Pretty Humiliating Part 1

By: littleone

Emerging from the door less bathroom that enjoined his door less
bedroom. Bobbi began to get ready for his date. He was absolutely
terrified of going out tonight on this date that his sister had set up.
His date was a BOY!!! Poor Bobbi liked girls, not BOYS! While nervously
preparing for his date Bobbi thought about how this came to be, him
going on a date with a BOY!

He'd had some of the most embarrassing accidents while he was growing
up as a teenager. Though small of stature, 5' - 5" tall, 115 pounds
soaking wet, Bobby was good enough looking to attract members of the
opposite sex and it was early on in his dating experience that Bobby,
and to his acute embarrassment, the girls he was with discovered his
little problem. For Bobby had such juvenile control over his orgasms
that no less than three times as he lay with a girl, both fully clothed
but heavily engaged in petting and kissing he would have one of his
"accidents." Eventually he'd end with him on top of her or vice versa,
and as they kissed and rubbed against each other he would
uncontrollably orgasm with just the slightest friction. Each and every
time this happened, he'd flood his underwear with his sperm leaving a
stain that could not go unnoticed and never did. An additional horror
was that his flaming passion would wane immediately following his
unwanted ejaculation, a fact that never failed to go unnoticed by his
little dates.

Once at a party this very thing happened as he was making out with a
pretty girl named Prissy. Once she realized he came in his underwear
she was disgusted, let down and angry. She was simply besides herself
with amusement and giggled like the school girl she was, "oh my gosh
Bobby, did you cum in your panties?" she laughed. Bobby was mortified
and embarrassed to tears, he didn't know what to say to Prissy. He was
so ashamed he said nothing but "I-I I'm sorry Prissy, it was an
accident." Prissy couldn't believe what a wimp Bobby turned out to be
and told him as much. Desperate to escape his shame Bobby told Prissy,
"I um, have to go now, um sorry." Before he could escape the party
though, she let everyone know, "hey everybody she called out much too
loudly for his comfort, guess what?" "Bobbi had a preemie in his
panties, look at HIS pants, what a wimp."

That night was mortifyingly embarrassing and he would not live it down
until he left high school. He could remember walking as fast as he
could from the party, he was desperate to get out of there. How could
that girl Prissy humiliate him like that? The front of his pants
clearly soaked and all eyes on Bobbi, he fled from that house to taunts
of "one pump chump," "Bobbi preemie," "what a wimp" and many others.

Being small and now known as a premature ejaculator he was labeled a
sissy and a wimp. It didn't help that Prissy yelled out loud at that
party, "Bobbi had a preemie in his panties." That night at the party
Bobby was 14 years old, by the time he was 16 and after two more
"accidents" Bobby couldn't get a date and was far to afraid to even try
to.

Bobby was still very attracted to girls and had masturbated to pictures
from the Sunday underwear ads many times. Problem was though, that no
matter how hard he tried to hold back, once he was excited and started
to rub his three and a half inch hard on, he'd cum after only 15 to 30
seconds. Bobby wondered if he would ever be able to stay hard long
enough to satisfy a girl. The next 5 years during school were one
embarrassing day after another, that night at the party was just the
beginning.

Bobbi lived with his Mother and sister. His parents divorcing when he
was three, he had not seen or heard from his father since that day. He
was a drunk and a bum he guessed, at least that's what his Mom said
about him. Due to his reputation and his Mom's experiences with less
than honorable men, he was a second class citizen in their home just
because he was a boy. Life can be so unfair he thought. Soon after that
fateful night with Prissy his sister even knew of his sissy status
which meant that everyone knew, including his Mom.

The teasing at home was brutal with both his Mom and sister suggesting
maybe he should date boys instead. He always objected vehemently
whenever they said such things. Always it seemed to no avail for they
would just tease him even more. Why did that girl Prissy have to say I
came in my "PANTIES" he thought, ever since that day everyone thought
he was a pantywaist.

He hated the endless teasing about what color his panties were or, I
can't believe you wear panties or the other endless comments kids can
make.

The teasing was endless and one night when he was 17 and his sister 16,
she pushed him too far, asking him if he wanted her old panties since
she had recently purchased new ones. For Bobbi, it was the straw that
broke the camels back and he'd had enough.

Snapping like a dry twig he laid into his sister Candy, letting her
know he was sick and tired of her bullshit and that if she didn't cut
it out she'd be in trouble. She just laughed in his face and said
"whatever preemie."

In a fit of rage he shoved her hard. The look on her face told him she
was not pleased, but he was too pissed off at the moment to care what
she thought. Before you knew it they wound up in an actual fight, a
wrestling match really.

Bobbi's intent was to pin her down and shove all the panty and wimp
talk down her throat. He was sick and tired of putting up with teasing
from his younger sister especially considering the sensitive subject
matter, that of him being a wimp and a pantywaist.

As he said, he'd had it!!! He was additionally angry at himself for
taking her shit for so long, it's just that he was so embarrassed by it
all, he didn't know what to do. Besides he wasn't exactly physically
imposing and his younger sister was the same size as him and a much
better athlete. She played girls sports where he kept to myself and
read a lot. After all, you don't even consider trying out for sports
when you're known as a pantywaist and a preemie. So being small, shy
and reserved he wasn't inclined to physical confrontations, but that
day he had about all the crap he was going to take from his bratty
sister. After all, he was a boy and she was a girl. Shoving quickly
turned unto grappling and they ended up on the ground with their hands
interlocked. Frustrated he didn't have her pinned already, he was
horrified to feel she was stronger than him, as they were locked in a
battle of strength. And I don't mean just barely stronger, she was way
stronger, as he felt her pushing his arms and hands slowly to the floor
easily pinning his hands to the ground while straddling his upper
chest, putting him in a classic schoolgirl pin.

Now although his sister played sports she was still a girly girl. When
their argument started he was dressed in jeans and a t-shirt, she was
wearing a denim mini skirt and a sleeveless top.

Now as she straddled and pinned him to the ground holding his hands
firmly pinned, he struggled like a madman to escape this humiliating
turn of events. Buck and struggle as he did, he could not lift his
hands or arms even an inch off the ground, she had him pinned so firmly
and easily. Shifting forward she placed her knees on his biceps thereby
freeing her hands as her knees and legs now kept his arms firmly
pinned. Her Knees crushing down on his soft biceps hurt like heck and
when she first planted them there, he humiliatingly found himself
yelping out in pain and begging her to remove them. Her smiling
tauntingly delivered response, "ah, I'm sorry wimp, is your little
sister hurting you?" did nothing to soothe his shattered male ego
already seriously bruised because of his preemies problem.

With her hands now free she placed them on her hips as she smugly
gloated down on her helpless sissy brother. Still struggling wildly,
though not budging Candy an inch, Bobbi (as he was referred to ever
since that horrible night with Prissy) began to weaken completely and
stopped struggling.

Through his wild struggles and mad bucking Bobbi was not in tune with
his exact situation and immediate surroundings. Having now tired and
been completely overpowered by his little sister, he became much more
aware of his situation and predicament. Laying there, his biceps aching
from Candy's knees unrelenting pressure, her smooth thighs framing his
head, he embarrassingly noticed if he looked foreword, his sisters
white nylon panties with pink polka dots were mere inches from his
chin. Left or right all he could see was smooth thigh. If he looked up,
which he could not bear to do, for when he did, he could see his
sisters gloating eyes. So he currently found himself starring at his
sisters pretty white nylon panties with the little pink polka dots and
pretty lace around the leg bands.

Then his sister grabbed his chin and turned his head forcing him to
look up at her and said "Oh my God, I cant believe how easily I just
kicked your pantywaist ass, WHAT A PUSSY ! Oh my God! You're a weakling
Bobbi!" For her part Candy was beside herself with elation. Macho
males, she was sick of them, boys in general, always trying to show how
tough they are, Ha ! Here she was sitting on her wimpy older brother's
chest holding him in a humiliating schoolgirl pin, from which he
apparently couldn't break free from. Who's the weaker sex now she
thought! Things are going to be different between them now, much
different she thought. Oh my gosh she was thinking, I can't wait to
tell everybody at school, oh! He will just die of embarrassment.

While Candy was thinking these thoughts Bobbi was having his own and
they weren't near as happy as Candy's. His male ego already bruised and
fragile from years of being known as a preemie and a pantywaist, it was
now crushed at having been so easily beaten up by his Little sister. To
be pinned by a girl, a girly girl at that and that girl being your
LITTLE sister, oh the humiliation burned him to the core. To be called
a pussy and a weakling, all while being helplessly pinned to the floor
was more than he thought he could take. Having a girl call you a pussy
is the worst insult when you're a teenage boy, it just infuriated poor
Bobbi. He was 17 now, almost a man or so he thought, this just can't be
happening, he'd never ever live this down.

As if to reinforce that happy thought, Cindy brought him back to the
present as she exclaimed with girlish enthusiasm, "Oh this is so cool!
I just can't wait to tell everyone at school about what a wimp you are
and how easily I can kick your pansy ass." "Maybe ill even pick a
fight with you at lunch just so everyone can see for themselves what a
wimp you are." Imagine she said to no one really, "A 17 year old boy
who can't even take his prissy sister, oh my, this is just the best,
ever." "What do you think the kids at school will say when I pin your
sissy butt at lunch and apply some pretty makeup to your face so
everyone can see what a true pantywaist wimp you are?"

This terrifyingly humiliating taunting had him bucking and struggling
for all he was worth again. Candy though was far too strong for him and
easily rode his wild bucking and pitiful attempts to raise his arms.
Infuriated at his situation and desperate to end this humiliation,
Bobbi tried kicking her back as hard as he could after his bucking
attempts proved useless. One kick caught her squarely and only served
to completely piss her off.

"You bastard," she spat, "how dare you kick me"! Immediately she rained
slap after vicious hard slap to his face. It stung dreadfully and as
tears formed in his eyes, he realized with utter horror and humiliation
that he was being "bitch slapped" to tears by his little sister and
there wasn't a thing he could do to stop her.

"Please Candy," he wailed, "I'm sorry, please," he cried, "I won't kick you
again." He just couldn't believe how much her slaps hurt, he couldn't
believe he was a 17 year old boy helplessly pinned by his little sister
getting slapped to tears. As he blubbered beneath her he could feel his
face swell and his one eye felt like it was closing.

In her rage after he kicked her, Candy's first slap was more a punch
than slap. Although he was wrong as he thought, this couldn't be more
embarrassing. A black eye from my little sister.

Finally she stopped slapping him and leaned down close to his face
looking him right in the eyes, his tear filled eyes, her pretty long
brown hair hung against his face she was so close, " IF I WAS YOU
PANTYWAIST, ID THINK TWICE BEFORE EVER LAYING ANOTHER FINGER ON ME, LET
ALONE KICKING ME, YOU GOT THAT PUSSY !!! she hissed?

The irony that her pretty pussy which he could faintly make out through
her pretty white nylon panties mere inches from his face was not lost
on him as she'd just called him a pussy again, to his great
embarrassment. So, with no other option he could think of, he
humiliatingly responded, "yes Candy, I'm really sorry, ill never touch
you again."

He was simply crushed with humiliation and embarrassment as he lay
there. Why couldn't he even beat up his sister, a girl younger than him
and such a feminine girl too? It made it hurt all the more, poor Bobbi
was just crushed, his male ego shattered. His arms were killing him
with the constant pressure from Candy's knees, his face still stung
madly and he was sure he could feel his eye swelling shut. Moaning
beneath Candy he pleaded, "please Candy, my arms are really hurting me,
could use please move them?"

"Listen wimp, I'll let you up when I'm good and ready, Got it?" she
barked.

He just looked fearfully up at her as she suddenly slapped his face
again even harder than before. With fresh tears streaming from his eyes
he quickly responded "yes Candy I understand, whatever you say honest,
I'm sorry" he blubbered like a total wimp, humiliated beyond belief.
Bobbi had never been in a physical confrontation before in his whole
life, he was not familiar with pain and intimidation like this, even he
was surprised at what a chicken and a wimp he seemed to be, but he was
acting the only way he knew how to.

Returning her hands to her hips as she gazed down at him, he adverted
her laughing eyes and looked straight ahead at her panties inches from
his tear stained face. Candy loved that her "big" brother was afraid to
even look at her. Having her pretty white nylon panties with the pink
polka dots so close to his face only seemed to hammer home the point
that such a feminine girl was completely controlling and dominating
him, it just humiliated him to a level he never knew existed.

High above Bobbi, Candy was not unaware that her panties were in clear
view to her brother. The fact that wimpy Bobbi had to continually stare
at her pretty panties was not lost to her. Like Bobbi she too knew
instinctively that Bobbi, having to stare at her pretty panties was
forced to accept that a femmy girl was kicking his ass.

She couldn't remember ever being happier than she was currently at the
moment. As she looked down at her humiliated brother she noticed that
his left eye was almost swollen shut and already turning a deep black
and blue. Wait until he sees that she giggled to herself, he'll die of
embarrassment, Imagine getting a black eye from your pretty little
sister, oh the field day the kids at school will have with that one.

"Hey sissy, I got some bad news for you, it looks like I got a little
too rough with you because sissy baby, you got one heck of a shiner."
"What do you think the kids at school will say when they find out we
got in a fight and I kicked your ass, with ease?" "Won't that be
fun?"

Bobbi couldn't imagine anything less fun actually. Not knowing Candy
expected an immediate response, Bobbi stumbled for something to say.
This earned him another four stinging slaps to the face as Candy
roughly grabbed his chin and forced him to again look directly at her.

"Lets get something straight right away sissy, when I ask you a
question I expect an immediate respectful reply, GOT IT sissy? And in
the future you can address me as Ms. Candy."

Bobbi knew from their earlier struggles that he was no match for Candy
physically, he clearly could feel her overwhelming strength, his
repeated attempts at escape utterly fruitless he was despondently under
no illusion this was all a fluke. He now knew to his utter shame as he
laid helplessly pinned that HIS LITTLE SISTER WAS MUCH STRONGER THAN
HIM AND SHE COULD AND WOULD BEAT HIM UP AT WILL. Still, he couldn't
stand his sister calling him "sissy" all of a sudden. There's just no
way I can allow that thought Bobbi and is she crazy, there's no way I'm
calling her Ms. Candy. But he was scared, that thought sent shudders
through him, he was scared of his little sister, OH MY GOD ! I'm scared
of Candy he thought, the realization burned into him, this just can't
be happening he prayed.

As he thought all these things in a split second though, the site of
Candy's pretty panties inches from his face told him it was all too
real. Paranoid that if he didn't answer Candy soon she'd slap his face
again he desperately stuttered cautiously, "ppp please Candy, I," but
before he could finish Candy started to slowly raise her hand. Bobbi
seeing this quickly understood his mistake and (humiliatingly) urgently
corrected himself, "I, I mean Ms. Candy, please I understand, I promise
to be real respectful to you from now on (it was killing Bobbi to
degrade himself to his sister like this but what else could he do, and
his face and arms were really hurting) but why do I have to call you
Ms. Candy? And please Can, um I mean Ms. Candy, please stop calling me
sissy, I hate that name" poor Bobbi sputtered cautiously and nervously.

Perched from her dominant position, Candy once again grabbed Bobbi's
chin and forced their eyes to meet. With all seriousness she replied,
with Bobbi's chin firmly in her hand, "Listen up sissy, you'll call me
Ms. Candy from now on or else every time you don't you're going to find
yourself in a fight with your sister, and I DON'T care where were at or
who's present. I think your now smart enough to know the results,
secondly, ill call you whatever I feel like." "And since your so fond
of the name sissy, that's all I'm going to call you from now on and
believe me you, you better respond to me when I call you sissy like it
was your given name," with his chin in her vice like grip, her nose
touching his as she was so close to his face, her laughing eyes staring
into his fearful and humiliated eyes, her hair hanging annoyingly in
his face, she added, "any problems so far tough guy."

Completely defeated, Bobbi degraded himself yet again, "sure Ms. Candy,
whatever you say." His biceps in terrible pain from being pinned down
by Ms. Candy's knees for over 20 minutes now he next whimpered, "Please
Ms. Candy I'm begging you, my arms are killing me, please could you
just take your knees off of them, I promise I won't try anything."

His chin still in her hand ( a situation Bobbi could not stand, it was
something a Mother did to a toddler while she was admonishing him, he
found it utterly humiliating to have his little sister doing this to
him) Candy huffed "whatever I say ! That's right sissy and you better
remember it ! And if you want my knees off of your weakling arms so bad
why don't you just make me move them? Go on tell me why, I'm waiting
and please, DON'T LIE."

Again she was forcing him to degrade himself, oh how he hated to speak
his next words, "please Ms. Candy, I'm not strong enough to make you
move them" and letting his painful arms get the better of him he added,
"please Ms. Candy please, just for a minute, I promise I wont try
anything, I know your way too strong for me to even think of ever
trying anything, please I promise," he begged.

Finally releasing his sore chin she sat up again with her knees still
painfully pinning Bobbi's arms to the floor and looked down on her
sniveling wimpy brother revealing in her "GIRL POWER." Completely
ignoring his repeated pleas for release from her crushing knees she
growled, "listen sissy, you've been a complete jerk my whole life,
picking on me since I can remember, your stupid pranks and endless
bullying when we were younger, well, I have got a news flash for you my
pantywaist brother, the shoes on the other foot now and payback hasn't
even begun.Your gonna rue the day you messed with me preemie boy. Your
days of embarrassment and humiliation are just getting started,
beginning with how much fun I'm going to have listening to you explain
how your little sister kicked your ass to everyone at school and Mom
for that matter. You can bet your ass sweet sissy that as soon as I do
let you up, I'll be straight on the phone to spread the exciting news."

Bobbi was mortified, he couldn't let this happen, shit he had let it
happen, why couldn't he have just ignored his sister when she asked him
if he wanted her old panties, why couldn't he have let it go, why did
he have to start this fight that ended up so terribly wrong. If only he
could go back in time he thought. The pain in his arms and the sight of
his sister's pretty panties currently filling his vision reminded him
that was impossible. His junior year was just starting and he already
couldn't get a date with the preemie crap that refused to leave him. If
the kids found out about his sister beating him up, life would be
torture for the next two years. Desperately he thought, I have to
convince Candy, I mean Ms. Candy, (how could he call her that, he'd
just die of embarrassment) to have mercy on him.

With tears yet again brimming in his eyes he started begging in his
most pitiful voice, " please Ms. Candy ill do anything, I mean it,
anything, just please don't tell anyone about this, please, please I'm
so sorry, I'll never bug you again, I'll do your chores, anything,
please Ms. Candy, I'll even pay you, ANYTHING you want, just don't tell
anyone about this, I'll be ruined you know it, everyone already thinks
I'm a wimp because of that preemie talk, all because of that bitch
Prissy ( immediately upon calling Prissy a bitch he regretted it for
under the current circumstances he didn't think it appropriate to be
calling another girl a bitch ), please you know everybody already gives
me a hard time, please Ms. Candy, I'm begging you, I'll do
anything......" he begged hopefully.

Originally Candy had no intention of not telling anyone she could,
about kicking her snotty brother's ass, far from it, she was bursting
and couldn't wait to rub this in her stupid brother's face. This was by
far the best day of her life and she had every intention of
embarrassing the living daylights out of her brother. Already she was
planning to pick a fight with Bobbi at school so the other kids could
see first hand what a wimp her brother was. Oh yeah, she was going to
love embarrassing Bobbi at every chance. But as he lay begging and
pleading under her, promising to do anything, well, she started to
imagine it might not be bad to have little Bobbi at her beck and call,
not to mention the possibilities for further worse humiliations poor
Bobbi wasn't considering due to his current predicament.

