help.
Hedy advised that she needed a stack of papers copied. George looked at the
voluminous stack and sighed as he picked some of the documents up and
carried them to the copier machine. As the copier hummed beside him, George
daydreamed about what his night with Lisa would be like.
George wondered if she would give him any instructions on how to do his job
better. George felt great working for her and was fond of being ordered
around by her as much as he enjoyed just being one of the girls in the
office.
As the first stack of papers finished copying, George picked up the second
stack and began to make more copies as he saw a fax coming in on the fax
machine. George walked over to the machine and reviewed the fax. He carried
it over to the salesman it was for and gave it to him.
The man thanked George and asked, "Could you get me a cup of coffee?'
George shrugged and said, "Sure. How do you like it?"
"Black with a little sugar."
George nodded and took the cup from the man. Lisa noticed him walking
towards the kitchen with it and approached him and asked, "What are you
doing?"
"I'm getting a cup of coffee for Eddie over in sales."
Lisa smirked and said, "Carry on, Marianne."
George smiled at her as he knew that she was enjoying watching him get
coffee for one of her employees. George got the man the cup of coffee and
brought it back over to him before he went back to his desk.
The heels that were stinging his feet and ankles were the first thing to
come off before he checked Lisa's messages to make sure that there was
nothing he missed.
George then took a deep breath and put his heels back on and went back to
the copier machine. He carried the copies over to Hedy and then helped her
staple them together and prepare the mailings.
Shortly after they finished, the workday came to an end. The entire office
emptied out besides George and Lisa. George explained to Hedy and Lily that
Lisa expected him to stay after with her. They figured it was part of his
role as her personal secretary so they were not too surprised by the
requirement.
George helped Lisa get her office ready for the next day before they got
into their car and went home. George walked in the door and immediately
removed his heels before he walked into the kitchen and began making dinner
for the two of them while Lisa read the newspaper at the table.
As he placed the meal before her, Lisa took a bite and said "That's another
30 points with the two hundred and fifty points I figure you earned today.
Do you know how many that make?"
George looked at her and shrugged. Lisa laughed and said, "Good girl,
already sucking at math," before she continued, "That makes one thousand
points."
George nodded as he took a bite before Lisa added, "That means you're ready
to be my girl."
George looked at her strangely and wondered what that would mean. He had
promised it all along and, now, he would get to see what prize she had been
keeping from him.
"Don't you want to know what you get?" Lisa asked.
"Sure, I just didn't know if I was supposed to speak."
"You can always speak, now."
George looked at her strangely before she continued, "You're my girl, now.
Not my slave. That means that you get to have a say around here, but don't
get any ideas. I'm still the breadwinner and I wear the pants, but I'm only
going to be bossing you around at work, where you seem to enjoy it the
most."
George grinned at her as she got up and kissed him on the lips. "Now, how
does my little bride to be want to celebrate her new found womanhood?"
"Bride?" George asked.
"Well, Marianne, I think it would be a little odd for my girl to be
anything other than bride, don't you?"
George nodded before Lisa kissed him again and sat down. They finished
eating their meal as Lisa explained her plans for the two of them. They
were going to get married and stay in Kansas City permanently. George was
going to resign from his day to day affairs, but retain ownership, but
would rarely be heard from.
George grew increasingly excited as he heard Lisa's plans for them. His
member engorged between his legs as Lisa began to run her stocking covered
foot up his legs. George smiled at the thought of being Lisa's wife. He
enjoyed working for her and serving her and knew that there were far worse
things he could be doing with his life.
It was the best relationship he had ever had. All of his previous
relationships had failed spectacularly. The only way he had forged a
connection with a woman besides Lisa had been by paying Celene to dominate
him. George realized that he finally had a real relationship with a woman
even if it took him becoming her girl for him to do so. George figured that
he might as well embrace it.
As they finished eating, Lisa stood up and walked towards him. She took him
by the hand and led him away from the table. George followed her up the
stairs as her smooth hand continued to caress his. She opened the door to
the bedroom that they would be sharing from then on and said, "You're my
girl, now."
George smirked at her before she kissed him deeply and led him into their
bedroom.
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