19 November 2010

Pretty Humiliating Part 3

By: littleone

Note: Contains same sex encounters.

Miles had ordered Bobbi to stay in back on his hands and knees because he
didn't want cum all over his seats. Bouncing around in the back of Miles
van Bobbi fought the urge to gag as he pulled another pubic hair from his
mouth.....Yuck! The taste of cum fresh in his mouth he couldn't wait to
get home so he could brush his teeth. Gosh this guy came in buckets, my
panties are just soaked and it felt like I swallowed a gallon of cum. Oh
what am I going to tell Mom or Candy if they notice my wet panties? No
matter what happens the rest of my life, I sucked a cock.......I'm a cock
sucker.......Bobbi was thinking as he heard Miles say

"I really like you cupcake, you are the hottest little fairy I've ever
dated and you're so obedient and submissive. You looked so cute with my
cock in your mouth, the look on your face baby.......Was that your first
time sucking cock cupcake?"

"Ah, um yes sir, um Master."

"Oh don't worry cupcake, you did fine for your first time and I'm going to
give you tons of practice. You'll be the best little cock sucker before
you know it, so quit your worrying."

Seeing Miles glance back at him expectantly Bobbi said, "Um, thanks Mil, I
mean Master." Shit what am I going to do worried Bobbi, this jerk thinks
I'm hot for him because I came in my panties while kissing him. I'm
worrying how to get out of seeing him again and he talks like I'm worried
about sucking his cock better. Arrrrgh!

For the millionth time Bobbi rued the day he got into that fight with
Candy. He felt so weak as he balanced himself on all fours while Miles
rounded a turn, feeling the wet gusset of his panties against his little
hairless balls and penis. With his tiny hairless penis tucked safely into
his wet panties Bobbi hardly felt like a man when he had first lowered
Miles's underwear and seen his monstrous cock surrounded by a bush of
pubic hair. His circumcised cock had to be at least eight inches Bobbi
realized, maybe nine. That's like three times bigger than mine. So, this
is what a real man looks like. It wasn't lost on Bobbi either that it took
Miles way longer to cum than it did for him. As he had sucked his cock he
kept thinking, please, please hurry up and cum so I can get this thing out
of my mouth. When Miles finally did cum he still had to keep his cock in
his mouth ruining his immediate hopes to finally be free of it. He could
still easily remember, taste, smell and feel Miles's big cock sliding in
and out of his mouth. The way he was forced to kiss and lick it and how
slippery and smooth it felt against his lips and tongue. One time while
fucking his face, Miles with a good hold on his Tinker Bell earrings had
forced his cock all the way in Bobbi's mouth causing him to gag and panic.
His nose pressed into Miles's hairy bush he could feel his big balls
resting against his chin as he pleadingly looked up to Miles for mercy.
Nothing could have prepared him for when Miles came though. Bobbi had
never tasted boys cum and never had any intention to. He was unprepared
for how hot his cum was and how much he shot. When Miles came his cock was
halfway in his mouth leaving Bobbi little choice but to swallow. Even now
he was repulsed to think he swallowed another boys cum but the things he
did after that........Holding his softening cock in his mouth until it
hardened again, oh he had felt like such a fool and a sissy staring at
Miles's lower belly and pubic hair as he held his cock in his mouth
feeling its heavy weight on his tongue waiting for it to get hard again so
he could do what next with it. He was so scared Miles wanted to fuck him
that he was actually relieved when he was ordered to stroke him off into
his panties. He didn't like having to lick Miles's cock, balls and pubic
hair, clean either, especially his pubic hair. Oh that was sooo gross, he
must have already pulled ten hairs from his mouth. I have got to throw my
comb out as soon as I get home, yuck! He couldn't even stand that it was
in his purse right now. Poor Bobbi was feeling cheap and used. Knowing he
was just too much of a coward to stand up to Miles, his Mom or Candy,
Bobbi humiliatingly realized he just might end up being a pretty good cock
sucker before Miles got through with him. He was broken from these happy
thoughts when he heard Miles say, "Were here baby."

Miles parked the van in the driveway and walked around to the side door to
let Bobbi out. He was as happy as a lark and very relaxed after cumming
twice. He couldn't believe this little fairy, he was a dominant gay man's
wet dream and he was all his. That he was timid, shy and somewhat
reluctant couldn't have excited him more. His cock was getting hard again
already as he opened the door and took Bobbi's hand to help him out.
Continuing holding Bobbi's hand he walked him to his front door. When they
got there he said, "Wrap your hands around my neck pretty baby and give me
a kiss goodnight."

The wimp that he was Bobbi did as ordered. Up on the tips of his pink
heels he wrapped his hands and arms around Miles and with closed eyes he
shyly kissed him.