She decided to test the waters. "Sissy, sissy, what could you possibly
do for me that would make me want to hide the truth from everyone?"

Desperate and with hope that maybe there was a way out of all this he
again sincerely begged, " please Ms. Candy, I mean it, I'll do anything
you say, ( he couldn't believe what he said next, but he had to ) I'll,
I'll be your, your um slave, I'll do anything, just please cant you
keep this a secret, please......?"

God how Candy loved to hear her older brother beg, it was getting her
panties soaking wet. She planned on hearing her sissy brother beg lots
more in the future. With a devious thought she regripped his chin yet
again and brought her eyes to his, "Well sissy, let's just see about
how sincere you are when you say anything," and she threatened with
raised voice, "you've got ONE chance and I mean only ONE chance to
prove your sincerity."

A pit formed in Bobbi's stomach on hearing this, he was screwed now and
he knew it. Candy wasn't kidding, he had one chance to prove himself to
her or his life was over, what would she want he nervously wondered.

"Well, what's it going to be sissy"? God how he hated that name,
"sissy." A name he now seemed to be stuck with. "Please Ms. Candy, I
promise, I'll, I'll do anything."

Candy could sense the hesitation in his voice over submitting to her so
completely, she was not moved. "Listen sissy, you don't sound so sure
of yourself, why don't we end this pretend promise of yours and both
admit that everyone's going to know about today."

In a panic Bobbi blubbered, "no, no please Ms. Candy I swear, I'll do
anything, please I swear" Bobbi pleaded.

Gripping his chin as hard as she could, Candy spat in his face, "ONE
CHANCE, THAT'S IT, THE FIRST TIME, AND I CANT STATE THIS STRONGLY
ENOUGH! THE FIRST TIME YOU ARGUE OR DISAGREE WITH ME ALL DEALS ARE OFF
AND YOU CAN EXPECT TO FIND YOURSELF PINNED AGAIN, ONLY THIS TIME AT
SCHOOL! ARE WE CLEAR sissy" she yelled into his frightened face.

Signing his fate, Bobbi responded the only way he could, "yes Ms. Candy
I promise I understand, I'll do anything, I swear."

Releasing his sore chin she smugly sat up again and looked down at her
captured wimp brother, "well here's your first test dear brother,
remember how this whole fight started?"

"Um yeah, I guess so" he answered uncertainly.

"Well it started because I asked if you wanted my old panties. You see
Mom gave me a considerable amount of money to buy new ones, you know
how we girls love our panties. Well anyway, my old ones are still
perfectly good. So now that you've had time to reconsider, I'll ask you
again, would you like my old panties sissy, I mean their just perfect
for a preemie like you who cant even take his little sister, Be real
careful how you answer me now sissy, I'm sure you know what the right
answer is and don't YOU forget to be respectful to me, so what is it?"


Poor Bobbi could not believe his ears, all because he couldn't just
ignore his sisters teasing, now he was going to have to ask her nicely
for her old panties which surely she meant he'd be wearing them too. He
just couldn't, he wanted to tell her to fuck off and shove her stupid
girly panties up her ass, but that was an option long gone. Besides his
arms were killing him, he was constantly in tears from the pain and
would do anything just to get her knees off his aching arms. Plus she
had warned him of any reluctance on his part. With extreme humiliation
and embarrassment, he found himself saying words he couldn't believe
were coming from his mouth, "please Ms. Candy, if you'll still let me
have them, do you think I could pretty please have your old panties?"

Bobbi couldn't believe he'd just asked his little sister for her old
panties, just saying the word panties embarrassed him. His mind was
racing, how can I get out of this. This can't be happening he cried. He
wanted to hurt his sister so badly, he couldn't stop thinking of
kicking her ass so badly, but, wasn't that what got him here in the
first place. He could not bring himself to face reality but that was no
problem, Candy was more than happy to show him "the light."

Knowing full well, that it was killing Bobbi to humiliate himself like
this, Candy could not give a wit. Paybacks a bitch she chuckled to
herself. "So, you want my old panties do you? Whatever would a 17 year
old boy want with his little sister's panties?"

Bobbi knew by her line of questioning that she was just forcing him to
humiliate himself even more, but pinned as he was, what choice did he
have. "I was you know, well, I thought, maybe you wanted me to wear
them."

"How exciting Bobbi, you are absolutely correct, and wear them you
will, as a matter of fact the first thing you are going to do once I
let you up is to gather all your preemie boy shorts and put them in a
pile. Then your going to cut them all up because you won't be needing
them anymore. You see, your never going to wear boy's and I use the
word boy loosely, underwear again. All the kids already think you're a
pantywaist so we might as well make it true. As a matter of fact while
were on the subject of panties and pantywaists, I think it best you
know up front, by the time I get done with you, you my preemie brother
are going to be the biggest sissy in the world, like it or Not !!!So
sissy, are you still sure you want my old panties?" she barked
menacingly.

"Yes Ms. Candy, please can I have your old panties" Bobbi squeaked for
he knew, at least for the moment, he had no other choice than to submit
to his bitch sister.

"Since you asked so nicely, of course you can have my old panties, they
were just made for a wimp like you." Finally removing her knees from
Bobbi's tortured biceps she smiled down on him like the cat that ate
the canary.

Bobbi moaned from the sudden release of pressure from his terribly sore
arms, his sister had him pinned for well over a half hour now and his
arms were shot. He could barely move them and cried as the blood rushed
back to where Candy's knees had been.

Laughing at her sissy brothers pathetic moans, Candy chuckled, "what's
the matter tough guy, was Candy too rough with you?"

Bobbi's arms now free, he thought for a second, a second only about
rebelling, but his arms free or not, he could tell they would be
useless for quite awhile thus he just submissively lay under his sister
saying nothing.

Candy, angry that he'd not yet answered her question if she'd been "too
tough" with him responded by slapping his face again and hissing, "I
just asked you a question sissy and I expect an answer promptly,
REMEMBER?"

Stung yet again from her recent slap, and with his arms free, Bobbi had
quickly brought his hand up to rub his stinging face, which Candy
quickly knocked away telling him, "Lay your arms flat on the floor and
don't move them unless you want to feel my knees there again, now lets
hear your answer sissy before you get more of the same."

Stuck in a humiliation he thought not possible, Bobbi quickly squeaked,
"um yes Ms. Candy my arms really hurt, I think you were kinda rough
with me but I guess I deserved it, I mean I'm sorry Ms. Candy, please
don't slap me anymore, I'm really sorry" poor Bobbi acquiesced. As he
lay there with his sister sitting on his chest, holding his own arms
pinned to floor all because his sister ordered him to, Bobbi felt like
crying again.

Candy on the other hand was happy as a Lark, her panties were soaked,
so high was she on the power she now held over her older brother. "Well
preemie, I'm sorry I was so rough with you, I didn't realize just what
a wimp you were, but I guess we both know now don't we?"

"Yes Ms. Candy" Bobbi quickly replied fearing another stinging slap
from his bullying sister.

"Yes Ms. Candy, what?" Candy probed not satisfied.

"Yes Ms. Candy we both now know what a, um, what a um wimp I am" Bobbi
acquiesced again.

"Good! Glad to hear you admit what we have all known for quite awhile,
isn't that right sissy?"

"Yes Ms. Candy" Bobbi whispered.

Candy stretched and put her hands behind her head saying, "this is just
so awesome, its really a shame no one was here to witness Big tough
Bobbi crying and begging his little sister to stop slapping him, isn't
this just the coolest thing ever sissy?"

"Um yeah sure Ms. Candy" Bobbi answered not knowing if he was supposed
to or not.

"Do you like the panties I have on now sissy, I know perfectly well
you've had a good look at them?"

Hating this stupid line of questioning by his sister but powerless to
stop it Bobbi did the only thing he could and answered her. "Um yeah
Ms. Candy, I mean there real pretty, the lace is pretty, I, um like
them."

Loving humiliating her brother Candy continued, "Excellent, your in
luck then preemie because I've got tons I was going to throw out, some
from when I was 14, they are a bit little girlish but I know you'll
love them" she teased.

"Um Ms. Candy, do you think you could let me up now, my arms really
hurt" he begged.

"Anxious to sort out your new panties are you sissy, I'll tell you
what, I want you to kiss my panties, tell me how much you like them and
then apologize for messing with me, then will see about letting you up"
she smirked.

Would this nightmare ever end Bobbi thought. The things she was asking
(telling, to be more truthful) Bobbi to do and say, how could he, but
how could he not. Trembling because he had never done such a thing,
Bobbi lifted his head slightly and leaned foreword so he could do
Candy's bidding. With great shame, Bobbi gently kissed Ms. Candy's
panties and felt the hot moistness emanating from them and began to
degrade himself again, "Oh Ms. Candy your panties are so pretty, I just
adore the pretty lace around the leg bands and I love pink polka dots,
you have the prettiest panties ever and please Ms. Candy, I'm so sorry
I started a fight with you and kicked you in the back, I promise I'm
really sorry and I'll never touch you again."

"I'll bet you're really sorry you started a fight with me, WIMP and I'm
happy you just adore my panties, you're really very lucky, you'll soon
have plenty of your own." "Now preemie, lets get on to business,
firstly I'd like to remind you I haven't forgotten that bitch comment
you made about Prissy, I wonder what she'd say to that?"

Having forgotten that remark himself Bobbi now found himself trying to
extricate himself from even more trouble. Prissy was a bitch and had a
big mouth, if she found out Bobbi called her a bitch she would really
ratchet up the preemie shit and cause him all kinds of trouble. He
currently had more trouble than he could handle with Candy. With that
in mind he started begging again, "Please oh please Ms. Candy I'm
really, really sorry I called prissy a bitch, I know it was wrong and I
promise to never do it again, please though please don't say anything
to Prissy, she already thinks I'm a wimp and doesn't like me. Please
Candy don't tell her, I'm sorry really, I didn't mean it, please I'll
do anything (there he said that stupid promise again, I'll do anything,
that was really going to get him in trouble but he had to) if you just
don't tell her."

"My oh my you really want me to keep a lot of secrets sissy, what is it
again, you'll do if I don't tell Prissy, and by the way boy, you just
addressed me as Candy, HOW MANY TIMES MUST I WARN YOU what my proper
title is" she yelled. Angry at sissy's slip she grabbed his wrists
pulled them above his head and placed her knees back on Bobbi's biceps.

Crying out in shock and pain Bobbi immediately started begging for
forgiveness, "ow, ow that really hurts Ms. Candy, I'm really sorry I
forgot to say Ms. Its just all so new and I'm so confused, please I'm
begging you I didn't mean it, it won't happen again, I promise, I swear
I'll do ANYTHING just please can you not tell Prissy this one time,
please Ms. Candy."

"So your confused sissy, well, let me clear things up for you, I OWN
YOU NOW and if you don't toe the line your in for a world of hurt and
humiliation, I'm not inclined to having to repeat myself or my orders
so you better start remembering things like my correct title, I DO NOT
like having to say things twice ( by now Candy had Bobbi's chin back in
her hand as she berated him ) and your gonna find that out the hard way
if you don't wizen up and quick, remember your exact words," I'll do
anything Ms. Candy" ( she mocked him ), well for forgetting the Ms. And
for letting you off the hook with Prissy I want to hear you tell me
your going to shave every hair off your wimpy body and keep it that way
from now on, WELL I'M WAITING" she barked.

He was just about to say you have got to be kidding ( shave his whole
body, how would he ever hide that, she can't be serious ) when he saw
Candy slowly raise her hand. Very quickly he thought better and to his
amazement acquiesced yet again, "Oh thank you Ms. Candy, thank you for
not telling Prissy, I swear I'll shave all my hair just like you said."


"Good, nothings more fitting for a preemie sissy like you than to be in
panties with zero body hair, body hair is really quite inappropriate
for sissies don't you think?"

Knowing he had to answer or face another slap, Bobbi said, "Yes Ms.
Candy sissies shouldn't have body hair."

"I thought you'd see things my way she laughed. Now what to do about
our little sister, sissy fight. I mean you've got one heck of a shiner
and I can actually see hand prints on your face from when I was being
too rough with you, plus your skinny little sissy arms are already
turning black and blue. Whatever will we tell Mom we she gets home she
pondered."

"Please Ms. Candy can't we just tell Mom I got in a fight with some boy
from school?"

"I don't know Candy teased, maybe it would be best if we just told her
the truth, sort of anyway. I mean I don't know if I can keep from
telling her, plus what's she going to say when she finds out your
hairless as a baby and only own panties."

Poor Bobbi's mind was racing again, how could she do this to him, he
really didn't want his Mom to know Candy beat him up, but how could he
hide all the marks from his beat down. Oh he was so confused and at a
total loss as what to do. Alls he could think of to say was, "please
Ms. Candy you promised not to tell anyone, please."

Enjoying herself immensely, Candy put her index finger to her chin as
deep in thought and responded, "well sissy, I promised not to tell the
kids at school, but I don't ever remember saying anything about Mom and
even if I did, it's a girls prerogative to change her mind. I just
don't know how we could possibly keep this from Mom, which reminds me,
from now on you're to address Mom as Mommy, Mommy's much more
appropriate for a sissy. So here's the deal, your little secret is safe
from the school kiddies as long as you toe the line, but I don't see
anyway out of telling Mom. Plus because I'm so kind, we won't tell
Prissy what you called her for now. As far as the kiddies at school are
concerned, you can tell them whatever you want about getting your ass
kicked, the fact that it was me will be our little secret, what ya
think wimp?"

Bobbi could not stand being talked to so demeaningly, especially coming
from his younger sister but he never had his ass kicked like this
before and if he had to admit it, he was now scared of Candy. Poor
Bobbi had never even been in a fight before and although he couldn't
admit it to himself, he was terrified of getting beaten up by Candy
again, especially at school. He didn't like pain and was shamefully
willing to go to all costs to avoid more. So he answered with the only
answer he could, "um sure Ms. Candy, I mean whatever you say is fine
with me."

"Good Candy exclaimed, I'm glad we have that settled, NOW are you ready
to cut up your preemie shorts, shave that wimpy body and sort out all
your new panties that I just know your going to love? "

Desperate to get up from under his sister Bobbi was ready to agree with
anything and shyly said, "Yes Ms. Candy."

Lightly slapping his face she said, "good sissy, good little preemie
sissy, now, I'm going to let you up but I'll warn you first, you try
anything, anything at all or forget to address me properly or show any
reluctance performing your sissy promises, YOU'LL BE ONE SORRY
PANTYWAIST, CLEAR !!!"

"Yes Ms. Candy" Bobbi acquiesced for the umpteenth time. Revealing in
her victory and anxious to get on with Bobbi's humiliation, Candy
bounced up off of Bobbi and said, "Lets get started right away, the
first thing I want you to do is gather up all your preemie shorts,
don't forget the laundry and the ones your wearing now. Then bring them
to me and I'll supervise as you cut them up, now get moving sissy."

Slowly, hurting all over, Bobbi got to his feet feeling sorry for
himself. Dejectedly, with out even having time to lick his wounds, he
began to gather up all his underwear, quickly taking off the ones he
was wearing in his room he returned to the living room laden with his
boy underwear, crushed to think that he'd soon be cutting them all up.

Candy sat regally waiting for him with a pair of scissors', "you can
drop them on the floor there and start cutting. Cut each pair in half,
that way will have plenty of rags for cleaning."

"Yes Ms. Candy" Bobbi mumbled as he sat down to cut up his own
underwear. Finished destroying his underwear, Candy said, "Good job
pansy, go put those with the other cleaning rags then meet me in your
bathroom."

"Yes Ms. Candy" Bobbi responded, still afraid to deter from his new
found station. Returning to his bedroom he found Candy waiting for him
with razor in hand. "Now wimpy, here's the deal, I want you to shave
that body smooth all over and I do mean all over, your toes, your
little preemie balls, pee pee, your sissy bottom, your underarms, in
other words everywhere. With one exception though, I want you to leave
a tiny little landing strip above your little pee pee. As I've no
desire to watch a sissy shave his body, I'll leave you to yourself,
when your finished I'll be waiting for you in your room so we can sort
out all your pretty new panties, now hop to it wimp."

Bobbi was dying inside having to put up with his sister talking to him
like that, but his arms still hurt something and by now he'd had a
chance to see his face in the mirror, sure enough he had a black eye
and you could actually see hand prints on his face his sister had
slapped him so hard. The humiliating beat down from his sister still
fresh in his mind, still in shock from the day's events, poor Bobbi was
on autopilot motley doing as ordered, oblivious to the further
humiliations that lay ahead. Going against his very will he humbled
himself once more with a "yes Ms. Candy."

Snorting with laughter as she left her wimp brother alone, she could
not resist a parting shot. "Yes Ms. Candy" she repeated mocking her
brother, "God what a wimp you are" she laughed leaving the bathroom.

Embarrassed to tears yet again, Bobbi set about the task of humiliating
himself further by shaving his body clean. Having no hair on his chest
or stomach he started with his underarms. When he got to his privates
he had to be very careful not to cut anything important. Shaving his
bottom and very private places proved to be difficult and time
consuming. Knowing exactly what a landing strip was he carefully
performed that humiliating task, leaving a tiny strip of pubic hair
about two inches long and an inch wide above his quick shooting preemie
penis. He couldn't imagine shaving his toes but did as instructed and
finally after over an hour of shaving he was finished. Turning on the
shower he rinsed off and washed all the hair down the drain. Stepping
from the shower Bobbi could not ignore how different he felt. With no
body hair he found he dried off much easier and could feel the air
around his now hairless body. He couldn't believe the finality of
shaving all your body hair, it would take months to grow back if he
even could let it grow, which his sister said he couldn't. My God he
thought, will I have to spend an hour everyday shaving. With no hair
around his cock and balls except for his sissy landing strip, he looked
like a little boy. With not a hair on his legs he looked like a sissy.
WHY, WHY did I have to pick a fight with Candy he bitterly thought
feeling so sorry for himself. God, if anyone ever finds out about this
he'd be ruined. Holy shit ! he just thought, what the fuck am I going
to do about gym class? He never even considered that while shaving,
now it was all he could think of. Nervous as a kitten he paced the
bathroom trying to come to terms with this revelation. Oh my God, gym
class, what will I do about that, shit, I'll be the laughing stock of
the whole school, how can I possibly explain having a shaved body and
wearing panties. WHY, WHY did I have to pick a fight with Candy he
bitterly thought again. God, how could I be so much weaker than her, oh
that infuriated poor Bobbi. Still, all he could think of was gym class,
what am I going to do Bobbi worried nervously.

While Bobbi nervously paced his small bathroom, Candy happily bounced
on Bobbi's bed. Her panties were thoroughly soaked now, she was so
intoxicated with GIRL POWER. This is just sooo cool she thought as she
fingered an old pair of her panties. They were "Tinkerbelle" panties
and she just knew her wimp of a brother would hate having to wear them,
too bad she thought, not my problem is it. God, if he had any idea what
a sissy I'm going to turn him into he'd run screaming from the house.
With no body hair and only panties to wear she thought laughingly. Her
brother had always been an ass to her, often calling her squirt and
baby until she caught up to him in size. Well Mr. big shot, let's see
how you like life from the other side. Growing impatient she called
out, "Lets move it sissy, you've had plenty of time to shave, you
better improve on your shaving time as you'll be doing this EVERYDAY,
and don't bother dressing or wearing a towel, I need to inspect you to
make sure you followed directions."

Hearing his sister Bobbi knew he couldn't stall any longer but was
having a difficult time opening the door, how could he expose his naked
body to her? He new he was small in the penis department, 3 and a half
or 4 inches erect he was embarrassed to let his sister see his tiny
penis, he just knew she'd make fun of him. Even these thoughts though
could barely distract him from the dread of gym class. Desperate to
broach his fears with Candy he slowly and embarrassingly emerged from
his bathroom naked as the day he was born. Sheepishly he stood before
Candy with his hands covering his privates.

"Get your weak little hands on top of your head and keep them there
while I inspect my sissy" she barked.

Mortified, Bobbi slowly brought his hands to his head to stand in the
humiliating position Candy ordered.

On seeing his tiny penis and cute little landing strip, Candy burst out
laughing which did little for Bobbi's ego if he even had one left. "Oh
my God she laughed, I've never seen such a tiny penis, its absolutely
tiny, how dainty she continued ( just what a boy wants his penis
called, DAINTY ), really sissy, I think me and Mom were right, you
really should be dating boys, you could never satisfy a woman with that
tiny thing not to even mention your preemie problem. I'm going to have
to ask around and find out who's gay for you. All shaved and soon to be
in panties some gay hunk is going to find you irresistible." All while
speaking Candy moved around her poor victim checking his underarms and
everywhere else for any stay hairs.

All the while Candy was speaking, Bobbi brushed aside all this gay talk
for still, all he could think of was gym class and how he'd explain his
hairless body. Feeling terribly sorry for himself he tried to gain some
sympathy from Candy. "Um Ms. Candy, what about gym class, how am I
supposed to explain my hairless body" he complained.

Problem was Candy wasn't in a sympathetic mood. "How should I know she
brusquely said, besides I could care less, it's not my problem. You
might as well tell them you're a sissy, it's the truth after all."

These were not the comforting words Bobbi had hoped for as his stomach
churned with nervousness. Finishing her inspection of Bobbi she deemed
him fit for a pantywaist. "Good enough she declared now sit down so we
can see what pretty panties you've acquired.

As Bobbi shyly sat on his bed modestly trying to hide his tiny penis he
began to take stock of the panties Candy was "giving" him. He couldn't
believe all the dainty panties piled on his bed. He couldn't see a pair
that looked even remotely masculine. He'd seen his sister's panties in
the laundry before but never paid too much attention to them. Now that
they were his he began to take notice and was horrified at what he saw.
It was all too apparent to Bobbi that Candy had very feminine taste in
panties, for, from what he could tell, most were pastel colored nylon
with pretty lace and bows and the few he could see in cotton he didn't
like at all. All looked to be bikini style.

While Bobbi was still in the bathroom, Candy had gone to her room and
changed her soaking wet panties, With a flourish she pulled them from
under the stack on Bobbi's bed and with a big smile on her face, she
said, "I can just tell your dying to cover up your little preemie's, so
here you go, your first pair of panties, the same ones your little
sister just used to pin your skinny weak ass with, go ahead put them
on. Remember before you kissed them how pretty you thought they were,
lucky you, now you get to wear them and don't forget to thank me nicely
for them" she laughed as she held them daintily before Bobbi relishing
the crestfallen and humiliated look on his face.

Bobbi could not believe his sister was going to force him to wear her
used panties, the same panties he'd had to humiliatingly stare at for
over 30 minutes while being humiliatingly school girl pinned. The same
stupid panties he'd so recently kissed in abject submission. Forgetting
for the moment all about gym class, side tracked by this new
humiliation, Bobbi very reluctantly accepted the panties from Candy
while still sitting on his bed next to her, steeling himself for the
incredibly embarrassing sentence he was about to say, Bobbi stuttered,
"Thank you Ms. Candy for these really pretty panties."

Candy watched with glee as Bobbi, his face bright red from
embarrassment, meekly slid her wet panties up his smooth legs.

Not wanting to expose himself anymore than necessary, Bobbi slid his
new panties up his hairless legs while still sitting, only standing
when he got them to his thighs. Immediately upon taking them from Candy
he could feel they felt kind of wet. Now that he had them snugly in
place he could tell they were completely soaked. Bobbi flushed anew
with intense embarrassment as he dumbly realized his sister must have
been sexually excited from beating him up and humiliating him. Oh the
shame he felt wearing Candy's wet panties against his hairless
privates, (especially knowing now that they were wet from Candy's
excitement over beating him up) only, now they were his panties. Even
wet he could tell how light and flimsy they felt, plus he wasn't used
to wearing bikini panties or bikini anything. They fit him fine but
were much smaller than his underwear, he felt so exposed in them and
when he looked down he could faintly see his little landing strip
through the diaphanous material just like he had seen Candy's.

Smiling Candy replied, "oh how cute, you look just adorable in them and
they fit you perfectly, its obvious we are the same size but not
strength, huh preemie?" not waiting for an answer Candy continued on
with her relentless taunting, "do a little twirl for me preem's so I
can get the full affect."

Finding it impossible not to react to Candy's needling and
humiliations, Bobbi began to protest, "Ah come on Can- um, I'm sorry
Ms. Candy" Bobbi quickly corrected himself and continued, "haven't you
had enough fun ye-"

That's as far as Bobbi got, Candy had been waiting for this very
moment, she knew even her wimpy brother could take only so much, she
intended though, to reinforce he'd just have to take whatever she felt
like dishing out. She sprang into action like a lion on the hunt,
quickly she grabbed his hand and twisted his arm behind his back,
causing a startled yelp from Bobbi and putting an end to his attempt at
rebellion, however slight it was. Cranking on Bobbi's arm Candy forced
him to his knee's and pushed him over on his face while still holding
his hand, she straddled his lower back and wrenched on his arm hard.

Bobbi screamed out in pain and began begging, "ow ow ow Ms. Candy
please that really hurts, oh please Ms. Candy my arm hurts so bad,
please I'm sorry, please Ms. Candy, you're going to break my arm" he
whimpered.

Lightening up on Bobbi's arm Candy relaxed a bit and sat further back
on Bobbi's back, her skirt riding up she could feel her nylon panties
against Bobbi's wet nylon panties which caused her to giggle like a
school girl. "Really sissy, I don't want to hurt you but you better
stop testing me or it's only going to get worse for you, every time
from now on when you act up I'm going to add something to your pretty
wardrobe or find another way for you to feminize your body. That little
stunt just cost you a tattoo, you have any problem getting a tattoo of
my design you had better speak up now" Candy hissed as she twisted
Bobbi's arm higher up his back again.

Squealing with pain Bobbi shrieked, "ow Ca- I mean Ms. Candy, please my
arm hurts so bad, please I'm sorry, really sorry, whatever you say is
fine, please my arm....ow ow !!! I promise I won't act up again."

"And your pretty tattoo, your fine with that?" she asked. Crazy in
pain Bobbi still didn't want a tattoo, especially one of Candy's
choosing and where would she want it on his body. "Um please Ms. Candy,
what kind of ta- ow oh ow my arm" Bobbi cried real tears as his sister
twisted his arm even further again asking, "YES OR NO answer me Bobbi"
she calmly said. She hadn't called him Bobbi in hours, it was sissy,
wimp or preemie, Bobbi sensed the danger, "Yes Ms Candy Yes !, please
my arm."

Candy could feel her panties soaking again and was in heaven. This was
simply the best day of her life. Releasing her hold on her crying
brother's arm Candy exclaimed, "Oh I'm so excited ! You're just going
to love what I have in mind for you, actually I already know what its
going to be but we will make it a surprise, doesn't that sound exciting
?" Candy enthused.

Thinking the idea anything but exciting, but knowing Candy was
expecting an answer Bobbi simply said, "Yes Ms. Candy."

"Good" she smirked, "will get it done soon, maybe tomorrow, now I'm
going to let you up AGAIN, when I do, you can do that little twirl for
me then you can simper out to the kitchen in your pretty panties and
get me a coke, I'm thirsty, then hopefully we can sort out your new
panties without anymore problems, remember every time you don't obey me
immediately, your going to pay, its already cost you your body hair and
a tattoo. Would you like to try for pierced ears next or perhaps a
pretty purse?" Reaching behind her she slapped Bobbi's panty clad butt
and said, "Now snap to it."

Freed again from Candy, Bobbi slowly stood up and did an awkward twirl
for Candy and wordlessly and shamefully headed to get her coke.

Candy loved Bobbi's awkward embarrassed twirl and the way his panties
moved across his smooth bottom as he meekly exited the bedroom to do
her bidding.

Walking to the kitchen in just his sister's wet panties, with his body
hairless, Bobbi was struggling with the feelings of being hairless and
wearing girls panties. It made him feel so vulnerable, weak and
submissive.

This is great Candy was thinking as she waited for her new slave to
return. I have my own little sissy to wait on me hand and foot.

Meanwhile as Bobbi was getting Candy's drink he found himself numb from
the way the day had so horrendously turned out. He could never have
imagined in a million years when he got up this morning he'd be in the
kitchen with no body hair wearing his sister's wet panties getting her
a coke. He was a nervous wreck worrying about gym class and now this
tattoo. How could he possibly expose himself to a tattoo artist with no
body hair and wearing panties? He'd die of embarrassment, Bobbi wished
the ground would open up and swallow him, but he was not to be so
lucky. Not liking at all being out around the house in just his
panties, a nervous wreck, he dejectedly headed back to his room with
Candy's coke.

"There you are preemie" Candy happily exclaimed. "Thanks for getting me
the coke, how sweet. Now come over here and sit next to me so we check
out all your new panties."

Yeah like he had a choice in getting her coke Bobbi ruefully thought as
he sat next to Candy.

Still wearing her mini skirt and sexy top, Candy snuggled right next to
Bobbi knowing that it was killing Bobbi to have such a pretty feminine
girl dominant him so, especially since that pretty girl was his younger
sister. "Now Candy said with girlish enthusiasm, lets look at all the
pretty panties I'm giving you. I want you to nicely pick up each pair,
one at a time and describe them to me, making sure you point out all
the details and how pretty you think they are, then I think you should
thank me for such a precious gift, after that I want you to kiss the
bottom of each pair, then neatly fold them and put them in your dresser
drawer, lets do all the cotton ones first, here, I'll get you started"
she said handing him a cotton pair.

Bobbi was speechless as he took the offered panty, how could he say all
those things, he'd die of embarrassment. His sore arms and black eye
though told him he no choice what so ever in the matter. Still freaking
out about gym class, his Mom and getting a tattoo, Bobbi tried to clear
his mind for the task ahead. Looking at the hated panties his sister
handed him, unable to figure a way out of this humiliation, Bobbi began
timidly, "um these are white cotton Tinkerbelle bikini panties with
pink fairy's on them" Bobbi said as he struggled to find the right
words to say, imagine a 17 year old boy having to talk so intimately
about panties. "I really think Tinkerbelle's cool and these panties are
so cute, Thank you so much Ms. Candy for your precious gift" he
squeaked looking up at Candy to see if he'd done well enough.

"I think you can do much better than that wimp, I want more details
about the panties and tell me why you think their pretty, and how much
you can't wait to wear them, now kiss that pair like I told you, fold
them neatly and put them in your drawer."

Bobbi did as ordered and sat back down next to Candy and picked up the
next pair. He was thoroughly embarrassed when he saw what they said.
"These are white cotton panties with the word Official Captain printed
in big pink letters on the front and Boy Watching Team in big pink
letters on the back, their really cute and I love the slogan on the
panties, it would be so cool to be the captain of a boy watching team,
I can't wait to wear them to school and I hope they look cute on me,
thank you so much Ms. Candy for these really pretty panties."

"That's a little better sissy, so, you can't wait to wear them to
school, no problem, you can wear them tomorrow, by the way, I'll be
picking out your panties each day just so you know, as far as being
captain of a Boy Watching Team, will just have to wait and see, who
knows, maybe your dreams will come true, next pair" Candy ordered.

Horrified to think he'd be wearing those hateful panties to school
tomorrow, Bobbi kissed the bottom of the panties, not missing the
significance of such an act considering that's where Candy's bottom
used to sit against. Finished folding them he went to put them away
when Candy interrupted him.

"Sweety, you can leave those ones out on top of your dresser, remember
you get to wear them tomorrow to school."

How helpful Bobbi thought as he sat back down, ever aware of being
continually exposed to Candy wearing her wet panties. Realizing this
humiliating task was going to take a long time Bobbi picked up the next
pair and continued his humiliating panty descriptions. "These are Baby
blue cotton panties, bikini style with the words printed in pretty pink
lettering, Chicks Rule on the front of the panties. They have a really
cute pink boarder around the waist and leg bands. I love the saying on
the front and I think it's especially true for me. I just know these
will look really cute on me, thank you so much for these pretty panties
Ms. Candy, don't you think their just perfect for me?"

"I most certainly do Preem's, your most welcome" Candy smirked.

While finishing his kissing and folding task Bobbi was just mortified
at how he was humiliating himself. He'd never been so embarrassed in
his life, he didn't know how he could go on. He was miserable as he sat
back down next to Candy. Picking up the next pair he went on, "Oh Ms.
Candy these are sooo cute. These ones are white bikini Hello Kitty
panties. They have a sewed on Hello Kitty appliqué on the right hip
that is just adorable. I just love everything Hello Kitty and am so
excited I have my own pair. The pink Kitty sewed on the right hip is
just so cute, don't you think I'll look so cute in these? Thank you so
much Ms. Candy for these panties, their just precious." Bobbi couldn't
believe the garbage he had to make up about these hated panties, but he
was exhausted and thoroughly whipped by Candy. Still frightened, he was
doing the best he could to please Candy, saying things he thought would
please her.

For her part Candy was more than pleased, this was about the funniest
thing she'd ever done. She just loved watching her brother squirm
before her. She couldn't believe the sissy things her brother was
saying about all these panties. He'd freak if he knew she had his pc
camera recording his every move and word. Too bad she thought, it will
be good black mail material if she needed it. Returning her thoughts to
Bobbi she replied, "Your very welcome honey, I'm sure you'll look just
adorable in them. I never knew you loved all things Hello Kitty, we
will have to see about getting lots more Hello Kitty stuff, they have
all kinds of stuff I know you'll love like purses, clothes and
jewelry. I've kind of out grown the Hello Kitty phase, but I'm thrilled
that you love Hello Kitty. Since you love them so much, I'll tell you
what, I have a Hello Kitty nightie, its yours."

With each and every panty, Bobbi found himself digging a deeper and
deeper hole he'd never get out of. His mind raced but he came up with
no solutions. And he wasn't even to the nylon panties yet ! Picking up
the next pair, against his will, he gushed, "Oh Ms. Candy I love these
ones. Don't you just think their so cute, I love Winnie the Pooh, it's
one of my all time favorite cartoons. These are bikinis also, I think
all the ones you gave me are. They are light blue with all the Winnie
the Pooh characters on them. Winnie, Tigger and E'ore. Their so cute, I
can't wait to wear them. I'm so lucky to have so many pretty panties.
Thank you so much Ms. Candy." Poor Bobbi was running out of new things
to say each time, how could a boy be expected to know so much about
panties and have to talk about them in such detail. At the moment he
couldn't think of anything more embarrassing, except maybe the whole
day and there was still tomorrow at school he remembered.

"Well you're turning into quite the panty expert wimp, how cute! Guess
what, I think your right, all your pretty panties are bikinis but I
still expect you to include that fact in your cute little descriptions.
Next pair sissy."

By this time Bobbi was back on the bed next to Candy picking up the
next pair, "These are really awesome" Bobbi exclaimed, "how cool, Super
Girl panties. Their pink bikinis and have the words Super Girl printed
in big purple letters on the back of the panty. There's also purple
around the waist and leg holes. Thank you Ms. Candy for these really
cool panties."

"Your welcome sissy, but really ! I was not impressed with your last
panty description at all. I suggest you start doing a better job
babycakes or would you like to start all over from the first pair?
Let's keep that in mind when you do the next pair preem's."

Glumly Bobbi picked up the next pair and started his description, upon
picking them up. They looked like plain white cotton panties but when
he turned them around to see the back of the panties he saw different.
"These are simple white cotton bikini panties Ms. Candy, but, on the
back of the panties in big pink letters they say Girl Power. I think
there just perfect for me because Girl Power is why I'm going to be
wearing panties. I think a lot of boys underestimate Girl Power but I
don't. They feel so soft and I can't wait to wear them because they
look so comfortable plus they'll be a constant reminder for me when I'm
wearing them not to forget Girl Power."

Candy couldn't help but giggle as Bobbi described this particular pair
of panties and humiliated himself with all the Girl Power talk. She had
no doubt Bobbi was becoming all too familiar with Girl Power and
realized it must be killing him to say these things. Too bad Candy
laughed to herself.

"I'm really excited you gave me this pair of panties Ms. Candy and I
think you have lots of Girl Power. Thank you so much for these panties
Ms. Candy" Bobbi finished with a bright red face.

Laughing out loud Candy proclaimed, "Girl Power !!! give me five wimp."
Candy's hand held high, Bobbi had no choice and high fived his sister
to Girl Power. After kissing the panties right where they said Girl
Power, Bobbi neatly fold them and went to put them away, dropping them
as he did so. Bending over he picked them up and placed them in his
drawer.

Watching Bobbi bend over to pick up his panties Candy loved seeing his
bottom in her pretty panties and the way the nylon panties stretched
across his bottom when he bent over. She could tell they were still wet
with her excitement and wondered what her brother thought we he first
put them on. She had noticed his surprise when he pulled them up and
correctly assumed he was extremely embarrassed to be wearing panties
wet from her excitement. His laughable penis, more like a clit she
thought was so small he looked like a girl even from the front. This is
just too good she smiled, "next pair" she ordered.

Seeing about three pair of cotton panties left Bobbi picked up a pair.
Candy hadn't worn this pair in years and couldn't wait to hear his
description. God he must be embarrassed she correctly thought. "Oh Ms.
Candy ! Hanna Montana panties, how awesome ! I just adore these, they
are pink bikini panties with a really cool picture of Hanna Montana on
the front. I just love Hanna Montana, her TV show is the best and I
love her songs. She's got a really good voice and dresses so cool. I
like the cute yellow piping around the legs and waist, it makes the
panties so pretty. These will be so fun to wear, won't it be neat if
I'm wearing them when Hanna's on TV? They are so cool Ms. Candy, thank
you very much for these panties."

"I just knew you were a secret Hanna Montana fan Bobbi, how sweet ! I
have some of her CD's I don't listen to anymore, you can have them but
I want some of yours in exchange. Next pair honey."

Grabbing the next pair, Bobbi didn't have a clue what to say about
these ones, stumbling for words he said, "Um, these are uh" looking at
them closer he continued "Strawberry Shortcake panties. They are red
bikini panties made of cotton with a pretty white waist band. They look
real comfortable and should be fun to wear. I like the cute Strawberry
Shortcake character on the front of the panties. I don't know much
about Strawberry Shortcake but I like them, they are really cute. Thank
you Ms. Candy for these really cute panties."

"Your welcome tough guy" Candy laughed. "Next pair baby" she smiled.

Finally Bobbi sighed, the last pair of cotton ones. "These are white
cotton bikini panties that feel really soft, I can't to wear them
because they feel so soft and I think they will feel really good on me.
On the front of them they say Princess in real pretty pink script with
really cool sparkly stuff around the word Princess. Thank you so much
for these lovely panties Ms. Candy."

"Your welcome princess, I'm sure you'll look adorable in them. Kiss the
bottom sweetie and put them away, I know you like to admire your new
panties but we have to move on to the nylon ones."

Sitting down next to Candy again she handed him five pairs of nylon
panties telling him, "These are all the same style preemie, so you just
describe one of them and then tell me all the pretty colors."