Miles grabbed Bobbi by his cute little bottom and slipped his tongue into
the sissies mouth. As he ravaged the little fairy he reveled in how his
hands slide across his slippery shorts and panty clad bottom. Oh I can't
want to tap this ass he was thinking. All in good time Miles he told
himself. Breaking the kiss but keeping his face very close to Bobbi's he
said, "So were on for next Friday then cupcake?"

"I, um, ah, I'm not so............. That was as far as he got when he
suddenly felt Miles cup his little balls in his bear like hand and squeeze
just hard enough to really scare him.

"Now cupcake, there is no need to play hard to get. You're already mine
baby so we can skip those games silly. I'll pick you up at six on Friday,
wear something really sexy doll.....Ok?" Miles said with an extra squeeze
of Bobbi's balls on the word ok.

"Oh, um, ok," squeaked Bobbi thinking, wear something sexy? What does he
call what I'm wearing now.

"Excellent, I can't wait cupcake, we are going to have so much fun. I'll
call you during the week." With that Miles planted one more kiss on his
new pet and was off.

Sheepishly Bobbi entered his home, hoping his Mom and Candy were in bed or
otherwise occupied. Both were sitting on the couch.

"Well it sure looks someone's in love Mom," giggled Candy. "I saw Bobbi
and Miles kissing by the tree. K-I-S-S-I-N-G, first comes love, then comes
marriage, then comes Bobbi pushing a baby carriage," laughed Candy.

Blushing beet red Bobbi said, "Um, ah, I'm going to ah, go to my room and
ah, wash up."

"Hang on there lover boy," Caroline giggled, "I want to hear all about
your date sweetie. From the looks of you two on the porch you obviously
had a good time."

Squirming in his wet panties, desperate to keep this humiliation hidden
from his Mom and sister, Bobbi held his little Tinker Bell purse right in
front of his crotch. "I'm ah, really tired Mommy, can I tell you about my
date tomorrow?"

"Sweetie don't be so shy, now come over here and sit down next to your
Mommy and tell us about your little sissy date," Caroline smiled.

Candy had been eyeing Bobbi intently ever since he walked in, reveling in
his humiliation. She couldn't help but notice the way he was holding his
purse, like he was trying to hide something. Thinking we can't have that,
she stood up and walked over to Bobbi. Snatching his purse from his hands
before he time to react she said, "Lets see what your trying so hard to
hide Bobbi."

Caroline had not yet picked up on what her daughter had, when Candy
snatched his purse away she could not help but notice Bobbi's soaking wet
shorts and panties. His panties were so wet that his little nylon shorts
clung to them all along his crotch area making the pinks hearts on his
panties clearly visible. Gasping she exclaimed, "My God Bobbi, did you wet
your panties?"

"Ah Mom, I don't think that's the kind of wet you think," Candy injected.

Blushing herself now, Caroline looked directly at her sissy son and asked,
"Bobbi! Did you just.......um, did you just orgasm in your panties while
you were outside kissing your boyfriend?"

Wishing the ground would open up and swallow him Bobbi just stood there
nervously squirming in his wet panties. He wasn't about to tell his Mom or
Candy that he had masturbated Miles until he shot his load into his
panties.

Staring right at her wimp brother, Candy loved every second of his
embarrassment. She couldn't believe the little fairy had another preemie
in his panties, God what a fag!

"Well, I'm waiting young man," Caroline stated.

Knowing he did actually have an orgasm in his panties, only that it was
much earlier in the night, and seeing no way out of this humiliation, his
eyes on his pink heels, Bobbi stuttered, "Um, ah, it was an accident I
swear Mommy........I, I didn't mean it......"

"Can you imagine? Well I never........I'll tell you what Bobbi, I
certainly don't want to hear any more of your silly denials about not
liking boys," Caroline said astonished.

"The proofs in his panties," Candy said laughing at her joke.

"Disgusting," Caroline said. "I guess we know all too well how your date
went. Go to your room Bobbi and get your soaked shorts and panties off,
then rinse them out, just disgusting! You should be ashamed of your self
young man, it's obvious you have no more control over your.....your penis
than a baby. I can see all those preemie jokes weren't really jokes.
Shame, shame young man."

Fighting back tears, Bobbi minced off to his room as ordered. Not wanting
any more trouble he made sure to keep his hands above his waist, palms
turned out and took short delicate little steps placing one foot in front
of the next. Once in his room he quickly got out of his soaked and sticky
panties and shorts. Wishing he had a bathroom door to close he went into
the bathroom to wash his privates, he couldn't stand having Miles's cum
all over his penis and balls. It made him feel so used. Before he did that
though he had a much more urgent need to brush his teeth and rinse his
mouth out. He brushed and rinsed repeatedly, his mouth feeling fresh once
again. But no matter how much he brushed and rinsed he couldn't get it out
of his head that he did have boy's cum in his mouth and that it was now in
his stomach.