Taking the panties from Candy, Bobbi could tell all five of these
weighed less than one pair of his underwear. He looked them over before
starting his sissy speech. "All five of these pretty panties are bikini
style in really light nylon. They feel so smooth and pretty Ms. Candy
and I love the really pretty white lace around the leg openings and
waist. They are so thin and light I bet they will feel really good on
me. I love the pretty colors, white, pink, baby blue, yellow and peach.
The pastel ones are so pretty. Thank you so much Ms. Candy for all
these really pretty panties" poor Bobbi gasped.

"I'm so happy you like them sweetie, won't it be so much fun knowing
you going to be wearing your little sister's panties everyday, what a
lucky guy you are ! What do you think all the boys at school would
think if they knew you wore your little sister's panties sweetie? Oh I
bet that would be embarrassing" she teased. Not expecting an answer to
her taunting questions Candy said, "Next pair."

"These pair of panties are white nylon bikinis with really thin elastic
around the waist and legs, the bikini style looks a little smaller than
some of the other panties. They feel really smooth and slippery, I
can't wait to wear them and see how they feel on me. The best part of
these really pretty panties though is all the cute little pink hearts
on them. They are precious Candy, thank you so much!"

"DID YOU JUST ADDRESS ME AS CANDY?" Candy shouted. "I can't believe
you sissy ! What's it going to take! "go into my bedroom IMMEDIATELY
and get the nail polish labeled Pink Petal and the clear top coat, then
get your pantied ass back in here IMMEDIATELY !"

Worn to a thread from the constant humiliations and talking about
panties, Bobbi hadn't realized his slip up, startled by Candy's
yelling, and with no time to think he quickly did as ordered.

Candy gleefully watched her dejected brother return with the ordered
nail polishes, he looked so cute in his pink polka dot panties she
smiled. Reaching to hand the bottles to Candy, she informed him, "Those
are for you pansy not me, you will learn how to properly address me and
obey my orders OR ELSE ! I guess we are going to have to take a break
from your panty time, I want a clear base coat on your toes, then two
coats of the pink petal, then finish with a clear top coat. You can
also put a clear coat on your finger nails. While you're doing that I'm
going to get something to eat and then I'll get that nightie I promised
you and your Hanna CD's. SEE I KEEP my promises, you had better think
about doing the same pantywaist. Now hop to it, four coats of polish is
going to take awhile and you better do a good job or we will start
over" Candy imperiously ordered as she left the room. Good thought
Candy, I was getting hungry anyway, and that should keep preem's busy
for awhile.

A stunned Bobbi sat on his bed staring at the nail polish. He had no
clue on how to paint nails and really, really didn't want to paint his.
Nobody would see his toes unless he took off his socks and shoes which
he had no intention of doing, but his finger nails. How noticeable
would that clear polish be on his fingers he worried. Wanting to tell
Candy to fuck off so badly, he unscrewed the cap on the clear coat. He
just didn't have the courage to stand up to her after the way she so
easily "Girl handled" him. With a sliver of hope still that he'd be
able to hide his shaved body, panties and now, nail polish, Bobbi
carefully set about this new task.

Knowing it takes a long time to apply four coats of nail polish, Candy
gave Bobbi plenty of time. Returning to his room about two hours later,
with the Hello Kitty nightie and Hanna Montana CD's she stated, "Looks
like you're just wrapping things up pansy, let's have a look." Bobbi
was just finishing with the top coat on his toenails, his finger nails
having dried long ago. Although not too noticeable, his finger nails
were much shinier than he would have liked. He was certain people would
still notice though. "Oh sissy! How pretty your toes look, the polish
on your toes matches the polka dots on your panties, isn't that
adorable! Such a little fashion queen you are Bobbi. Here, slip on this
Hello Kitty Nightie while I see which CD's I'm going to trade you."

Having finished his toe nails Bobbi did as ordered and put the nightie
on. It was a baby doll nightie and didn't even cover his panties it was
so short. It was white with a big Hello Kitty on the front and had thin
shoulder straps. It felt totally foreign on him, he felt like such a
sissy wearing it especially when he looked down and saw his bright pink
toe nails and hairless legs. My God he thought, I already am a sissy,
WHY OH WHY did he have to pick a fight with Candy, stupid, stupid,
stupid.

Meanwhile Candy had found six CD's she liked of Bobbi's and exchanged
them for his new Hanna Montana CD's. "I found six CD's I like of yours
pansy, thanks for the trade, I know you'll love the Hanna CD's." Never
even having agreed to a trade Bobbi remorsefully said, "Thank you Ms.
Candy" vowing to never again forget to ad the Ms. before her name.

"Your welcome pansy honey and by the way you look adorable in that
nightie, I want you to wear it to bed every night until we get you some
more nighties. Now come over here and sit next to me so we can get back
to your pretty panties."

Sitting back down next to Candy he could feel their smooth legs rubbing
together, it made him feel like such a sissy and wimp. Picking up the
next pair he found himself back to describing his new panties. "These
panties Ms. Candy are really pretty. They are pink bikini panties made
of nylon with the most beautiful white lace around the waist and legs.
There's a real pretty pink bow right at the center waist of the front
of the panties. These panties are so sheer and delicate, there
absolutely precious Ms. Candy. I can't wait to wear such pretty and
delicate panties, I think they'll be perfect for dress up days. I want
to thank you so much Ms. Candy for these very special panties."

"That was very sweet sissy, your very welcome" Candy giggled. Just then
both Bobbi and Candy heard the front door open and close. Their Mother
was home. On hearing her enter Bobbi panicked and then froze. He didn't
know what to do and was desperate to put some male clothes on to cover
his shame. Coming out of his stupor Bobbi begged to be allowed to put
some clothes on in hushed tones so his Mother did not hear him.
Speaking much louder than Bobbi, Candy said, "I don't think so
pantywaist, besides your already dressed."

"But Ms. Candy you didn't say anything about telling Mom about the
panties and stuff" he whispered. "It's Mommy, remember pansy? DON'T
forget that ! I didn't say anything about NOT telling Mom you were a
pantywaist did I. You should have thought about that when you pushed me
Mr. Big Shot. Anyway she's going to find out sooner or later, no better
time than the present I say. Or would you rather she comes up here to
find you being school girl pinned by your little sister, either way I
don't care pretty baby." As if to confirm that fact, Candy called out,
"Mom, were up here in Bobbi's Room."

Terrified of being seen like this Bobbi tried to head into his bathroom
but Candy grabbed his wrist and sat him back down on the bed. Turning
the corner to his room, saying, "What are you kids up ," their Mom got
no further as her mouth hung open in surprise! Bobbi turned about ten
shades of red as he sat meekly on his bed. Her initial shock at seeing
her son dressed like a fairy with a black eye and bruised arms turned
to amazement. Caroline, their mother was just getting home from work.
She was pretty just like her daughter and just as feminine. At 5'-8"
tall she was a good 3 inches taller than Bobbi. Wearing a smart
business suit of jacket and pretty skirt with 3 inch heels she stared
at Bobbi. "What the heck is going here?" she demanded in angry tones
trying hard not laugh at the way Bobbi looked.

Seeing an opening he hadn't before, with the hope of rescue from his
Mom, Bobbi sprang from the bed and started blubbering, "Mom, me and
Candy got in a big fight and she hit me in the eye and has been making
me do all these horrible things ever since. Mom ! You gotta tell her to
stop this and make her leave me alone, please Mom please." All this was
delivered in frantic rushed words making Bobbi sound like a toddler.

All the while Candy was fuming, seething with anger at Bobbi. Not once
did he say Mommy and he even dared call me Candy she thought, oh he was
going to pay BIG TIME for that little outburst, you just wait until
your Mommies not around to protect you tough guy. As Bobbi pleaded with
his Mom, Caroline took stock of her son now that she had a good view of
him. Are those Candy's panties and nightie he's wearing and my God he's
shaved his legs and look at those cute toenails, she couldn't help but
giggle out loud which infuriated Bobbi.

He tried to say more but his Mom hushed him and told him to sit down.
"But Mom" he started again only to have Caroline tell him to shut up
and sit down NOW ! This whole time Candy sat quietly and said nothing.
"Candy," Caroline asked, your brother's obviously a little excited,
what's going on here? I want your side of the story and Bobbi keep your
mouth shut." Just like his Mom to pick Candy's side Bobbi bitterly
thought, I'm going to be really screwed if she takes her side,
remembering he didn't say Mommy and called Candy, Candy, not Ms. Candy.

"Mom, all I did was make a joke, I asked Bobbi if he wanted my old
panties and he just flipped calling me all sorts of nasty names and
then he pushed me really hard. I wasn't going to take that from a
preemie wimp (Caroline was well aware of Bobbi's nickname and had even
used it herself when Bobbi got too uppity) so we kind of got into a
fight and I ended up pinning him. He kicked me in the back really hard
so I hit in the face and that's how he got the black eye. Being the
wimp he is he started crying after I hit and said he was so sorry.
Afterwards he asked if he could have my old panties so I let him have
them. He tried getting smart with me later so he ended up shaving his
whole body and painting his nails so I wouldn't beat him up again. He
was in the process of describing all the panties I gave him and how
much he love's them when you came home and that's the truth Mom" Candy
helpfully explained.

"Mom, none of that's true, she's lying and you need to tell her to stop
this" is as far as Bobbi got before he was interrupted by his Mom.
"Bobbi I told you to BE QUIET" she loudly barked. Trying to process all
this information, looking at her son in a Hello Kitty nightie and pink
polka dot panties she snickered again out loud. Poor Bobbi knew he was
the source of his Mom's giggles. Candy beat up Bobbi she thought to
herself, way to go Candy, being a girl herself Caroline loved Girl
Power and was thrilled to see her sex get the upper hand on a male,
that it was her son was just too bad, not my fault he's such a wimp.
Bobbi had always been small and kind of prissy, pantywaist Candy liked
to call him. Well he sure looked like a pantywaist now. She was
surprised that Candy was able to beat him up but not too surprised. She
was certain Candy embellished her story a bit but if Bobbi wasn't man
enough to stand up to his little sister, too bad. Having made up her
mind about all this she addressed her children. "Let me get this
straight Bobbi, you and Candy got into a fight and she beat you up, to
garner protection from her you agreed to shave your body and paint your
nails and NOW you want me to protect you from your little sister!!!
You've got to be kidding me Bobbi! Really, if you are not man enough to
stand up to your little sister I can't and won't help you. My gosh
Bobbi do you have any idea what you sound like, begging your Mommy to
help you. HOW old are you? Did your sister ever run to me begging for
help when you used to pick on her? Seriously Bobbi you're a bigger
sissy than I thought. I'm sorry Big guy but your on your own and if you
want to wear panties, shave your body and paint your nails that's fine
with me. I do all those things myself so no big deal honey. Now I'm
going downstairs to get a drink and when I get back you can finish what
you guys were doing before I got home" she said and headed downstairs
to get her drink.

Listening to their Mother, Candy and Bobbi naturally had wildly
different views of what she had to say. Bobbi was completely devastated
while Candy was jumping with joy. Knowing he was in even deeper shit
now Bobbi tried to abase himself before Candy and gain some favor.
Meekly he tried to say he was sorry and that he'd do anything he was so
sorry and.... That was as far as he got before Candy let him have it.

"You stupid little pansy" she hissed "Your in deep shit preemie boy,
Mommy, Mommy help me" she mocked, "First off DIDN'T I tell you to call
her MOMMY ! Secondly you forgot to add Ms. again to my name, I'm real
tired of having to repeat that pantywaist. Maybe I should have Ms.
Candy tattooed on you as part of your tattoo, I think you'd remember
then! I can tell you this, AND I WARNED YOU, you just brought yourself
pierced ears and a pretty purse that you'll carry everywhere for those
two mistakes! As for your little outburst in front of Mom, well I have
not yet decided what to do but I CAN GARUNTEE YOU WON'T LIKE IT. Now
when Mom gets back here we will continue our little panty time and you
better be gushing about how much you love them and how you can't wait
to wear them or believe me you won't like what happens next. When
that's done your going to ask Mom for some money so you can get your
ears pierced and your pretty new tattoo. I already know the design
you're going to get and lucky you, I know a tattoo artist, she's the
older sister of my friend and I know she'll just love your pretty
tattoo. I took the liberty of calling her earlier while you were
painting your pretty toes pink. Tomorrows Friday and good thing, that's
when your appointment is. They are open late in case your tattoo takes
awhile. Saturday, we can have a sissy, sister day and get your ears
pierced, three in each ear and I know of some really cute earrings we
can get you.Then we need to find you a really cute purse, something
really girly I think. Doesn't that all sound sooo exciting, I know I
can't wait, what about you? I warned you preem's, I sure hope you
learned your lesson this time."

Before Bobbi could even respond their Mom came back with her drink and
sat on the chair at his desk. "So lets see what you kids were up to
when I got home," Caroline smirked.

Utterly defeated yet again Bobbi sat back down next to Candy. She
scooted closer so their silky smooth legs were rubbing against each
other's again. Candy wrapped her arm around Bobbi's lower back and
playfully fingered the tiny elastic waistband of his panties. "Well
Mom, when you came home Bobbi was telling me all about his new panties"
Candy explained. "Please do carry on Bobbi honey, I'm dying to hear
what you think of your new panties" she giggled.

Embarrassed to tears again, mortified at doing this in front of his
Mother, Bobbi picked up the next pair of panties remembering Candy's
recent threats. "Oh Mommy, Ms.Candy look at these panties they are to
die for ! Oh there just so delicate and dainty I absolutely adore them.
I so can't wait to wear these, I think they are my most favorite
panties ever. These are such a pretty pale yellow and isn't the pretty
white lace around the legs and waist scrumptious? I love the bikini
style, they are the only kind of panties I like and the sheer fabric of
the nylon is so cute, you can even see my little landing strip right
threw them. Don't you think these will look so cute on me Mommy and Ms.
Candy?"

Caroline was besides herself with amusement, she had never witnessed
anything so funny and sissyish in her whole life. She could not believe
what a sissy her son was. Candy must have really scared him she
correctly thought. And what was this Mommy and Ms. Candy stuff. How
cute ! I guess we know who wears the pants in this house and it sure as
heck isn't Bobbi. Landing strip, my God could he be any more of wimp,
surely that was Candy's idea she thought becoming more and more proud
of her daughter. Seriously she never heard anyone speak like such a
simpering sissy, serves him right. During his whole little sissy speech
Caroline could not help giggling continuously and laughed out loud as
she said, "Oh Bobbi honey I'm certain you'll look adorable in those
panties" and then burst out laughing. "I agree pansy, don't worry
you'll look adorable in them" Candy chimed in. Caroline burst out
laughing again when she saw Bobbi gently kiss the bottom of the panties
and put them away. Oh my lord what a sissy she said under her breath.
Finally Bobbi finished his humiliating description on his last pair of
panties. They were pretty white nylon ones with cute lace around the
legs and waist with little lace inserts at the hip, all topped off with
a cute bow at the waist. Caroline was still giggling from his
description when Bobbi finished putting them away in his drawer and
turned to face her. His face was beet red and he looked adorable in his
cute nightie with the pink polka dot panties clearly visible. She
wondered how his arms got so bruised but was too busy enjoying her
macho son's debasement.

Sheepishly with head bowed he addressed his Mother, "Ah, um Mommy, do
you think I could have some money to get a tattoo and my ears pierced?"


"Now you want to get your ears pierced and a tattoo, your kidding me
right Bobbi?"

"Um no Mommy, I'm not kidding, Candy says she's got a really cool
tattoo design for me and I've always wanted to get my ears pierced"
Bobbi lied.

"I'll just bet Candy's got a really cool tattoo for you, how exciting!
After hearing you talk about your panties I'm sold, you don't have to
try and convince me Bobbi honey, I believe you. I don't see why not
after all I just gave Candy money so she could get new panties. How
much do you need?"

Before he could answer Candy stepped in, "Mom I'm kinda helping Bobbi
out with his tattoo and ears, you know like supervising. Why don't you
give me the money and I'll make sure you get receipts?"

"No problem Candy let me know what you need and I'll write a check. You
kids have fun, I've got things to do right now." "Thanks Mom, you're
the best" Candy replied. With that she was gone and Candy and Bobbi
were alone once again.

"Wasn't that fun preem's, you did good, lucky for you. I can't wait
until schools done tomorrow, were going to have such fun this weekend I
just can't wait. I hope your as excited as me sweetie. I can't wait to
see your tattoo, your going to love it! Isn't this just the best ever
she gushed? By the way sweets, I don't want your preemie panties
getting mixed up with my panties, Mom's got a laundry marker in the
laundry room, I want you to go get it and then write your name, "sissy"
on all the tags of your panties. We will be spending enough time
together this weekend pansy so I'm going to leave you alone for now.
You need to come right home from school tomorrow so we can go to your
tattoo appointment. So don't be late, OR ELSE! Now before I go, since I
was nice enough to give you my old panties I think it would be cute if
you were to get on your knees and very sweetly thank me for your pretty
panties one more time"

With so many things to worry about, Bobbi was an emotional wreck, there
was no depths to his humiliation. Kneeling to do Candy's bidding he
humiliated himself for the thousandth time today, "Oh Ms. Candy thank
you so much for all the pretty panties! You're the best sister ever, I
can't believe your letting me have all these pretty panties. There all
so cute I just adore them. Thank you so much Ms. Candy" he simpered.

"No problem pussy, it was my pleasure, believe me. Now before you get
up, you've got one more pair of panties to kiss." With that Candy
turned away from Bobbi and hiked her mini skirt up enough to let Bobbi
kiss her panties. Seeing she had pink nylon panties on now Bobbi leaned
foreword and gently kissed Candy's panties noticing they were soaked.

"See ya later wimp" Candy said as she left his room leaving Bobbi
kneeling in his humiliation.

After he had marked all his panties as Ms. Candy ordered Bobbi,
exhausted lay on his bed and quickly feel asleep, still in his pretty
Hello Kitty nightie and wearing the pink polka dot panties that Candy
had worn while beating him up. Poor Bobbi was such a wreck he slept
right threw dinner and didn't wake up until the next morning when Candy
came barging into his room.

"Get up sleepy head or you'll be late for school, don't forget you get
to wear your Boy Watching Cub panties today that you're dying to wear.
Make sure you check with me before you leave so I can be sure your
wearing them, and remember your to come straight home from school, we
don't want to be late for your appointment." With that she was gone.

As he was getting ready for school, yesterday's event flooded back into
his head. He was so worried about so many things he couldn't
concentrate on any one specific worry. His mind just raced and raced.
Bobbi hated the panties he had to wear today especially with there
message, God he better not let anyone see them, he'd surely die of
embarrassment. If anyone saw those panties they would for sure think he
was gay, another fun thought to worry about. Once in his panties and
clothes, jeans a t-shirt and sweatshirt he marveled at how different
they felt without body hair. He had picked long sox's and pulled them
up as high as he could, paranoid someone might see his shaved legs.
It's the same reason he wore a sweatshirt, he was worried someone could
see up the short sleeves of his t-shirt and see he had no underarm
hair. So concerned about his many worries, he forgot all about his
painted finger nails. Checking himself in the mirror for the 10th time
he was finally satisfied he looked normal. He may have looked normal
except for his shiny nails but he sure didn't feel normal. With no
other choice he headed downstairs to have breakfast and leave for
school. His Mom was already gone for work and Candy was just getting
ready to leave.

"Hey preems you better hurry" Candy said.

He wanted to scream at her to stop calling him preems or preemie but
instead said, "Hi Ms. Candy."

Candy's ride was here so she did a quick check to make sure he had on
the panties she ordered and said, "See ya pantywaist, don't forget to
come straight home." And she was gone. Bobbi and Candy went to the same
school but Candy got a ride from her girlfriend everyday. School only a
short distance away, Bobbi usually walked. He prayed Candy didn't say
anything to her stupid friend Rebecca, she promised, he prayed again.
His biggest worry at school was gym class and his finger nails. He'd
already figured out he would be suddenly sick when his 3rd period gym
class came around. That would work for today but he didn't have a long
term plan for after today. One day at a time he thought. As for his
fingers, he'd just keep his hands in his pockets when not in class and
during if he held his hands in a fist, it was hard to notice the
polish. Having worked all that out now's all he had to do was totally
avoid Candy. He sure as heck didn't want to run into her and have to
call her Ms. Candy. He was beginning to wonder how he'd keep this up
day after day. Not being under Candy's thumb for the moment Bobbi
started to become emboldened. By the time school ended Bobbi was
ecstatic he'd survived the day. His ruse for gym class worked like a
charm and no one seemed to notice his finger nails. Several people had
asked about his eye, he used the same story each time, that he got hit
by a foul ball while playing baseball. The hand prints you could see so
clearly yesterday had faded and his face just looked a little red and
puffy. He attributed that to a cold. Because he'd dodged gym class no
one saw his bruised arms which still hurt, especially the one Candy had
twisted behind his back. He spent lunch hour hiding in the washroom,
staying in the stall until the next bell rang. He was thankful he had
avoided Candy and the few friends he had. It wasn't easy but he'd done
it. Walking home he realized if got his ears pierced he wouldn't be
able to hide that. Especially with three holes in each ear. And this
tattoo crap was making him a nervous wreck. He sure as heck didn't want
a tattoo of Candy's choosing that's for sure. Trying to figure out how
to get out of this mess he could only think of one thing. Tell Candy to
fuck off and take his chances of her beating him up at school. Weighing
his options over and over he could think of nothing else to do. He
couldn't let Candy pierce his ears and sure as heck wasn't going to
carry a purse around, of that he had no doubt. He was still scared of
Candy but came to the conclusion an ass kicking was better than the
alternative. Resigned to his decision but scared of Candy, Bobbi headed
into his house planning to stop this nonsense once and for all.

"Just in time preems, did you have a fun day at school, it's funny I
didn't see you all day. You weren't hiding from me were you baby" Candy
said as he walked in the house. "You've got about 20 minutes before we
have to leave so get ready."

It was now or never Bobbi thought. Moving cautiously he began, "Look
Ms. Candy I don't think I" "STOP right there sissy, before you say
another word there's something I need to show you." Not having a clue
as to what she wanted to show him Bobbi said, "What?" "That's pardon
me Ms. Candy, to you wimp, why don't you just come up to my room for a
minute before you get yourself in more trouble sissy." Anticipating
some form of rebellion, Candy was ready to play her trump card.
Wordlessly she led Bobbi to her bedroom. "You can stand there" she said
pointing to a spot while she sat down and worked her computer. "Ok
tough guy it's all ready, have a look" she said as she started a video.
Immediately Bobbi saw himself on the monitor and heard himself
simpering on about how he loved these panties. He was in shock, what
the... how did she get that? Oh my God, she had me on my own camera the
whole time I was humiliating myself over her panties. Oh my God she had
me on the floor crying with my arm behind my back he realized. Holy
shit she's got video of me kissing her ass!!! This can't be Bobbi
moaned. Oh my God thought Bobbi, there's NO WAY I can let anyone see
that video, EVER! He'd be better off showing up to school in a dress
than have people see that video. The few seconds he saw of it made him
sick. It was so much different than when he was doing it, he couldn't
stand to watch himself simper on about this panty or that panty. He
thought back to the whole time in his room. There was humiliation on
top humiliation. Anyone seeing that video would be way worse than
getting beat up by Candy at school. Oh no, what was he going to do now!
WHY, WHY did he pick a fight with Candy. If he could only take
yesterday back....

"Now what were you going to say down stairs? I believe you were saying
Look Ms. Candy I, before I stopped you, would you care to continue
sissy?"

"I, I, I um I was, Ms. Candy how did you get that video, please, please
Ms. Candy you can't EVER show that to anyone please, I'm begging
you...." Bobbi simpered.

"First off pansy, YOU DON'T TELL ME WHAT I CAN AND CAN'T DO, secondly
it does not matter how I got that video but I'm sure your smart enough
to figure it out. Thirdly your pretty video won't be shown to anyone as
long as you're a good sissy and behave. NOW! Did you have something to
say down stairs or not?"

Totally caught off guard by this new development, his recent plans at
rebellion squashed like a bug. Completely overwhelmed with all kinds of
thoughts Bobbi could not think clearly. Oh my God what am I to do Bobbi
fretted.

"I'M WAITING SISSY" barked Candy.

"Um I um, no Ms. Candy it was nothing."

"That's just what I thought" she smiled. Totally frazzled Bobbi stood
shaking before Candy.

Knowing full well how she had just crushed Bobbi little sissy rebellion
Candy decided to have some fun. "Sissy honey you look all stressed out,
I know it's been a couple of tough days for you sweetie, coming to
terms with your wimpishness and sissyness. Don't worry sweetie it's all
for the best. I'll tell you what, you need to relax and I'm going to
help you, pull your pants down baby" she ordered.

Not understanding what the heck was going on Bobbi hesitated until he
saw the Look in Candy's eyes. Reluctantly he undid his pants and slowly
lowered them exposing his "Boy Watching Club" panties. Reaching into
his panties Candy started to rub his little preemie stick. Shocked at
her actions Bobbi started to speak. Putting her finger to his lips she
ordered, "Hush Baby." Having no other choice Bobbi stood silently
still as his sister rubbed his little penis. Candy was having the time
of her life, she hadn't planned on this little part and was surprised
she was doing it, but what the hey, she was willing to go the extra
mile to humiliate Bobbi. Besides she thought, he needs to be punished
for thinking of rebelling, though she wasn't sure if what she was doing
was actually punishment. It would most certainly turn out to be though
she smiled. Giggling as she felt his little landing strip, Bobbi began
to harden from Candy's ministrations. Once he was fully erect, all 3
and a half inches of him, Candy glanced at her watch. Sure enough, 23
seconds later Bobbi flooded his panties with his sissy cream,
convulsing humiliatingly as he shot load after load into his panties
drenching them. "Not bad preems, you lasted 23 seconds, I'll bet you
can go 30 seconds on a good day she laughed, Now that you've had your
preemie in your panties you should be able to relax sweetie" Candy said
in a saccharine voice, now pull your pants up while I wash my hands, we
have to get going or your going to be late for your appointment."

Bobbi was anything but relaxed. His face was beet red from the
embarrassment of his sister masturbating his tiny penis and forcing him
to cum in his panties, not to mention the embarrassment of cumming in
23 seconds. Bobbi hadn't masturbated in awhile, he had a lot of sissy
cream and could feel his panties were soaked. Horrified thinking of
going out in public with wet panties Bobbi stuttered, "Ms. Candy please
can I change my panties first" he begged.

"No way Jose, we don't have time, besides if I recall correctly, you
were dying to wear these panties today, now let's get going wimp."
Grabbing him by the wrist Candy pulled him along out to the car. With
soaking wet panties and a beet red face, Bobbi stumbled along behind
her. Candy, a recently licensed driver hopped into the drivers seat and
they were off. Bobbi sat miserably in the passenger seat feeling his
wet panties against his hairless skin. "God this so exciting Bobbi, I
can't wait until you see your pretty tattoo."

Pretty and tattoo were not words that went well together Bobbi thought
as he nervously fidgeted in his seat. Pulling into the tattoo parlor
parking lot Candy happily exclaimed, "Were here pantywaist." Bobbi
couldn't stand all her nicknames for him and he cringed each time she
used one which was almost always, but that was the least of his worries
at the moment. Candy's knew her friends sister, Chrissy, the tattoo
artist. She was a pretty 28 year old girl with long brown hair. Candy
had already spoken with her and explained she was bringing her brother
in. Earlier yesterday she had e-mailed Chrissy the tattoo design.
Chrissy couldn't believe a boy would want such a girlish tattoo until
Candy explained to het that her brother was a sissy, that he was a
reluctant sissy she left out. Whatever Chrissy had thought, moneys,
money. Candy led Bobbi into the parlor by his wrist. Candy was again
dressed in a pretty mini skirt and a sheer blouse, wearing 3 inch heels
she was much taller than Bobbi. Candy's attire was not unnoticed by
Bobbi and he was sure she knew it hurt him all the more that such a
pretty feminine girl was dominating him.

As he submissively followed Candy desperately trying to cover the wet
spot that had formed on the front of his pants with his hand she lead
him into the tattoo shop. Chrissy was at the front desk waiting for her
next client when they entered. "Hi Candy" she warmly smiled. "And you
must Bobbi, Hi, I'm all ready, follow me please." "Hi Chrissy, how you
doing?" Candy cheerfully replied. The two girls engaged in girl talk
while they lead Bobbi to a back room. As he observed his surroundings
Bobbi saw two other people getting tattoo's, one a man and the other a
woman. The two artist's working on them were both scary looking males.
Both clients were sitting in what looked like comfortable chairs. Bobbi
was lead to the back of the shop and Chrissy pulled open a curtain
revealing her tools of the trade and a flat bed like table. "You can
sit on that table Bobbi while me and Candy look over your tattoo.

Careful to keep his hands covering the wet spot on his pants Bobbi did
as ordered. Chrissy had something in her hand but Bobbi couldn't see
what it was and she led Candy back towards the front of the shop. Bobbi
sat nervously fidgeting while they were gone. Returning a couple of
minutes later they entered the little room and Chrissy pulled the
curtain closed. "Ok Bobbi were all set, now I want you to relax
sweetie, this isn't going to hurt too bad especially where your getting
your tattoo done, and Candy's told me all about you so you don't need
to be nervous honey." What does she mean by all that Bobbi wondered, oh
my God what did Candy tell her about me and what does that mean, it
won't hurt so bad where he's getting it, just where was he getting this
tattoo.

"Ok sweetie I need you to lay on the table on your stomach" Chrissy
said. "Wait..." but before he could say anything else Candy gave him a
menacing look and said, "Just do what she says Bobbi." Embarrassed
Chrissy might see his wet spot he quickly slide on the table as
requested and kept his legs tight together to hide his shame. Candy sat
on a chair in front of him.

"Ok honey I've got to pull your pants down and then we will just slide
your underwear out of the way and I can start" Chrissy offered.

Before Bobbi could react Candy grabbed his wrists and held them firmly,
"Behave sissy' she warned. Bobbi could not believe Candy just called
him sissy in front of Chrissy, his face burned bright red with
embarrassment. Worse, he couldn't allow Chrissy to see his panties he'd
die of embarrassment, oh my God my panties are soaked he thought and I
have no hair. This can't be happening! He desperately wanted to bolt
from this shop but Candy held his wrists tight and he could see the
look on her face, daring him to try anything. Before he could think any
further he felt Chrissy pulling his jeans down.

As soon as she had his jeans below his waist she saw his Boy Watching
Club panties and giggled out loud. She knew it was unprofessional but
she couldn't help it. What kind of boy wears panties and ones that say
Boy Watching Club, he must be a little swish she thought. What a pansy,
well getting a tattoo like this he must be. She couldn't resist a "How
cute" comment.

Poor Bobbi was so embarrassed he thought he'd die, but he didn't, he
was still lying on that hated table. As Chrissy pulled his panties
aside so she could map out the tattoo on Bobbi's left butt cheek she
noticed two things, firstly it appeared Bobbi's bottom was shaved
smooth and secondly his panties appeared to be soaked. Thoroughly
enjoying Bobbi's obvious discomfort Candy's panties were also soaked.
"Well it looks like we don't need to shave you Bobbi" Chrissy giggled.
Totally ignoring Bobbi, Chrissy looked at Candy and whispered, "His
panties are soaked." Bobbi heard her anyway and burned anew with shame.

"Bobbi," Candy said way too loudly, "DID YOU HAVE ANOTHER PREEMIE IN
YOUR PANTIES?"

"A what?" Chrissy said. Bobbi could see Candy was waiting for an
answer, SHE did this and now she's making it look like I did, how could
she do this to me! "I...I,I um I'm sorry Ms. Candy" was all he could
think of to say.

"Ms. Candy" Chrissy laughed.

"I'm so sorry Chrissy, I had no idea, you see Bobbi's a premature
ejaculator and sometimes has accidents. Bobbi, I want you to apologize
to Chrissy right now for coming in here with wet panties, SERIOUSLY
Bobbi, have you no shame?"

"I, Um, I, I am real sorry Chrissy my panties are wet, I umm, I had an
accident really, I'm sorry" a thoroughly embarrassed Bobbi whimpered.

"Ah ok Bobbi" Chrissy snickered not knowing what else to say to the
sissy. Turning to Candy laughing again, Chrissy said, "Oh my God I've
seen it all now! Wow Candy your brothers really something isn't he?"

"He sure is Chrissy" she laughed.

"Oh well, lets get started, this is going to take awhile." Three and a
half torturous hours later Chrissy said, were done back here. Just the
front now." Twice during the time Chrissy was tattooing him Bobbi heard
the other artist come into the room to get something and leave, both
times he heard laughter out front when they left.

"Awesome Chrissy AWESOME, it looks fantastic I just love it, really
good work, you go girl ! Exclaimed Candy.

"Ok Bobbi roll over and we can do the one on the front, this ones
simple, it won't take long at all." With Candy's 'assistance' Bobbi
rolled over. "Captain" Chrissy giggled on seeing the front of Bobbi's
panties. On his back now with Candy still holding his wrists, Bobbi
could do nothing but lay there. "Ok sweetie, I've got to pull your
panties down to do this one" Chrissy said and giggled again when she
saw his tiny penis and little landing strip. "How cute" she couldn't
resist again.

Bobbi could feel she was working on the area directly above his little
landing strip. This area was much more sensitive than his bottom and it
stung dreadfully as she worked causing Bobbi to yelp occasionally.
"Hang in there baby I'm almost done" Chrissy cooed. Ten minutes later
she exclaimed, "All done honey, that wasn't so bad was it?"

Easy for her to say Bobbi thought. "Ok sweetie lets get you up and you
can look at your pretty tattoos before I bandage them. I gave your
after care instructions to Candy, she can tell you how to take care of
your tattoo's honey."

Standing up Bobbi went to pull his panties up desperate to cover his
tiny penis. "Hang on there pantywaist Candy said. Don't you want to see
your pretty new tattoo's?" Not waiting for an answer Candy pulled him
over to a full length mirror. Candy had him facing the front of the
mirror and Bobbi could clearly see the bright pink two inch letters
that said "Ms." directly above his little landing strip. "Just so you
don't forget again wimp, wasn't that nice of me, now every time you go
tinkles you'll have a little reminder." Bobbi was hoping the ground
would open up again but he was not to be so lucky. "Ok pansy, now lets
have a look at the real tattoo" Candy said as she turned him around.

Bobbi gasped when he saw his new tattoo. It covered at least half of
his left bottom cheek. It was a Fairy tattoo. The fairy was a pretty
young girl with long brown hair wearing a tiny yellow dress. She had
really pretty, intricate fairy wings and she was kneeling on a pretty
flower petal. Her dress was hiked up in back and you could see her
pretty panties. THEY WERE WHITE PANTIES WITH PINK POLKA DOTS !!!
Underneath the fairy, written in big pink letters was the word
"TINKERBELLE." If he thought yesterday was the most humiliating day of
his life, he now realized he was dead wrong. He couldn't believe he now
had THIS tattoo! "TINKERBELLE"! When he first looked at it closer after
being shocked by the Tinkerbelle, the very first thing he could not
help but notice was the white panties with pink polka dots, the same
panties that Candy wore ( and Bobbi later, wet with her excitement )
while beating him up. He was beginning to realize Candy had a very big
and dangerous imagination. This tattoo was so bright, colorful and well
done, Bobbi suddenly realized you would be able to see it right through
his sheer nylon panties.

Chrissy broke him from these happy thoughts when she said, "let's get
those bandaged up and then you can pull your panties up," unsuccessful
in stopping herself from giggling again.

Bobbi was only too happy to pull his panties up after Chrissy had
finished. As he zipped up his pants Candy stepped up to him and gently
grabbed his chin, "Isn't your tattoo just precious, did you notice the
fairy's panties, they are just like the ones you got yesterday. Won't
it be cute when you're wearing them, then you and the fairy will have
matching panties. I think that's just adorable sweetums? Now, I want to
hear you thank Chrissy for the beautiful job she did on your tattoo's
and I think you should thank me for coming up with such a pretty
tattoo, just like you did when you got your new panties yesterday."

The whole time Candy was saying this, Chrissy was giggling
uncontrollably in the background. With a final squeeze to his chin, she
released him and said, "Ok sweetie, you can begin.

Finding himself in yet another situation where he had to humiliate
himself against his will, with great embarrassment and having no clue
what to say, Bobbi stutteringly began, "Oh Ms. Chrissy thank you so
much for all the hard work you did on my tattoo. It's so pretty I just
adore it. You are a very good artist Ms. Chrissy. I just adore all the
pretty pastel colors you used and the wings are so pretty and delicate
looking. You can see right through them just like some butterfly wings.
You did such an awesome job on the rest of the fairy too. Her
clothes..."


"Candy interrupted, "sissy honey, HER name is Tinkerbelle"

Correcting himself, Bobbi continued, "Tinkerbelle's" clothes and hair
are so pretty Ms. Chrissy. (Bobbi wanted to gag saying these things) I
don't know how you did it but Tinkerbelle's panties look like there are
made of nylon, just like mine. It took a long time to do it and I know
you worked very hard. I want you to know I think its beautiful and I
love it! Thank you so very much Ms.Chrissy!

Giggling the whole time Bobbi was thanking her, Chrissy was astonished
someone could be such a wimp and a sissy (she only had a little idea at
how far under Candy's thumb he was and was not aware of how that came
to be, she had no idea Candy had kicked his ass, she just assumed he
was a flaming sissy) My God he came in here with wet panties from
cumming that said Captain of the Boys Watching Club! The tattoo she
just finished was so femmy should didn't think even ONE girl would be
caught dead with that tattooed on her body. His whole body was shaved
and he had that cute tiny landing strip. And here he stood in front of
her, profusely thanking her like a total fairy. This kid was a
Tinkerbelle!!! "Your very welcome honey, that was very sweet of you to
say all those nice things. I'm thrilled that you love your tattoo's,
come back and see me any time, it was a pleasure working on you
sweetie. I spent so much time working on your bottom honey I didn't
notice your eye until a little bit ago, what happened you poor baby?"

Gulping Bobbi replied, "I, I ah, just had a little baseball accident."
It was Candy's turn to giggle. "Oh you poor honey, be careful sweetie"
Chrissy said, seriously doubting this pansy played baseball. "I will,
thank you Ms. Chrissy" Bobbi squeaked, anxious to change the subject
Bobbi turned to Candy so he could thank her. "Oh Ms. Candy, how can I
ever thank you! I just love my new tattoos. I've always wanted a fairy
tattoo and I just love Tinkerbelle! You picked out the perfect design
for me and I love that Tinkerbelle's panties match the pretty ones you
gave me. Its going to be so cute when I wear those panties, then me and
Tinkerbelle will have matching panties. I wish I had more of them so we
could match more often ( Bobbi knew he was screwing himself, but he
didn't know what else to say, its not like he had time to prepare and
he didn't dare risk not doing a good enough job for fear of Candy
making him do it all over ). I think that was a really cool idea to
have Ms. tattooed above my, um I mean, below my belly button. I'm
really sorry Ms. Candy I kept forgetting to say Ms. I promise it won't
happen again.