Earlier in the week Bobbi's shower curtain and rod were taken down and it
was explained to him that sissies always took pretty bubble baths. Right
now he wished he could take a hot shower so he could wash Miles's cum off.
He really didn't want to go through all the trouble of a bubble bath but
decided there was no way he could go to bed without thoroughly washing.
Starting the water and pouring in a generous amount of Tinker Bell Bubble
soap (yep, Candy had even found Tinker Bell bubble soap at Walmart) Bobbi
removed the rest of his outfit, his half shirt and training bra. Slipping
into the hot water Bobbi had to admit it felt good. Seconds later he saw
Candy stroll into his room, she was wearing tight jeans and had a little
cotton top on. The white top was skin tight and showed off her firm young
breasts. He could easily see her bra through the top, it made him think
ruefully, at least she needs one. Her long hair was up in a high pony tail
and she had a big smile on her face as she sat down on the closed toilet.

"K-I-S-S-I-N-G, I saw Bobbi and Miles kissing by the tree, first comes
love, then comes marriage, then comes Bobbi pushing a baby carriage,"
Candy sang over and over again.

Naked and vulnerable, Bobbi was thankful for the bubbles but not for
Candy's teasing. "Come on Ms. Candy, stop it....please."

Candy crossed her legs and femininely swung her foot back and forth as she
said, "Why don't you make me Bobbi. K-I-S-S-I-N-G, I saw Bobbi and Miles
kissing by the tree, first comes love, then comes marriage, then cums
Bobbi in his pretty little panties." Oh she laughed at that last one,
pleased with her creativity.

Bobbi just blushed and blushed, sinking lower under the bubbles, wishing
Candy would go away.

Candy got as excited about boy on boy sex as much as guys got about two
girls going at it. She had loved watching Miles kiss Bobbi on the porch,
her wet panties were proof of that. "Soooooo cupcake........tell me all
about your gay little date. I'm just dying to hear all the details. Did
Miles get into your panties?"

"Um....no, we ah just went to the festival and ah, you know just came back
here," Bobbi said thinking no way am I telling anyone about what happened
in Miles's van, especially Candy!

"Oh is sissy too shy to kiss and tell? I still can't believe you came in
your panties Bobbi while kissing your boyfriend!" Shaking her head as she
got up to leave Candy giggled, "I'll just have to call Miles I guess to
get all the messy details.......K-I-S-S-I-N-G................."

Bobbi watched Candy walk out of the bathroom singing her stupid song. She
was so pretty and feminine, it just infuriated him that a girl had done
all this to him. Girls were supposed to be the weaker sex. As a boy he
felt he should be superior to girls, at least physically. The reality of
his situation was changing his old way of thinking and he didn't like it,
not one bit. Finished drying off Bobbi went to his dresser to get some
clean panties to wear. Opening his panty drawer he longed for a plain old
pair of cotton boy's underwear. Choosing his Hello Kitty panties he slid
them on, at least they are cotton he thought. Tired from his emotional
day, Bobbi pulled on his babydoll nightie and climbed into bed. Drifting
off to sleep he tried to think of something he could do to get back at
Candy.

Bobbi was getting dressed Saturday morning when Candy came into his room.
He was pulling up the back zipper on his tight denim Capri's, having
already tucked in his Fabulosity blouse. It was his most masculine outfit
and he chose it for good reason, today was grocery shopping day.

"When you're finished dressing sissy, go get a cup and a spoon and meet me
in my room so I can give you a pad to wear," Candy happily ordered.

What the hell does she need a cup and spoon for wondered Bobbi. Sliding
his feet into his black patent leather open toed pumps he headed off to
the kitchen. The only good thing about these heels was the relatively low
one inch heel, the very reason he choose them. Totally sissy looking with
a bow on the instep, they were the easiest heels for him to walk in. He
was certain that Candy had thought of that when she made him buy them.
Knocking on Candy's door as he was thinking, I'd do anything for a pair of
gym shoes, he heard her smug, "Come in Tinker Belle."

"My don't you look cute! You are really getting good at applying your
makeup big brother," Candy said with emphasis on the words 'big brother'.

"Ah, thanks Ms. Candy."

"No problem cupcake. Soooooo........guess what?" teased Candy.

Bobbi just stood there with a perplexed look on his face squirming in his
capri's.

"I talked to Miles last night sweetie and he really, really likes you! He
told me you guys have a date this Friday and that he can't wait. Aren't
you just so excited Tink's?"

"Um, I, um, I'm not so, um........"

"Nonsense," Candy interrupted. "Miles told me everything and I think I
know what you're having reservations about cupcake and I've got a great
idea to help you out. But first is there something you wanted to ask me
brother?"