I bet it won't Candy chuckled to herself.

Ms. Candy I think my tattoo is the prettiest ever, thank you again so
much!"

Standing in the background, Chrissy was giggling the whole time, what a
PUSSY she thought.

"No problem sweetums, I enjoyed doing it for you ( I'll bet she did
Bobbi bitterly thought ) , I'm glad you love them, we will have to see
about getting you some more matching panties like you want. That's
something we can do tomorrow when were at the mall, I know just the
place to go, isn't that exciting baby!" turning to Chrissy she said,
"Thanks again so much Chrissy, you do fantastic work! Its getting late
and me and tinks gotta get going, will see you around, take care." Then
turning to Bobbi she said, "Say goodbye sweetie."

"Goodbye Ms. Chrissy and thank you again." "Your welcome again, bye
bye honey" Chrissy smiled.

"Lets go Tinkerbelle" said Candy as she started walking out.
Tinkerbelle, I pray that's not my new nickname Bobbi worried. This WAS
now the most humiliating day of Bobbi's life ever he thought as he
trailed Candy red faced walking out of the tattoo shop. He was marked
for life with that horrible tattoo, or tattoo's he corrected himself.
He'd never be able to be naked in front of ANYONE AGAIN he thought,
which unfortunately for Bobbi would happen on many more occasions than
he'd ever imagine or want. Oh no he thought, among more worries than he
could keep track of, Candy's friends with Chrissy's younger sister,
what if Chrissy says something to her about my tattoo and everything
else that happened there, I'll just die if anyone else finds about my
tattoo or my wet panties in the tattoo shop, how he embarrassingly had
to thank both Chrissy and Ms. Candy. But if he had pierced ears and had
to carry a purse, what difference was it going to make. Frighteningly
he thought, even if I end up with a purse and pierced ears, I still
don't want ANYONE knowing about that tattoo. The fact that he was weak
willed and weak of strength had dug poor Bobbi a hole he could not get
out of. With all these happy thoughts swirling in his mind, Bobbi sat
down next to Candy in the passenger seat, not failing to notice Candy's
happy smile. As she pulled out of the parking lot Bobbi broke down and
started crying, with quivering lips he stuttered, "Mmmm, Mmm, Ms.
Candy, I was soooo embarrassed in there, th...th... tattoo I got Ms.
Candy, its, its so embarrassing, what am I going to do? How can I have
pierced ears and carry a purse? Everyone's going to know I'm a .....I'm
a...a...a...sis...sissy."

"There is absolutely no doubt about that" Candy giggled. "Tinkerbelle,
Tinkerbelle, I told you I was going to turn you into the biggest sissy
in the world, well, its happening. The sooner you come to terms with
that, the easier it will be for you babycakes. I understand coming out
of the closet can be difficult and sissies are um, well, people tend to
think um, well, differently about them. But sissy honey, you are what
you are, you've just got to accept that and not worry so much about
what other people think about you. Not everyone understands sissies
like I do sweetie. Your embarrassment and humiliation are all part of
the process and of no concern to me really. Now, I want you to remember
to behave tomorrow when we are at the mall or people WILL be seeing
your pretty new tattoo, you just remember that pantywaist. Now, I don't
want to hear anymore fussing or complaining, this is all for your own
good anyway. By the way, is that the story you're telling people about
your black eye, you really should have been more clever Tinkerbelle. I
highly doubt people will believe a wimp like you plays baseball. Now
calm down sweetie, Mom's got dinner waiting for us and she's dying to
see your pretty new tattoo."

Bobbi was having a hard time calming down, he was still sniffling and
hardly found Candy's words comforting. Pulling in the driveway Bobbi
was at least happy to be home, away from Chrissy and that tattoo shop.
As Candy said, dinner was ready when they came in.

After having slept on it, Caroline decided she rather enjoyed seeing
the male sex brought down to size, that it was her son meant, she could
enjoy it from her living room chair so to speak. She had heard the
preemie stuff and always thought Bobbi was kind of wimpy. Caroline was
well off financially and made good money at her job, she was more than
willing to help Candy bring Bobbi "out of the closet." As they all sat
down to eat Caroline said, "Bobbi honey, what's the matter, it looks
like you've been crying, don't you like your new tattoo, I can't wait
to see it, after all I paid for it. You can show me after dinner
honey."

Before Bobbi could respond, Candy said, "He's just upset Mom because
he's afraid that after he gets his ears pierced tomorrow and we find
him a cute purse, he will look funny in his boy clothes. He loves his
new tattoo, you should have heard him thanking Chrissy and me after he
saw it. Oh Mom, he was soooo cute.

Again before Bobbi could say anything, Caroline responded, "Oh I'm
sorry honey, from the look on your face I thought you didn't like your
tattoo. I know just what we can do, I'll give Candy my credit card and
she can help you pick out all new clothes that will go better with your
new accessories. Candy dear, money's not a problem, he can get the
works. Shoes, clothes, hair, whatever he needs to feel more comfortable
with his pretty new accessories. So that's settled, now how did it go
at the tattoo shop?"

As Bobbi had no desire to talk about that nightmare, he was glad Candy
was more than to. Thankfully Candy left out some of the more
embarrassing things, like his preemie, but still he was embarrassed
listening to their banter. His nerves so on edge, Bobbi silently picked
at his dinner, not eating much. He was too worn out to think straight,
he just wanted to lie down and go to sleep, plus his bottom was kind of
sore from the tattooing.

Dinner finished, Caroline said, "let's go see your tattoo honey, you
can show it to me in your room, then you kids can do what you want, I'm
going to watch some TV. Bobbi didn't want to show his tattoo to anyone,
let alone his Mom, but he knew he had to, so with the three of them
standing in his room, he sheepishly lowered his pants and pulled aside
his panties just enough to show the tattoo, but as large as it was, he
ended up pulling them almost all the way down anyway.

On first seeing what panties Bobbi was wearing, Caroline had giggled,
oh my she thought that must have been embarrassing having your bottom
tattooed while wearing those. Considering he's a boy and all. Upon
seeing his tattoo, she was chuckling loudly as she said, "Oh my Bobbi,
it's so pretty, the detail is incredible, and that Chrissy is really
good! Though I'd never get one myself and certainly not one like that.
Although I have to admit it's beautiful. I didn't know you where going
to get it on your bottom, how cute! Tinkerbelle, that's just too cute,
I can't imagine! A boy with a Tinkerbelle tattoo. Her panties look like
the same ones you were wearing yesterday, isn't that adorable, you and
Tinkerbelle have matching panties. It's very pretty honey, or should I
call you Tinkerbelle she kidded. I can see why you love it and why you
were gushing with thanks after you saw it, (knowing he must be
mortified with his sissy tattoo) she teased, don't I get a thank you
sweetie, and I did pay for it?"

Pulling his panties up thankful Candy hadn't said anything about his
other tattoo and his Mom hadn't seen it, he again found himself
thanking someone for this tattoo he didn't want. "I'm so sorry I forgot
to thank you Mommy (he blushed when he said Mommy), thank you so much
Mommy for letting me get a tattoo and for paying for it. You're the
best Mommy I could have, I love you Mommy" Bobbi added just in case.

"Your welcome honey, I'm glad you appreciate what I do for you kids, I
love you too sweetie, now I'm going to go watch some TV. You kids have
fun at the mall tomorrow, I've got some things to do myself tomorrow, I
have to leave early and won't be home until late, so behave yourselves.
Candy, why don't you come to my room and I'll give you my card. Turning
to Bobbi she said, your tattoo's very cute sweetie. Have fun at the
mall tomorrow. Sweet dreams Tinkerbelle," Caroline giggled

"Good night Mommy" Bobbi squeaked. His mom and Candy left for her room.
Bobbi, exhausted lay down on his bed on his stomach because his bottom
still hurt. Too frazzled to think, he was just laying there when his
cell phone rang, not feeling like talking to anyone right now, he
stupidly answered it without thinking. It was one of his few friends,
John. Shit, wait until he see's me Monday, I wonder if he will still be
my friend then. He wanted to know what Bobbi was doing tomorrow (if
only he knew blushed Bobbi) and then started talking about Candy. John
thought she was hot and had a crush on her.

After Candy left her Mom's room still giggling from their conversation,
she was just about to walk into Bobbi's room when she heard him talking
to someone. Stopping outside his door and listening carefully she heard
Bobbi saying, "Candy's just a bitch, its like she's on the rag all the
time dude." That little pantywaist, I'm a bitch huh, we will see about
that Mr. Tinkerbelle, you're going to pay for that tomorrow tough guy.
Candy's period was due today, just in time to pay him back for that
other comment she angrily thought. Having already heard enough, she
snuck away from the door to give Bobbi time to finish his conversation.
She didn't want him to know she had heard what he said just yet.
Returning a few minutes later with the same bottles of nail polish
Bobbi had used yesterday and the solution for cleaning his tattoo, she
checked to make sure he was done on the phone before she entered,
without knocking of course.

Bobbi was still lying on his bed as she entered, "Sweetie we need to
clean your pretty tattoo's and we need to talk about a few things. When
were done, we can get you into your nightie and some clean panties. I'm
certain you're anxious to do that after the mess you made in them
earlier. I suggest you get to bed early, we've a long day ahead of us
tomorrow. Now stand up and get out of those jeans so we can get your
tattoo's cleaned."

Too tired to even think of complaining, Bobbi stood and took off his
jean's saying "yes Ms. Candy." As she sat on Bobbi's bed she turned him
towards her and lowered his panties as he stood submissively before
her. "I think your cute little Ms. Tattoo is already starting to do the
trick, don't you Tinkerbelle?"

"Yes Ms. Candy" he simpered as she giggled. "Ok all done here, get
those panties off and then lie down face first so I can do the other
one.

"Yes Ms. Candy." As she cleaned his Tinkerbelle tattoo, she stated,
"When you get up tomorrow I want you to shave all over again and then
wash your hair and get all cleaned up, after tonight you won't have to
wear your bandage anymore. I'll pick out your panties for tomorrow
before you go to bed. I'm going to leave my nail polish in here, I
think it would be cute if you painted your finger nails pink like your
toes to show me how happy you are with all the pretty things I'm doing
for you. It's your decision whether you paint them or not, but I'll
tell you this, if you do, I'll consider it a sign you appreciate all
I'm doing for you and I might go easy on you," she lied. Enjoying the
predicament she just put him in. "Ok I'm all done, let's get you into
some clean panties and your nightie." Looking in his panty drawer, she
picked out two pairs and gave him his cotton Tinkerbelle panties, "If
you hadn't told me you liked Tinkerbelle so much we might have got a
different tattoo , but I wanted you to be happy with it. A tattoo's so
permanent after all, so I decided on the Tinkerbelle one. The other
panties you can wear to the mall tomorrow. Now get into your nightie
and don't forget what we just talked about."

Bobbi slipped on his panties and nightie looking at the panties he
would wear tomorrow. They were little bikini ones, white nylon with a
big pink heart made out of some kind of plastic sewn on the right hip.

"Ok sugarplum, I've got some phone calls to make, nightie, night
Tinkerbelle" she giggled.

"Good night Ms. Candy" Bobbi squeaked. He was starting to sound like a
mouse. Facing the dilemma whether to paint his finger nails pink or
not, an exhausted Bobbi figured although he would be very embarrassed
going to the mall with pink finger nails, he most certainly would be
facing many other humiliations, it would be better to try and please
Candy. Knowing it would take awhile putting three more coats of polish
on his nails, tired as he was and not wanting to waste anymore time
trying to figure out what to do, he started painting his finger nails
pink. By the time his nails were dry, with the shiny top coat, his
finger nails stood out like neon lights he thought, regretting his
decision but too tired to worry about it, he fell soundly asleep.

Awoken the next morning by Candy gently shaking him, a groggy Bobbi
heard Candy tell him, "Time to get up and get ready Tinkerbelle sweets,
I see you decided to paint your finger nails, they look very pretty
honey, I think it was cute of you to do that all on your own. When your
done shaving and washing up, come to my room in just your cute little
panties honeybuns."

"Yes Ms. Candy" Bobbi said to her back. Filled with fears and thoughts
of dread Bobbi went about getting ready for the day. He was so nervous,
he nicked his legs twice while shaving and was scared to death while
shaving his tiny penis and balls. Cleaned up and with his clothes laid
out, he slipped into his panties. He saw right away he could clearly
see his tattoo's through his panties. Though they fit him perfectly,
the panties were tiny and they didn't even cover all of his Tinkerbelle
tattoo. With the big pink heart on his panties, the pink Ms. and
Tinkerbelle clearly visible, his bright pink nails, Bobbi couldn't find
the words to describe how weak and vulnerable he felt. A nervous wreck
and feeling like a total sissy, he stood at Candy's door in just his
cute little panties, timidly he knocked.

"Come on in pantywaist" he heard. Candy smiled brightly as Bobbi
entered, "Don't you look just adorable sweetie, I love your panties,
they are so precious and I can see your pretty tattoo's right through
them, isn't that cute. With all the pink in your tattoo's, the pretty
pink heart on your panties and your glowing pink nails you look like a
princess sweetie ! You poor baby, it looks like you nicked your legs
shaving. I'll have to ask Mom if you can get laser hair removal so my
baby doesn't hurt himself. Follow me into my bathroom for a sec sugar.

When they stepped into the bathroom Candy suddenly changed from her
sweet demeanor. SO TOUGH GUY, YOU THINK I'M A BITCH AND I ACT LIKE I'M
ALWAYS ON THE RAG" she screamed. Bobbi's mouth hung open in surprise
and shock. "That's right Mr. Tinkerbelle, I heard you talking on the
phone last night with your little friend.

Almost in tears, Bobbi tried to apologize, nervously stuttering, "Ms.
Candy I....."

"SAVE IT PANTYWAIST, I don't won't to hear a word from you right now.
I'm on the rag all the time huh, well guess what sissy, I just happen
to be "on the rag" as you so rudely called it right now. I got my
period last night and just changed my Kotex, I tend to have several
heavy flow days at the start of my period. Lower you panties to your
thighs THIS INSTANT!!!"

Scared shitless Bobbi immediately complied. Reaching behind her Candy
proceeded to position her used Kotex in Bobbi's panties. "Now press
your pad down firmly so it adheres to your panties where I placed it."

Bobbi was horrified, the Kotex pad was saturated with Candy's discharge
and was extremely wet, and the odor was very strong. His fingers got
quite messy pushing the pad in place.

"Rinse your fingers then pull your panties up" Candy ordered.

Bobbi could feel the wetness against his hairless balls, tiny penis and
where ever else the soaked pad touched him. "You will wear that Kotex
until I give you a new one to wear. You are NOT to remove your pad for
any reason until I give you your next one. I'm going to make sure you
wear only the messiest pads possible. I've already called some of my
girlfriends to see who has their period when. I'm pretty sure I'll be
able to keep you in used Kotex's 24/7. Let's see how funny YOU think it
is being "on the rag" as you call it, all the time Mr. Big Shot. And
let's be real honest wimp, we both know that your tiny preemie stick
lying against my used Kotex, is the closest it will ever get to a girls
pussy, so you should be thrilled you get to wear them. As far as me
being a bitch, I'll try my hardest to live up to your opinion of me
while we are out today. I don't want to hear a peep from you right now
pantywaist, after all I've done for you I'm none too happy with you at
the moment. Get out of my room and get dressed lickity split, and then
come right back here."

Finished dressing Bobbi was worried he could still smell his Kotex
easily through his jeans. The pad was so wet he was constantly aware of
it. If he thought wearing his sister's panties wet with her excitement
or with his preemie's was embarrassing, this was a thousand times more
and he had everyday to look foreword to the same according to Candy.
Simply put, Bobbi was in shock. Me and my big mouth. He was desperate
to beg her for forgiveness but she wouldn't let him speak right now she
was so pissed. He was praying she'd let him plead his regrets on the
drive to the mall before they got in there to shop. He planned to be as
remorseful and submissive as he possibly could. Candy's door was open
when he returned to her room. She was dressed in another mini skirt and
a really pretty sheer blouse, he could easily see her pretty bra
through her blouse, and her heels were shiny 3 inch spikes. He saw she
had a perfume bottle in her hand as she beckoned him over to her. "Hold
out your wrists Tinkerbelle" she ordered. She put a generous amount on
the insides of his wrists, and then slathered him behind his ears.

Desperate to get on Candy's good side and even though he was not happy
at all about having to wear this sweet smelling perfume, he cautiously
tried to appeal to her. "Oh Ms. Candy, thank you so much for the really
pretty smelling perfume, I love it and you look really pretty today Ms.
Candy, I...."

"That's enough sissy, I told you I didn't want to hear you talking and
it's quite obvious you're trying to suck up to me, good luck with that
pantywaist. Let's get going, we have tons to do, we can stop at
McDonalds on the way to the mall. Your driving there, make sure you
bring your cell phone with you" ordered Candy bossily.

Walking to the car, Bobbi shivered at the way his slippery little
panties moved across his smooth bottom and the very wet feeling between
his legs. Even outside he could smell his sister's used pad he was
wearing and the flowery perfume. How? Had this all happened so quickly
he trifled. Pulling out of the driveway Bobbi immediately knew why
Candy wanted him to drive, his bright pink finger nails stuck out like
a sore thumb. Their stop at McDonalds would be the beginning of the
newest "Most Humiliating Day of Bobbi's Life." The car was silent
until they pulled into Mc Donald's, thinking they would go through the
drive thru, Bobbi immediately became even more nervous when Candy told
him to park the car.

"Here's ten dollars, get me a No. 5 with a coke and you can get
whatever you want, now snap to it Tinkerbelle."

Standing in line, he kept his hands in his pockets. He heard the two
men in line behind him whisper, "can you smell that perfume," then
heard chuckling. Bobbi blushed bright red conscious of Candy's, his
now, he corrected himself, very wet and messy Kotex in his panties.
When his turn came to order, he nervously gave the cute teenaged girl
waiting on him his and Candy's selections. When the girl gave him the
total, shaking, Bobbi quickly took his hand from his pocket and gave
her the ten as fast as he could to no avail. Both she and the two men
behind him saw his bright pink nails, giggling the girl said, pretty
nails, I love that color of pink. Blushing anew, Bobbi took his change
saying nothing. While filling his order, Bobbi saw the girl whisper to
a coworker and heard giggling. Bobbi kept his eyes to the floor until
she returned with his order. Handing him the bag and drinks giggling,
she simply said "thank you." Wanting to get out of there as fast as
possible, Bobbi grabbed the food and hurried out without a word. He
could feel several sets of eyes on him as he walked out the door
retuning to the relative safety of the car.

Candy said, "thank you pantywaist, as Bobbi handed her the food, let's
eat here, then go." Candy had thought hard last night, planning each
step of the day precisely to extract the most humiliation for Bobbi.
Seeing Bobbi's red face, she thought, good start so far. She smiled as
she watched him try to hide his pretty finger nails while eating.
Finished with their meal, Candy said, "let's go" and then began to
lecture Bobbi as they drove to the mall. "Ok Tinkerbelle, listen up.
Don't think I didn't see how you tried to hide your pretty nails. I
thought you painted your nails to show me your appreciation for all
that I'm doing for you. I did you a favor by lending you my nail
polish. I don't think trying to hide your pretty nails show's me the
proper respect. Don't you think your nails are pretty?"

"Oh yes Ms. Candy, I do, I swear I do. Thank you so much Ms. Candy for
letting me borrow your pretty nail polish. I'm so sorry I didn't say
thank you before. I only hid my nails because I was embarrassed. I
promise I won't do it again. Really Ms. Candy I think my nails are
pretty and I really like them" simpered Bobbi.

"You've been forgetting to thank me for a lot of stuff lately, I'd
watch that if I was you boy. Whether you are embarrassed or not is of
no concern to me. For trying to hide your nails at McDonalds, when we
get to the mall, I want you to walk with your wrists at your side, with
your hands turned out and your finger splayed, so I don't think you're
trying to hide your pretty pink finger nails. When we are walking
around the mall, I want you to walk behind me at all times. I want you
to follow me around like a little puppy. (Candy was giggling when she
said that) I expect you to be on your best behavior mister, polite,
respectful and courteous. You are to display perfect manners and don't
forget your thank yous. I expect you to be enthusiastic and grateful
for my selections. I want to hear you gushing about how you adore this
or that and can't wait to wear it, just like you did when you got your
new panties and tattoo's. I don't care how embarrassed you are pansy,
you had better act and behave properly. I don't want to hear a peep
from you unless it's to thank me for something or to tell me how pretty
you think something is. You wouldn't want us to get in another fight,
that could prove to be most embarrassing for you, and then we'd go
right on shopping. NOW. Would you like to explain that bitch comment?"

Not even having time to digest everything Candy had just told him,
Bobbi responded as submissively as he could, "Oh please Ms.Candy I'm
so, so, sorry. I really am. I swear Ms. Candy from the bottom of my
heart. It was really stupid of me to say that. I'll never say it again
I promise. I really didn't mean it, I was just trying to sound cool to
my friend. I'm really sorry Ms. Candy please forgive me" Bobbi begged.

I'll bet the little pantywaist is sorry chuckled Candy before she said
"Then you won't mind calling your little friend and telling him the
same thing when we get home will you?"

Not looking foreword to that call, Bobbi simpered, "oh no, of course
not Ms. Candy."

"Good" said Candy looking foreword to that call and watching Bobbi
squirm.

"um I, ah um, was wondering if I could ask you something, Ms. Candy"

"Go ahead what is it sissy?"

"Well, I, I was wondering, if, if maybe, you could, um,um, call me
Bobbi while we are in the mall. I promise I'll be extra special good"
Bobbi hopingly asked, desperate to spare himself from humiliation where
ever he could.

Candy had no intentions of doing such a thing, but saw an opportunity
to use this request to her advantage. Bobbi was just to slow to realize
he was up against a far superior opponent. Not my problem she laughed
to herself. Beside's, no matter what I call him, her pansy brother was
going to think the last couple of days were a picnic when I get done
with him today. "I'll tell you what Tinkerbelle, if you make promise to
do me a little favor tonight, I'll promise to call you Bobbi in the
mall."

Nervous, not knowing what this favor was Candy wanted, Bobbi replied,
"oh yes Ms. Candy, anything you want I promise."

"Ok, I'll remember that, but sure it's a deal."

"Oh thank you Ms. Candy!"

"All right sissy, that's enough chit chat. We are almost there,
remember your sissy rules, OR ELSE!"

"Yes Ms. Candy" squeaked the scared little pantywaist.

"Yes Ms. Candy" mocked Candy giggling. Even though it was that time of
the month for Candy, she was on such an incredible high she never
wanted to end (which sadly for Bobbi, wouldn't), she could tell she was
dripping with excitement. If she wasn't wearing a feminine napkin, her
panties would be soaked. Tinkerbelle's little favor will come in handy
tonight, but that could wait. She was dying for the fun to begin.

Pulling into the parking lot, Bobbi was thinking quite different
thoughts. He was a nervous wreck as was usual for the last two days. He
was feeling almost sick with fear. He tried desperately to steel
himself for what was to come. There was a hollow pit in his stomach and
he was shaking.

Parking the car, Candy said, "Remember your sissy rules, BOBBI."

With that she was walking towards the mall entrance. Bobbi scampered
after her, holding his hands as Candy ordered, watching her pretty
bottom sway in her mini skirt. Every step he took he could feel his
slippery little panties sliding across his silky smooth bottom. The wet
pad between his legs was a constant reminder of his stupid "On the Rag"
comment.

Nearing the doors, Candy was smiling brightly. She knew she was Hot and
had dressed as sexy as she could. She knew she would draw a lot of
attention, which meant, so would pretty Tinkerbelle! As they stepped
into the mall lots of people noticed Candy, their attention couldn't
help turning to the boy walking behind the totally hot young girl. He
looked like a puppy as he followed behind, but what really caught
people's attention, was the sissy way he was holding hands, which in
turn made them notice his bright pink finger nails.

Barely in the door, Bobbi already began to hear the giggles and see the
curious stares that would not end until he left the mall. Quickly he
lowered his eyes, he couldn't bear to see the people's smiling faces
and knowing looks. Stopping in front of a Walgreens, Candy turned to
Bobbi and said, "Sweetie, this is embarrassing, but you smell kind of
funny, you really should change your Kotex more often. Here's Mom's
card, run into Walgreen's and get some FDS, its feminine deodorant
spray. That might help with your little problem. Also I'm running low
on Kotex, get me a box of super maxi's and tell the cashier you don't
need a bag. I'll wait out here, now run along sweetie.

Five minutes later, Bobbi came out of Walgreens, She could see his face
was bright red even though he kept his head down, eyes lowered to
ground. He had the box of Kotex in one hand and the bottle of FDS in
the other as he walked up to her. "Sweetie honey, you are going to be
on the rag all the time, remember. You need more FDS than that, now
scoot back in there and get another bottle, hurry up sweetie we still
have tons to do."

Bobbi knew today was going to be hard, but not 15 minutes into the day
he realized he didn't have a clue. Candy had spoken to him way louder
than he would have liked, Bobbi was sure some people had heard what she
said, the loud giggling told him so. More embarrassed than he thought
possible, he said, "Yes Ms. Candy" and headed back into Walgreens.

Candy was having the time of her life, this is so much fun she thought.
Poor little Bobbi, he's not going to have near as much fun as me today.
Another five minutes and Bobbi returned and stood silently before
Candy. "Don't you have something to say?" Candy asked the terrified
sissy.

"Um yes I ...." "Speak up Bobbi I can't hear you." Speaking louder
Bobbi squeaked, "Yes Ms. Candy, thank you so much for helping me with
my little problem and for reminding I'd need more FDS."

"No problem big brother, what are sister's for, ok sweetie, next stop."
Arriving in front of a Disney store, Candy told Bobbi to sit on a bench
outside the store and wait, she'd be right back. Bobbi didn't like the
looks of this, Tinkerbelle is a Disney product isn't it. The funny
looks and giggles were a constant. Shame faced he sat on the bench and
obediently awaited Candy's return. A torturously 20 minutes later she
returned with a big smile. By leaving him alone, Bobbi felt naked, he
welcomed the return of his tormentor. Candy was far more devious than
he could have ever dreamed.

She walked up to Bobbi and said, "Let's go. I know all the best juniors
stores. We can find you a cute purse and then get your ears pierced."
That ought to keep him worrying laughed Candy to herself.

Terrified, Bobbi meekly followed Candy carrying his FDS and her Kotex.
Shortly there after, they entered a big Juniors store. A place occupied
by only girls and only young girls. Quickly glancing around, Bobbi did
not see one boy in there. The hushed whispers and giggling began
immediately.

Candy went to were the purses were and casually browsed the generous
choices they had.

Trying to ignore the giggles, Bobbi did his best to hide behind Candy
when he could. With his pink finger nails carrying two bottles of FDS
and a box of Kotex, an obviously very embarrassed young boy trying to
hide behind a pretty young girl looking at purses, caused some of the
girls to burst into hysteric's. The laughter was not un-noticed by
either Candy or Bobbi. Both having polar opposite reactions.

Finding the purse she was looking for she handed it to Bobbi saying,
"What do you think Bobbi, I love it, it matches your panties, isn't
that cute?"

The purse was a little bright white patent leather bag with a short
strap, it had a big pink heart on it. Every eye within hearing distance
was on Bobbi as he simpered, "Oh Ms. Candy, it's adorable, I absolutely
love it. You have the best taste Ms. Candy. Its sooo pretty. It's
precious, it matches my panties perfectly. Please oh please Ms. Candy
can I get it and start carrying it right away. Oh please Ms. Candy?"

The girls that heard Bobbi could not believe their ears, they were
laughing hysterically. Bobbi could clearly hear the, "Oh my God's,"
"what a sissy," "what a pantywaist," "look what he's carrying!," "did
you hear the way he was talking and what he said," "he's got to be the
biggest sissy in the world," "what a wimp," "did you see his pretty
nails?," "I can't believe it," "is he that girls slave or something,
what a wimp," "wait until I tell Jenny about this, she'll never believe
me," the comments were endless and he would hear them all day long.

"Of course you can Bobbi, I'm thrilled you love it, didn't I tell you I
knew your tastes. Go ahead and pay for it, I'll wait outside. Before I
go let me show you how a sissy carries his purse."

"Oh Ms. Candy thank you so much!"

Bobbi walked out of the store, tears in his eyes, his pretty new purse
in the crook of his right arm, elbow bent and hand out. He looked like
a complete fairy. Candy could see some of the laughing girls were
actually taking pictures of Bobbi as he swished out of the store. This
is just too good, oh my, I'm really going to need that favor from Bobbi
tonight.

Tears running down his face, Bobbi whimpered, "Ms. Candy, please Ms.
Candy I don't think I can do this anymore, please can we go home....?"

Candy couldn't be happier, taking his chin in her hand she said
sweetly, "Don't be silly Bobbi, we are just getting started. I know
your embarrassed sweetie, most sissies are. Remember, we don't want to
have a fight. Why don't you put your FDS in your pretty new purse,
aren't you embarrassed carrying such an intimate item in public honey."


Bobbi couldn't get in a fight with Candy, no way, he would just have to
endure, no matter how humiliated he was. Putting his FDS away in his
pretty purse, Candy was already walking away. He hurried after her
trying to dry his tears.

Candy sauntered into the Piercing Pagoda and headed to the earring
display. This was another place where only girls went. Being the only
boy in the place, with pink finger nails carrying a pretty purse and a
box of Kotex, the reaction was the same as the last store. Candy took
her time looking at the earrings, finally settling on two pairs, the
other she got at the Disney store. She showed Bobbi her choices and
said "what ya think?"

"Oh Ms. Candy they are beautiful, I can't believe how pretty they are.
I love the pink heart ones best, they match my pretty purse and
panties. They are just too cute, please Ms. Candy I've got to have
them, pretty please. And the little diamond ones are to die for, are
those really diamonds Ms. Candy? They are so sparkly and pretty. Please
oh please, pretty please can I get both pairs. Please Ms. Candy, you
picked out the best earrings for me, thank you so much Ms. Candy,
Please can I get them!? Bobbi gushed, trying to ignore the laughter,
incredulous looks and comments. He thought he did good that time and
was hoping Candy was pleased.

She was pleased indeed as she said, "Of course you can brother, Mom
said you could get whatever you want, remember silly?" thus making
Bobbi's begging sound even more ridiculous. He was lead to a piercing
chair and Candy told the giggling salesgirl, "My brother wants to get
his ears pierced, three holes each ear. He wants the diamond ones on
the top, the pink heart ones in the middle, and what do you think of
these Bobbi," she said producing the third pair, purchased at the
Disney store, just as Bobbi had feared. They were gold dangly earrings,
they were Tinkerbelle earrings! There was a delicate gold chain that
lead to the fairy, underneath the fairy, in gold letters, it said
"Tinkerbelle."

Not believing the depths with which he was humiliating himself, Bobbi
responded breathless, "Ms. Candy! They are gorgeous. You know I love
Tinkerbelle (he was too afraid to mention his tattoo, to Candy's
displeasure). They are so pretty, I just adore the cute fairy. Thank
you so much Ms. Candy for getting them for me. I just can't wait until
I have all my pretty earrings in, I'm never going to take them out!"

Candy couldn't believe the way Bobbi was humiliating himself either,
course she wasn't giving him a choice in the matter, still, WHAT A
PANSY! "Your welcome precious, I knew you would love them. You forgot
they match your pretty new Tinkerbelle tattoo too."

The sales girl was laughing so hard, she had to clam herself before she
could get all his earrings in. Once they were all in, Candy exclaimed,
"Oh Bobbi cupcake, you look so cute." Bobbi was crying again as Candy
paid for his earrings. The camera phones were out again. "Don't cry
honey, you look very pretty" Candy said as they headed towards his next
humiliation. "Let's go get you some pretty shoes sweetie" she added. As
they walked Candy stated, "Now you know baby, we are going to get you a
whole new wardrobe today, shoes, clothes the works. Me and Mom didn't
want you to feel funny carrying a purse, with all your pretty earrings,
yet still having to wear your yucky boy clothes. We agree with you,
that might look funny. Now I don't want you to get confused, you'll be
buying only girls clothes, but don't worry sweetie, you're not going to
look like a girl, YOUR GOING TO LOOK LIKE A SISSY! When we get home
tonight babycakes, I want you to gather all those yucky boy clothes so
we can donate them to goodwill. Isn't this all so exciting!"

"Yes Ms. Candy" Bobbi said unconvincingly. Extremely self conscious of
his new earrings, especially the Tinkerbelle pair that swayed as he
walked or when ever he moved his head, Bobbi almost forgot about his
hairless body and the wet sanitary napkin secured in his dainty
panties, almost.

As they entered an expensive women's shoe store, Candy seated Bobbi in
a chair and politely asked the giggling sales lady if she could fit
Bobbi while she picked out some cute shoes for him.

"Certainly Miss," responded the cute sales lady. As Bobbi sat in the
chair holding his purse and box of Kotex, the giggling sales lady said,
"Your earrings are really pretty sweetie and I love that purse, it's so
cute."

"Thank you Ma'am" Bobbi mumbled remembering his manners. As the sales
lady removed Bobbi's shoe she said, "Oh honey, you can't try on pretty
shoes wearing sox's, I'll need to get you a pair of ankle high nylons,
I'll be right back." The women seemed to be gone awhile Bobbi thought.
She was. She was telling all her co-workers about the biggest sissy she
had ever seen. Seriously she told her co-workers, you've got to walk by
and check this fruitcake out. The fairy is actually carrying around a
box of Kotex!

Still giggling, the sales lady returned with Bobbi's nylons, removing
Bobbi's sox's She giggled anew on seeing his pink toe nails. Head down,
Bobbi failed to notice the stream of people walking slowly by to get a
glimpse of the sissy. It wasn't often you saw a sissy out in public
like this and never one this swishy. "My you must really like pink"
said the giggling sales lady.

"It's his favorite color replied Candy, her arms laden with shoes. She
had all kinds of shoes. After Bobbi gushed about this shoe and that
shoe, begging Candy for them all, they settled on three pairs of pink
shoes (his "favorite" color). 2 were the same, pink shiny patent
leather pumps with 2 inch heels, the other a sexy pink sandal, with 2
inch spiked heels and a pretty ankle strap. He also got a cute patent
leather, open toed black pumps with a pretty bow on the instep with one
inch heels, another pair of 2 inch black sandals, also with a pretty
ankle strap, a pair of shiny white pumps with a two inch heel and
finally, two pretty mules, one white the other pink, they both had
fuzzy balls on the toe matching the shoe color. Poor Bobbi had tried
them all on and modeled every pair.

Almost an hour later, with fresh tears in his eyes, Bobbi finally left
that hated store. He was wearing his new pink pumps, the ones with the
two inch heels. He also sported a pretty new anklet, it was made of a
delicate gold chain with pretty hearts. Bobbi was beginning to
understand why he had on cute little panties with a heart on them. His
old shoes and sox's had been thrown out on Candy's request, "You won't
be needing those yucky things anymore" Candy had said. Teetering on his
unfamiliar new heels, struggling to hold all his new shoes, purse and
box of Kotex, Candy told him, "Babydoll, you've got quite a load there
you lucky boy. Take all your pretty new shoes and put them in the car,
then meet me in the food court."

As planned, perfectly, the car was on the opposite end of the mall.
Things are going swimmingly if I do say so thought Candy.

Bobbi was thinking otherwise, it would be a long walk. Even longer
wearing these stupid high heels that he had no idea how to walk in. The
heels made him sway from side to side and he could feel his panties
slide across his bottom with each step. Struggling with his heels and
boxes of shoes his dangly Tinkerbelle earrings maddeningly brushed
against his face as he hurried to the car.

About 20 minutes later she saw her sissy brother returning as did half
the mall. "Bobbi dear, I told you to put the shoes in the car, I didn't
say anything about the Kotex, where is it?"

A stunned Bobbi replied tearfully, "I put it in the car Ms. Candy."

"Honey, you've been carrying around that box of Kotex for a reason, run
back to Walgreen's and get another one and hurry up, you've been
dillydallying around for far too long."

"Yes Ms. Candy" a crying Bobbi wimped. Bobbi had never cried so much in
his life. Today makes the last couple of days seem like a picnic Bobbi
thought, unknowingly thinking the same thing Candy had hours earlier.

Twenty minutes later he found himself holding panties up to his waist
saying, "Oh yes Ms. Candy, pretty please, these are the exact same as
the ones you gave me, I'm sure of it. They match my Tinkerbelle tattoo
panties perfectly."

'And you want the heart ones too?"

"Oh pretty please Ms Candy!"

"Ok, you can get seven pairs of each, let the sales lady know you don't
need a bag, plastic's bad for the environment sweeties, I'll meet you
outside the store."

The heart panties were really cute little nylon bikini's, they were
white and had pretty little pink hearts randomly placed. Carrying his
purse, box of Kotex and his 14 new pairs of panties, Candy was telling
Bobbi, "Tell her you want a soft pretty look, just like any teenaged
girl, let her know you love pastels and that pink is your favorite
color. Make sure you get every thing you need to maintain your pretty
new look, including nail polish, I don't want you borrowing mine all
the time sweetums. Also, ask her to suggest a suitable perfume for you.
Any questions?"

"No Ms. Candy, but I need to go the bathroom real bad."

"I've been meaning to talk to you about that darling, thanks for
reminding me. From now on when you pee sweetie, you need to sit down,
its simply not appropriate for sissies to stand when peeing, further
more, you are to ask for my permission before using the washroom. When
we are at home or where ever else it's appropriate, I'll pull your
panties down and then up when you are finished. That way I can make
sure you don't have any preemie's, plus I like to look at your pretty
tattoo's. When you need to go, the proper way for a sissy like you to
ask is, "Ms. Candy, excuse me please, I need to go tinkles, would you
please help me. Do you think you can remember all that babydoll?"

"Yes Ms. Candy"

"Then say it honey."

"Ms. Candy, excuse me please, I need to go tinkles, would you please
help me?"

The girls sitting behind them that been giggling through out the entire
conversation, burst out laughing when they heard that. Poor little
Bobbi crying again heard Candy say, "I don't think I should help you
here sweetie, I think you're a big enough boy to go alone this one
time. I want you to be careful though honey, I hear men's restrooms can
be dangerous, but yes, you have my permission. And don't forget to use
some of that FDS, you really need it. When your done going tinkles,
head over to the make up counter and get done what I told you to. Do
you remember what you're supposed to do?

"Yes Ms. Candy."

"Repeat it please."

The girls behind them were just dying listening to this, one girl was
laughing so hard, she wet her pants and run off to the bathroom
herself.

"I'm supposed to ask for a soft pretty look Ms. Candy, just like girls
my age do. I'm supposed to let her know I love pastels and that pink is
my favorite color. I need to get everything I need to keep my pretty
new look, plus I'm supposed to ask for help on how to apply my pretty
makeup and for any tips she might have. I also need to get my own nail
polish. Then I'm supposed to politely ask her if she can suggest a
pretty perfume for me and buy that also."