"Yea, um, please Ms. Candy do you think I could pretty please have a used
Kotex to wear to help remind me it's not funny to say...'On the Rag'?"

"Of course Tinker Belle, but do me a favor first. Put down the cup and
spoon and then hold your hands up over the shower curtain rod."

"Wha, wha, why do you want me to do that?" squeaked Bobbi.

"Because I said to, that's why. Is that a problem creampuff?"

"Na, no Ms. Candy," said an obsequious and worried Bobbi.

Bobbi timidly placed his hands above the shower curtain rod and Candy
quickly secured thumb cuffs on him thus locking his hands held high above
him over the rod. Sitting down on her closed toilet seat Candy looked up
at her helpless victim, her wimpy brother. Time for some sissy fun, fag
boy. "So cupcake Miles said you looked a little shocked when he shot his
load in your mouth. Oh don't look so worried baby, it's not like I'm going
to tell everybody. Anyway sweetie, all sissies eat cum, it's a well known
fact. You're just not used to the taste, that's where I can help you
buttercup."

Seeing all too well where this was headed Bobbi stammered, "I,I,I, please
Ms. Candy, I, um, I don't think I want to, ah, please Ms. Candy........"

Reaching her hands around Bobbi, Candy playfully patted his bottom, and
then very slowly began to lower the rear zipper on his cute high waisted
capri's telling him, "You're not denying you're a sissy, are you Bobbi?"

"Ah, um, no Ms. Candy."

"Now don't worry Bobbi, this won't take long at all," Candy giggled while
pulling down his capri's. Next she slid his little panties down to just
below his penis. Taking his tiny member between her thumb and index finger
she started to gently stroke Bobbi.

Bobbi tried desperately not to get hard but it was useless. He may be
small but he was seventeen and almost always hard to begin with, a sissy
or not his hormones still raged. He had no chance with it in someone
else's hand. He quickly erected to his full two and three quarter inches.
He closed his eyes and gritted his teeth to no avail. Nineteen seconds
after he erected he shot his sissy cream into the cup Candy held before
his penis.

"See, I told you it wouldn't take long. Now open your mouth Tinker Belle,"
Candy smirked holding a spoonful of Bobbi's hot cum before his lips.

"Please..........

As soon as Bobbi opened his mouth to say please Candy pushed the spoon
into his mouth, "Yum, Yum, it's your sissy cum, swallow it cupcake."

Swallowing down his warm cum fed to him by his sister Bobbi felt so weak.
Yuck, yuck yucky, oh he didn't like eating his cum at all. It was thick,
warm and slimy, yuck! Knowing he would be serving his Mom and Candy
breakfast in bed tomorrow, Bobbi quickly hatched a plan to get back at
Candy.

Scooping up another spoonful, Candy giggled, "For such a little cupcake
there sure is a lot of creamy filling."

Bobbi pulled on his thumb cuffs but was clearly trapped until Candy let
him down. How do I get myself into these situations Bobbi whimpered to
himself as Candy fed him the last spoonful of his cum. His hands trapped
high above him, his panties and capri's down around his thighs and the
taste of his cum fresh in his mouth, poor Bobbi was feeling like the
biggest sissy in the world.

"That's a good girl," Candy smirked wiping the spoon across Bobbi's lips.
"Now what do you say cupcake?"

Oh how he wanted to wipe the superior look off Candy's face, her know it
all attitude just infuriated him. Thinking she's going to get hers Bobbi
squeaked out a, "Um, ah, thank you Ms. Candy for um, helping me get used
to the taste of, um, ah, cum."

"You're welcome cream puff," Candy said while releasing his thumbs. Next
she produced his pad for the day. This one was from Rebecca, she was only
too happy to help Bobbi remember girls didn't like the term, 'On the Rag'.
She had worn it way longer than she normally would have so it would be
extra messy for Bobbi. Candy had poured some hot water on the pad to
freshen it up and make it even more messy.

Bobbi whimpered again as he placed the wet heavy pad in his panties.
Pulling his panties and capri's up he felt the moisture spread all over
his hairless balls and penis.

"Go and wash your cup and spoon sweetie, then write on the cup, 'Cupcakes
creamy filling' and bring them back here. I don't think anyone else is
going to want to use them now that you had a preemie in it. We can keep
them in here for next time. Now scoot pansy," Candy said with a slap to
his bottom.

"Yes Ms. Candy," simpered Bobbi with a curtsey. Walking down the hall to
the kitchen Bobbi could feel his wet and heavy pad slosh between his legs.
Already worried about leaks he quickly checked the crotch of his pants,
something he would do all day long. Before he left for the grocery store
later that morning he returned to his bathroom and liberally sprayed FDS
all over his panties, leaving its own feminine smell causing him to
whimper yet again.

Parking his Mom's car in the driveway after returning from the grocery
store, Bobbi sat with his eyes closed for several seconds. Taking a few
deep breaths he was thankful that ordeal was over. Two teenaged girls,
once they saw him, had followed Bobbi all around the store. They stayed
behind him the whole time and he could not ignore their teasing comments
and constant giggling. He was super self conscious and blushed the entire
time. When he had sat back down in the car for his return trip home, he
looked down at his capri's and wanted to cry when he could see that
moisture had soaked the crotch. His arms laden with grocery bags he
blushed anew when he entered the kitchen and saw Candy and Rebecca sitting
at the table.

Knowing he was wearing her used pad Rebecca smiled broadly upon seeing
Bobbi enter the kitchen. Like Candy, she was finding the power she had
over a boy insatiable. "Hi cutie! Love your outfit Bobbi, isn't that from
Kimmora Lee Simmons Fabulosity line?"

Trying to keep the grocery bags in front of his crotch, Bobbi shyly said,
"Um thanks Rebecca, yes it is."

"Her clothes are so cute and feminine, I just love them, don't you too?"

"Um, yeah," Bobbi mumbled. Please oh please don't look at my crotch.

"Don't just stand there silly, put the groceries away, then you better get
into your maids dress and get started on your chores," Caroline said
walking into the kitchen. "Candy I need you to cut the grass today, and
then we can go to that new dress shop honey."

"Sure Mom," Candy said looking at Bobbi while flexing her biceps.

Putting away the groceries Bobbi could swear Rebecca kept looking at his
crotch, it was making him very nervous and he anxiously wondered
(correctly) if he was wearing her pad. Normally he would steal as many
glances as he could at Rebecca, she was way hot as were all of Candy's
friends. Birds of a feather flock together and it seemed to be the same
with pretty girls. Ever conscious of the soaking wet pad between his legs
he did every thing he could to avoid looking at her now.

His fingernails well past the tips of his fingers, Bobbi struggled with
every single task that involved the use of his hands. From dressing to
driving to the simplest things such as holding a comb seemed so much
different with long nails. He wondered how girls could stand to have such
long nails, they got in the way of everything, arrggh! Thankful to be home
alone for a change while Candy and his Mom were out shopping Bobbi worked
without wearing his heels and peed standing up. Peeing without sitting was
a small victory but one he enjoyed, even if he did wipe down the toilet
and lower the seat as soon as he was done for fear of Candy finding out.
Finished with his chores, Bobbi changed back into his Fabulosity outfit.
Lying on his bed to watch a little TV Bobbi wished he was in sweat pants
and a t-shirt, wishful thinking, I don't even own a pair of socks he
ruefully thought. Scanning through the channels he stopped on a Spanish
station, gosh they always have the prettiest girls. Watching the hot
Spanish babes on some show he couldn't understand Bobbi felt his little
penis twitch and come to life in his panties. He rubbed the crotch of his
capri's feeling his wet pad mash against his hard little penis. Oh...I had
almost forgot about that. He flashed back to earlier in the day when
Rebecca was over. He knew she was Candy's best friend and constantly
worried whenever he saw her because he never knew what Candy might have
told her about him. Putting away the groceries he had felt her eyes on him
causing him to blush furiously, did she know? His thoughts were
interrupted by the sounds of his Mom and Candy coming in through the side
door. Sitting up, he quickly changed the channel and started to fidget,
embarrassed he had been rubbing his penis. Seconds later Candy appeared at
his door.

"Hi cream puff! Dreaming about your boyfriend are you?"

"Oh, um hi Ms. Candy," Bobbi squeaked, wishing his erection would subside.


"Wait until you see what Mom got you to wear for the reunion! You are
going to be the prettiest fairy ever Bobbi!" Turning to head off to her
bedroom, she looked Bobbi over one last time and sneered, "What a fruit
cake."

Bobbi was seething when Candy walked away. Fruit cake...oh, he just
couldn't stand her stupid nick names. They were, so....so emasculating. He
couldn't decide at the moment what he was more worried about, meeting all
his relatives as a sissy or what new horrible outfit he was going to have
to wear. He couldn't imagine anything worse than what he was already
wearing. No, he was much more worried about seeing his relatives he
decided. Arrrgh!

Later that night Bobbi stood in the living room dumbfounded.
"Well....aren't they adorable sweetie? Which one is your favorite?"
Caroline asked.

"I'm, um, not sure," Bobbi said. Favorite! He couldn't stand either of
these outfits. They weren't outfits, they were DRESSES! Both of them were
hideous, one worse than the other.




Both had short flared skirts with built in petticoats. One was blue with
polka dots and long sheer sleeves, the other pink with short puffed
sleeves. Bobbi couldn't imagine wearing either of these dresses.

"I know honey, there both so cute it's hard for me to pick a favorite too.
Which one do you want to wear to the reunion?"

Terrified at the thought of wearing either dress in front of his relatives
Bobbi stuttered, "Buu, but, why do I have to wear either? Can't I just
wear some of the clothes I have now?"

"No you cannot young man, I just spent a lot of money on these adorable
little dresses so YOU could look pretty. I haven't even heard a thank you
yet, your manners are not befitting those of a young ma....a little sissy
and I'm getting quite tired of your attitude. Since you can't decide, I
will. You can wear the blue polka dot one, it will go perfectly with your
Tinker Bell purse. Now! Do you have something you'd like to say mister?"
Caroline demanded.

Standing off to the side thoroughly enjoying Bobbi's discomfort, Candy
brushed one index finger over the other and mouthed the words, "shame,
shame."

Bobbi stood there looking at his Mom. Her hands were on her hips and she
was tapping one index finger against her hip, obviously waiting for an
answer. Not daring to risk another spanking and hating that he, a
seventeen year old boy was even worried about getting a spanking from his
Mommy, Bobbi simpered, "Thank you Mommy for buying me these really pretty
dresses. I'm serious...they um, are really pretty." He hated both dresses,
especially the polka dot one and couldn't think of anything else to say
about them.

"Umph...you don't sound very convincing little boy. Take both of them to
your room and hang the pink one up in your closet. Change into the polka
dot dress with......um, I think your white pumps and come back out here
and model for us. Make sure you have your Tinker Bell purse with you, NOW
SCOOT!" Caroline ordered her sissy son with a slap to his pantied bottom.

After slipping on the dress Bobbi reached behind and attempted to pull up
the back zipper. No freaking way, you would have to be a contortionist he
thought as he struggled to even grasp the zipper with his long nails.
Finally giving up he called out, "Um Mommy, I can't do the zipper."

Giggling at this development Caroline walked to his room to help him. "Now
you know what women go through every day young man." Laughing she said,
"Cupcake, you can't wear that bra with this dress silly, you can see your
bra straps. Take your bra off for now sweetie, I'll have to get you a
strapless one." She zipped him up and fluffed out his skirts then retied
the cute little bows at his wrists. "Ok put your white pumps on, grab your
purse and then I want to see you mince out to the living room. Once you
get there, do a little twirl for us while holding the hems of your pretty
skirt daintily, pinkies pointed out. Any questions?"

"Na, nn...no Mommy."

"Then get moving," Caroline ordered, walking back into the living room.

Fighting back tears and blushing bright red Bobbi readied himself to walk
out to the living room. The only other dress he had ever worn was his
stupid maids dress and that had only been twice so far and always in the
privacy of home. For some reason this dress was worse, not to mention
terribly short. Putting his purse over his right wrist he proceeded to
mince off to the living room. Feeling every bit like the fairy he looked
like, Bobbi nervously stood in the center of the living room and twirled
as ordered.

Snickering and giggling, Candy snorted, "What a fag."

"Now Candy, that's not nice. I think your brother looks just adorable."
Turing to Bobbi she said, "Sweetie don't look so upset, you're just
precious in that little dress, polka dots really suit you and your arms
look soooo dainty in those sheer sleeves."

Candy laughed out loud at that, "Yeah, dainty and wimpy," and under her
breath she said, "Pussy."

Hearing that Bobbi just blushed brighter, embarrassed and frustrated at
his inability to do anything about Candy's teasing. He so wished he could
wipe the smug look off of her face but by now knew all too well not to
even think of messing with her.

"Now honey don't listen to Candy, she's just teasing. Really I can't
believe how cute you look, you have to be the prettiest boy I've ever
seen. Now baby if you are going to wear short skirts you have to learn
some modesty, you don't want to be flashing your pretty panties do you?"

"Um, no Mommy," Bobbi said very uncomfortable with this conversation that
should be between a Mother and daughter, NOT SON!

"Good! I'd hate to think I was raising a brazen panty flashing hussy,"
Caroline giggled. "Now I want you to prettily walk over to the Lazyboy and
sit down. Me and Candy are going to be watching you very closely. If
either of us can tell what color your panties are you will end up over my
lap and have your little panties spanked. Then you will go and change into
a different pair of panties and we will start all over again. If me or
Candy are able to see what color panties you are wearing you go back over
my knees and I'll paddle your panties again. It's called mini skirt
training sweetie and believe me it is very effective in teaching young
ladies, or in your case young sissies, not to be showing off their
panties."

Bobbi wanted to argue that he wasn't a sissy or that he didn't want to
wear mini skirts, but he knew his protests would be futile. The skirts on
this stupid dress were short enough when he was standing, sitting down
they barely even covered his panties. He pressed his knees tightly
together and strategically placed his hands on his lap to prevent Candy
and his Mom from seeing up his skirt. Like any boy, Bobbi had been trying
to look up the skirts of pretty girls since he could remember. The shoe
was on the other foot now and he didn't like it at all.

"YELLOW!!! His panties are yellow Mom!" Candy gleefully exclaimed.

He had been doing so well in keeping his panties hidden until his Mom had
asked him to fetch her a bottled water. Standing up to do her bidding had
been his undoing as he let his knees separate just a bit when he stood up.
He saw his Mom patting her lap and dejectedly lay across her lap as
ordered so she could spank his panties.

Flipping up the back of her son's skirts as he lay squirming on her lap
Caroline couldn't help but giggle, "Cute panties Bobbi, but you shouldn't
be showing them off to the whole world. Girls wear pretty panties for
themselves and maybe for their boyfriends but not so they can flash them
to everybody like some kind of slut." Grabbing her heavy wooden backed
hair brush she proceeded to paddle Bobbi's cute yellow panties, not too
hard but hard enough to make her point.

Over an hour later Candy was sitting directly in front of Bobbi as he lay
over their Mom's lap, his bottom lip quivering as he tried not to cry
while he was having his pink panties spanked. She loved the way Bobbi
kicked his legs as he was being spanked, it made him look like such a wimp
and a sissy. She could feel her panties moisten as she reveled in Bobbi's
'Mini Skirt Training'. It was his fourth trip over Caroline's knees and
Candy could easily tell he was not happy. Looking at Bobbi she rubbed her
balled up fists by her eyes and mouthed boo hoo in the traditional way
kids mocked each other for crying. She giggled as her sissy brother
quickly avoided her laughing eyes.

"There, there, calm down Bobbi," Caroline was saying to her son as he
stood before her crying after his last spanking. "You are doing much
better honey and this is for your own good. Besides, I won't have any son
of mine running around flashing his pretty panties, it's just not very
ladylike sweetie. Soooo, lets put all your hard training to practice
sweetie. Go to your room and take your panties off Bobbi, and then I'll
take you kids out for dinner. I'm certain that going panty less will also
help with your modesty and you can put all that you just learned into
practice. Now scoot," Caroline said with a slap to his bottom.

Bobbi was mortified to say the least. He couldn't fathom going out in
public in this horrible dress to begin with. Wearing it out in public
without panties had him frantically thinking of some way out of this
nightmare, God forbid anyone sees my tattoo. His freshly paddled fanny
though pushed any thoughts of rebellion right out of him.

Daintily sitting in the back seat of the car Bobbi squeaked as his bare
bottom touched the cool leather. Never had he felt as vulnerable as he did
at the moment. He hated wearing girl's panties but decided that wearing
them was a million times better than having no underwear at all. Ever
since he'd been forced to shave his body his penis seemed so much more
sensitive with no pubic hair. Like any seventeen year old boy, he was
almost always horny. What really worried him at the moment considering he
was panty less was his lack of control over when he got an erection. He
had the bad habit of getting erections at the worst possible times.
Sitting in the back seat of his Mom's car with his knees pressed tightly
together and his hands folded in his lap he felt the silky fabric of his
dress tickle his little penis causing it to stir to life. Please, please
not now he thought as he tried to will his penis down. Seconds later his
Mom turned into McDonalds.

Parking her car Caroline said, "Ok Bobbi, remember your lessons sweetie."

"Um, ah, I'm not really that hungry Mommy, would it um, be ok if I just
waited here?" Bobbi asked. He could see the McDonalds was pretty crowded,
he was terrified of going in there wearing this horrible dress sans
panties. His little penis was fully erect and he could feel pre-cum
starting to drip from it. Oh please this can't be happening......

"What! Nonsense, if you don't get out of this car immediately I will
paddle your bare bottom right here in the parking lot. And you had better
be on your best behavior mister, NOW MARCH," Caroline angrily warned.

On shaky legs, with his eyes on his white pumps Bobbi made his way into
McDonalds with his Mom and sister following close behind him. Not daring
to risk another public spanking he made sure his hands were above his
waist, hands held palm turned up and his Tinker Bell purse in the crook of
his arm. His little erection had not subsided one bit, in fact as he
minced into McDonalds his naked penis rubbed up against the skirts of his
dress causing it to grow to its full two and three quarter inches.

Handing a twenty to Bobbi, Caroline said, "Here sweetie be a dear and get
our orders while we grab a table. Get two numbers fives, one with a coke
and the other with coffee, and get whatever you want for yourself honey."

The human eye is naturally drawn to movement, most everybody in McDonalds
(except for the employees) glanced at the three people entering the
restaurant. Nearly all did a double take of the ultra femininely
dressed...............BOY! Giggles and whispered comments filled the air,
a group of teenaged girls burst into laughter.

Standing in line Bobbi blushed a deep red and wobbled on his pumps, his
legs shaky from the extreme humiliation he was feeling. Moving up in line
he kept his eyes on his pumps and whimpered when he felt and saw a long
string of pre-cum run from his penis to his right knee. His skirt still
tickling his hard penis, he bite his lip desperate not to cum, NOT HERE,
NOT NOW! Oh my God please, he could not imagine cumming here and now in
such a public place.

"Mom, why is that boy wearing a dress?" "I don't know honey, he must be a
sissy," giggled the little girls Mom.

Try as he might to block out all the giggles and whispered comments, Bobbi
could not help hearing the Mother and daughter behind him in line. They
were in fact the least of his worries at the moment. He was still trying
to get his throbbing penis under control and wondering what to do about
the pre-cum dripping down his leg. He lowered his purse and let it brush
against his knee then casually lifted it back up above his waist. Stealing
a glance at his knee he could see the string of pre-cum was gone,
apparently it was on his purse, thank God! Looking back up he saw it was
his turn in line, the smiling girl behind the counter asked, "Can I help
you....sir," and then burst into uncontrollable giggles.

Barely able to speak, Bobbi croaked out his orders, his perma-blush in
place. Standing off to the side waiting for their orders seemed like a
lifetime to Bobbi. He could see the three girls working together at
McDonalds huddled together and giggling uncontrollably. Another patron
waiting for his food give Bobbi a look of disgust and still his little
penis throbbed. It seemed sometimes the more humiliated he was the more
excited his penis got, betraying him yet again. After a nerve wracking
couple of minutes he finally received their orders and minced his way over
to the table where his Mom and sister sat. He was for the first time ever
thankful that his penis was so small, at least it didn't tent his dress
out.

"Thank you sweet heart," Caroline said as Bobbi set their orders down on
the table.

"I think those girls over there like your pretty dress cupcake," Candy
giggled pointing to the three girls sitting a table over.

Sitting down Bobbi glanced their way seeing three pretty teenaged girls
starring at him. One girl, dressed in a cute mini-skirt flipped her hand
at him and said, "I just love your dress sir." At which her friends burst
into laughter. Bobbi quickly looked away embarrassed to tears. Squirming
in his seat he couldn't help but hear their whispered comments about his
shaved legs, Tinker Bell purse and earrings.

"My, my aren't you the popular one," Candy giggled. "I told you'd get lots
of attention once you came out Bobbi."

"Don't you just love your new dress honey, it's so cute. You look
absolutely adorable....such a pretty boy."

Bobbi could see his Mom was expecting an answer. Knowing those stupid
girls were listening but not wanting to upset his Mom he said, "Oh yes
Mommy I just love it. I feel so pretty in it."

"Oh my God, what a fag!" Bobbi heard from the next table. He could feel
himself blush even more. He could also feel his penis was soaked with pre-
cum. With his knees pressed tightly together his hard little penis was
mashed between his silky smooth thighs dribbling pre-cum all over them. He
reached his hand down to his lap with the intention of rubbing his skirts
over his wet penis to mop up his leaking penis. It turned out to be a
disastrous move. The friction was enough to send him over the edge.
"Ohhhh," he squeaked as his little penis squirted his sissy cream all over
his thighs!!!

5 comments:

  1. Great story. I'm a cock-sucking homosexual pretty boy who likes to wear dresses and serve real men too.

    ReplyDelete
  2. Well, Mr. Anonymous (note above), I ain't all that, but I do gotta tell'yah, I love this story ta'bits!
    "Littleone," All I can say is, where you been all my life?
    Two thumbs and one sissy prick up! And I do thank you kindly.
    Peter, aka humblepie

    ReplyDelete
  3. where is part . help I'm in limbo

    ReplyDelete
    Replies
    1. You won't be when I get done turning you into a pretty, prissy and precious little girl! Misbehave a sound spanking in public places! Your friends can watch too! Mistress Alba {€}

      Delete
  4. Nice story, I almost came in my sissy panties while reading story, I'm a closet sissy who dresses up & goes to adult bath house here in Philly,love for men to penetrate me thru my sissy panties, & am such a cum bucket. Love to swallow massive loads of semen,most of the guys here know what a cock hungry sissy slut I am,love to smell my cum filled sissy panties ,when ever I see a pretty woman in public I can't wait to get home ,dress up in my sissy outfit and become her, rapeing my boy hole & sissy mouth with my dildo's,mmm,would love to have a woman make me service cock for her,love,rob

    ReplyDelete