"Very good sugar, run along now. I'm going to go look at a few things,
I'll meet you back here in an hour, that should give you plenty of time
for your pretty make over," smiled Candy sweetly.

The girls sitting behind them planned to stick around for the fun when
Bobbi got back from going tinkles. They couldn't wait to see his
makeover. Carrying his purse, pretty new panties and his box of Kotex,
a crying Bobbi headed to the washroom.

Four hours later, with three more trips to the car, having been sternly
warned two times that if he started crying and ruined his pretty
makeup, Candy was going to march him out to the car, pull his panties
down and spank him with her hairbrush. Which would have exposed Bobbi's
pretty panties, shaved body and Tinkerbelle tattoo, something Bobbi did
not want to happen which did in fact keep him from crying
again.....Candy strolled out of the mall, Bobbi following behind her
loaded with more bags, his purse and the box of Kotex, he was
sniffling, but not crying.

He still had on his boy pants and shirt, Candy had thought it would be
more humiliating for him if he had his boy clothes on. She was right as
usual. Enormously relieved to be going home, sitting in the car, Bobbi
felt as if a huge weight had been lifted off of him. This had been the
longest 9 hours of his young life. There are no words to describe how
humiliated he had been, none !!! He was far too exhausted to worry
about anything, all he wanted was to go to bed.

As they had walked out, Candy had laughingly told him now you know what
its like to shop to you drop.

Bobbi was having a hard time paying attention to Candy he was so tired.
She had been talking non stop.

"I liked your cute little story about how you fell whenever anyone
asked about your eye, it was much better than your baseball story
Tinkerbelle, let's face it, no one was going to believe a sissy like
you played baseball. Were you afraid to tell them your sister beat you
up sweetie? I'll bet you never say on the rag again, call me a bitch
will you, I told you , you were going to be the biggest sissy in the
world, believe me now? I bet you never pick another fight with me. Hah,
hah, sissy, wasn't that the best day ever, I've never had so much fun
in my life Bobbi, I told you it would be fun, I bet you cant wait to
show Mom all your pretty new things, you better really thank her, she
spent a fortune on you today, wait until the kids at school see your
new look."

THAT ONE REALLY GOT HIS ATTENTION, still he was too tired to consider
Monday. He desperately needed rest, his feet were killing him from his
new heels.

Four hours later he was standing at his mirror in his bathroom waiting
for Candy. It had been a busy four hours. He had bagged up all his boy
clothes, currently they were in the trunk of the car so he could drop
them off at goodwill. All his new things had been detaged and put away.
No small feat with the amount of new stuff he had. His Mom had seen all
his new things and he had thanked her profusely going on and on for
twenty minutes. Gushing like a little schoolgirl. He told her about his
day in embarrassing detail.

At one point Laughing, Caroline had said, "I bet you never say, on the
rag again." Like Candy, another time she said, "Wait until everyone at
school see's your pretty new clothes." Or, "Don't you think he looks
just adorable Candy." Or, "I spent a ton of money on you today, you
better take good care of all your pretty things."

Then there was the phone call to his friend John, It was made on his
new pink cell phone while Candy sat close to him on his bed. He can
still remember saying, "John, I need to talk to you about something.
The other day I was way out of line about my sister. I was just in a
bad mood, I'm the one who can be a bitch, it's more like I'm on the,
one who's on, um, I mean, its like I've always got my period." John was
laughing when he said, "Dude, what kind of wimp are you, what did she
kick your ass and make you say all that garbage." (Candy had giggled
loudly when she heard that) You've got to be kidding me dude!"

With Candy's prompting he had replied, "No John I'm serious, I was just
in a bad mood. My sister's really sweet." He had almost said Ms.Candy
but just caught himself and changed it to sister.

Candy whispered in Bobbi's ear, "and."

"And um dude, I um, I ah can, I mean um, I can, you know, kind of be a
wimp sometimes."

After the call had ended, Candy had said, "There, don't you feel better
now Tinkerbelle. You know honey, you could have told him the truth,
which was your sister did beat you up, were you too embarrassed
sweetie?"

"Yes Ms. Candy." Bobbi had said not feeling better at all.

Checking himself one last time in the mirror Bobbi found it hard to
believe he was looking at himself. He had on one of his pretty new
babydoll nighties. It was white chiffon and had lace and bows every
where, the lace was white and the bows pink. His hair was the same but
you couldn't miss the three earrings in each ear. He could feel the
Tinkerbelle ones every time he moved his head. They constantly tickled
his neck and cheeks driving him crazy. He had freshened his make up as
ordered. His eye lashes were long and pretty. His eye brows had been
thinned to a fine feminine arch. It gave his face a totally different
look. With his eye shadow you could hardly make out his black eye. He
had on blush though Candy had said he hardly needed it, "You blush so
naturally sweetie," she had giggled. His lips were a glossy shiny pink
He could see his new dainty gold necklace resting on his babydoll. It
had a pretty gold heart on it. He still had on his cute heart panties.
His babydoll only came to his waist, his pretty panties in plain view.
He was still wearing the pad Candy had given him that morning. His pad,
pretty tattoos and little landing strip could be seen easily through
his panties. He looked down his hairless legs and saw his pretty anklet
and the new white two inch mules, he could see his pink toe nails
through the open toe. The shoes matched his babydoll perfectly. Now he
really looked like the worlds biggest sissy.

He no longer owned a stitch of male clothing and was having a hard time
not thinking about Monday or any day wearing the clothes he now owned.
He was just so tired and in shock, it had been such a long day, he so
wished he could lie down, but Candy had reminded him of his earlier
promise and wanted to collect on her "favor." Whatever the heck that is
Bobbi thought. I wonder what she wants this late. Why can't I just go
to sleep....at that moment Candy entered his room and closed the door?

She had a bag in her hand Bobbi noticed. Even though it was his sister
his little preemie stick twitched when looked at her. She had on a
sheer babydoll nightie, it was pink and very pretty. He could clearly
see her Beautiful breasts through the sheer fabric, he blushed while
looking at them fascinated by her large nipples.

"Am I embarrassing you sweetie," she giggled.

He was staring at her panties when she said that, they were just like
his new ones, little white nylon panties with pretty pink hearts. He
could see her little landing strip and could tell she wasn't wearing a
pad. Bobbi had never seen so much of a girl all at once and certainly
not one this pretty and dressed so sexy. To his utter embarrassment he
could feel his little preemie was at its full three and a half inches.

Candy broke him from these thoughts saying, "How do I look Tinkerbelle
?" knowing full well the effect she was having on her sissy brother.

"Oh Ms. Candy, you are so beautiful, you look so pretty." gushed Bobbi.

"Thank you, how sweet of you to say that. You look just precious too
Tinkerbelle, my sweet sissy brother. Do a real slow twirl for me pansy
and stop when you're facing away from me. Hold the skirts of your
babydoll real dainty like while you do it. I want to admire what a
pretty little sissy you are. You do feel like a sissy, don't you
Tinkerbelle?"

Hating him self, blushing again bright red, Bobbi squeaked, "Oh yes Ms.
Candy I feel like a sissy."

"Well that's good Tinkerbelle, because you sure look like one" giggled
Candy.

Candy didn't think Bobbi's face could get any redder when she said,"Ok
sissy twirl."

Candy was a sexual girl, she was absolutely HOT and knew it. She was
sure Bobbi was often jealous of her beauty and the attention it got
her. Well jealous wimp, now you can be pretty too. She was certain he'd
get a lot more attention now. She had told Bobbi all these things on
the ride home and giggled as he squirmed in his seat. Candy was still a
virgin, but she knew ALL about masturbation.

As Bobbi twirled she shivered with excitement. She had learned the last
couple of days that nothing got her hotter than controlling a boy. That
it was an older boy got her hotter still. That it was a boy she beat up
and he was now scared of her, had Candy on fire. She just had soooo
much fun today, she loved humiliating Bobbi and watching him squirm and
blush and even cry, it was just so cute. He was sooo embarrassed all
day, Candy thought he was going to have a little sissy breakdown. She
couldn't stop giggling thinking about watching poor Tinkerbelle carry
that box of Kotex around all day. She was sure he'd never say on the
rag again, she hated when boys said that.

As Bobbi stopped when he was facing away from Candy, she ordered, "Now
bend foreword a little bit from the waist, just like that sweetie, now
don't move."

Candy soaked in the sight, My God did he look like a sissy, from his
cute heels, to his little anklet, body silky smooth all over, his
pretty pink nails, and his adorable babydoll with all the pretty pink
bows. Even facing away from her she could see his precious Tinkerbelle
earrings cutely dangling. But the best for Candy was his cute little
panties ( just thinking, "HIS PANTIES" made her giggle ) and the way
they shaped his smooth bottom. She just loved how you could see his
Tinkerbelle Tattoo through his panties, she just loved it, it was so
cute and sissy looking. He's got to be just sooo embarrassed. He's such
a pussy!

"Move your sissy smooth bottom around in your cute little panties,"
barked Candy

Bobbi obeyed. See she thought. It must be killing him to have his
little sister call him all the those sissy names and he can't do a
thing about it, ha, ha sissy.

"Oh Tinkerbelle you are just so cute, what an adorable sissy you are. I
just can't stop looking at your pretty tattoo through your panties. I
just can't believe what a sissy you are baby, it must be SOOOO
EMBARRSSING for you," Candy giggled.

Bobbi would quickly agree with that. "You do remember your cute little
sissy promise don't you Tinkerbelle?" asked Candy still staring at his
cute tattoo.

Having been back at home for awhile, away from the mall, Bobbi's
humiliation had subsided a bit. Standing bent over shaking his bottom
in his little panties it returned to new heights. Enduring this utterly
embarrassing conversation with Candy, Bobbi said, "Yes Ms. Candy."

"Good because I want my favor now. Ok pantywaist, I want you to lie on
your bed on your back, with your head in the middle of the bed. I want
your arms at your sides, do not, and I repeat this, DO NOT MOVE YOUR
ARMS FROM YOUR SIDE UNLESS I SAY SO. I don't want to hear another word
from you ( not that he will be able to speak soon Candy was giggling )
little sissy. Excellent Tinkerbelle, you look so pretty and scared, how
cute. Remember, not a word."

Candy sat on the bed by Bobbi's head. She played with his pretty
earrings. Reaching in to the bag she had with her she pulled out a
dildo. It had a mouth gag which she placed in Bobbi's mouth, his eyes
wide with fear, she could tell he was desperate to say something but
too much of a sissy to. Too late my little sissy she giggled as she
secured the strap around his head, locking it behind him. Essentially
his mouth was now holding a very realistic 8 inch cock. Hopping up on
the bed, Candy straddled his head facing his feet. Her pretty knees
were on either side of Bobbi's head. "I saw you staring at my panties
when I first came in Tinkerbelle. You're going to get to look at them
for a long time sweetie and real close too," Candy was giggling.

She was shaking with excitement as she pulled her little panties aside
just enough to mount the dildo. Slowly she impaled herself on it until
she had reached the bottom. Her pretty pussy and panties were now
pressed firmly against Bobbi's mouth and face. Helplessly he watched as
her pussy slid up and down the dildo. Her pretty pussy and panties
slammed down on Bobbi's mouth and face with each thrust. Positioned as
they were with Candy facing Bobbi's feet. Alls he could see was her
pretty bottom encased in those cute heart panties. When Candy went all
the way down on the dildo, her pantied bottom covered Bobbi's whole
face and he could not see until he saw the panties rising up again.
Candy was riding the dildo hard, she was so freaking hot. As she humped
Bobbi's face watching him squirm in his panties. She started tracing
the pretty heart on his panties with her finger, she snapped the waist
band of his panties giggling, "Tinkerbelle your panties are so cute,
with your tiny little penis and balls, you were just made for panties."

"Notice how I've been riding this dildo for way longer than 23 seconds
already sweetie and I'm not anywhere near done. ( Bobbi could not help
but notice ) A pansy like you dear could never please a woman. Not
even close sissy. No, No Tinkerbelle, not with a three and a half inch
preemie."

Reaching into his panties, Candy playfully traced his little landing
strip with her finger. "I don't know of any boys with a sissy little
landing strip like you pansy. Aren't you embarrassed to be such a
pantywaist Bobbi?" Going lower she felt his little balls and stiff
preemie. "How cute Bobbi, your tiny little penis is hard. Oh
Tinkerbelle baby it's so dainty and girlish, your preemie honey just
looks so cute in your pretty panties. How adorable! I know how exciting
all your pretty new clothes are sissy, but don't have a preemie baby,
its not allowed now. If you do Bobbi honey, you're going to find your
self going to school Monday wearing your pretty polka dot panties that
match Tinkerbelle's, those cute little white nylon shorts you tried on
for me. Did you know I could see your panties and Tinkerbelle tattoo
right through those shorts? I could even tell you were wearing a
Feminine napkin. I'll bet, if you bent over with those shorts and
panties on, people would be able to tell, your panties match
Tinkerbelle's. We could match your shorts and panties with that cute
pink babydoll top and your pink pumps."

All while saying this, Candy was still humping up and down on the
dildo, riding it for all it was worth. Poor Bobbi's face was taking a
beating from Candy's pretty heart panties. She was currently working on
her third orgasm. She was still teasing Bobbi's preemies with one hand
and was now playing with one of his Tinkerbelle earrings with the
other, she was still as hot as when she started.

"Oh Tinkerbelle, I can just see you in that pretty outfit, your cute
new earrings and purse with your pretty pink pumps and nails walking to
school, you'll look so cute."

At that moment, Bobbi helplessly spurted his preemie's into his
panties.

"TINKERBELLE, WHAT DID I JUST GET DONE TELLING YOU, SHAME, SHAME ! How
dare you disobey me! My God Bobbi, I barely touched you, you have the
stamina of a weakling, it's embarrassing, really sissy, how could you
not be embarrassed! It's a good thing your on the rag or you would have
made a real mess of your panties. Could you be anymore of a sissy,
Tinkerbelle?"

Bobbi was really squirming under Candy, It was making her so hot. "I
guess we know what you're wearing to school Monday. I hope you didn't
think I was kidding pansy. Because I wasn't! YOU WILL BE WEARING THAT
OUTFIT TO SCHOOL MONDAY! Shame on you sissy. I hope you're happy. All I
know is I can't wait to see you in that outfit, you're going to look
just adorable. Roll over a bit wimp, I want to look at your pretty
tattoo, NOW!"

Candy was tracing her finger over Tinkerbelle's panties, though
Tinkerbelle's panties. When she realized that, she just giggled and
giggled.

Rather than pounding up and down on the dildo secured in Bobbi's mouth,
Candy was now grinding on it. Playfully she snapped the leg band on
Bobbi's panties, she loved doing that. Bobbi's panties, that thought
just made her so hot. "Oh Bobbi you poor boy, it must be so
embarrassing for you to be such...SUCH. A. SISSY." As she said those
last three words she had thrust up and down on the dildo with each
word, each time slamming into poor Bobbi's face. Candy was literally
spanking Bobbi's face with her hot bottom and pretty panties.

She was now sitting firmly on the dildo and of course Bobbi's face. She
had just cum again, it was an explosive orgasm and she was in heaven.
But she wanted at least one more, this was just too much fun to stop
now. She started grinding on the dildo again, Candy had returned to
tracing the pretty heart on Bobbi's panties, occasionally running her
finger up and down Bobbi's cute little landing strip she could see
clearly through his panties.

All poor Bobbi could do was helplessly watch as Candy's panties moved
up and down before his eyes, when she sat all the way down, he could
see nothing but feel his nose wedged in the crack of Candy's ass, his
nose surrounded by her wet panties. He could tell his face was
completely soaked from Candy's menstruation and her excitement. When
she pounded down hard on the dildo, her soaked panties would slap his
face each time she thrust down. Each time she sat firmly on the dildo
and stayed there, Bobbi found himself panicking. He could not see and
if she stayed there too long, he could not breathe. His nose was filled
with Candy's scent. From her menstruation and excitement and from
another place considering where his nose was positioned while she sat
on his face. The smells were overwhelming to poor Bobbi. Much of her
excitement and menstruation found its way into Bobbi's mouth even
though he was gagged. The little sissy was overwhelmed with the smells
and tastes that dominated his world at the moment.

Bobbi was a virgin just like Candy, the closest he had ever been to a
pussy was when Candy had him schoolgirl pinned. Again he found himself
being completely dominated by Candy's pussy and Candy herself. When
Candy had pulled her dildo out of the bag, with one look, Bobbi knew
what's its intended purpose was. He had wanted to protest but before he
could utter a word, Candy had his mouth gagged with it. He did not want
this to happen. But also, he did not know how to stop it from
happening. As he lay beneath Candy with his field of vision reduced to
her panty encased bottom, with Candy ridiculing him the whole time,
Bobbi had never felt like such a wimp. Her continued taunting and
playful teasing of his panties and earrings only reinforced Bobbi's
predicament.

He was a boy and he was wearing girl's panties, he had not a hair on
his body, he had a Tinkerbelle tattoo on his bottom and a Ms. Tattoo
above his landing strip and his ears were pierced with the most
feminine earrings you could buy. He did not think he was a sissy and he
did not want to be one.

Lying beneath Candy as she fucked the dildo in his mouth, HE FELT LIKE
A SISSY.

He didn't think he was one and didn't want be one, but he sure felt
like one. He was surprised when Candy had reached inside his panties
(his panties, the words stung him, his panties, I'm a boy, boy's don't
wear panties, I don't want to wear panties!) and playfully teased his
little penis.

No one besides Bobbi had ever touched his penis. He couldn't help he
was hard when Candy reached into his panties, he was a boy and he liked
girls, not boys and Candy in her pretty babydoll and panties had
excited him, he couldn't help it he thought.

Bobbi of course knew he had a problem with premature ejaculation and
when Candy started teasing him he knew he was in trouble. Although he
could not see anything but Candy's panties most of the time, he could
hear her every word. He had been thoroughly embarrassed at the things
she was saying. But when she started talking about what his outfit
would be Monday if he came in his panties, Bobbi was mortified. He
didn't think he would ever have to wear those shorts to school, they
were more like running shorts or something. He couldn't imagine himself
showing up at school wearing those clothes. The mere thought made him a
nervous wreck.

As Candy rode his face and played in his panties, Bobbi tried like he
had never before not to cum, especially when he heard her warning what
would happen if he did. As she was describing the outfit and warning
him, Bobbi found himself biting on the gag in his mouth as hard as he
could, his hands were clenched in fists. Please he prayed, please,
please Candy take your hand out of my panties.

He knew he was going to helplessly spurt his sissy cream any second.
Biting hard on his gag, as he shot his sissy cream into his panties,
all Bobbi could think of was that humiliating outfit and showing up to
school wearing it. Feeling horrible now that he had cum, his sexual
excitement had made his current situation as Candy's dildo holder at
least tolerable, Bobbi prayed Candy wouldn't follow through on her
threat but knew those thoughts were ridiculous. She had not failed to
follow through on any of her other ones.

After he had cum, Bobbi continued to lie submissively under Candy,
feeling just miserable, knowing he would be showing up to school Monday
in that hated outfit. Currently, Bobbi could feel Candy playing with
his earrings, the Tinkerbelle ones as he heard her say, "Oh Bobbi
sweetie, I know your just going to be so embarrassed Monday, but
sweetie, think of how pretty you will be, I just know your going to
look adorable honey so don't worry."

Candy was finally winding down, God that was marvelous she sighed,
there's nothing better than humiliating a pansy. She was settled
halfway on the dildo, so Tinkerbelle could breathe as she said, "God
Tinkerbelle, that was fantastic ! I hope you had as much fun as me
sweetie. We are definitely going to have to do this again pantywaist!
Ok baby, I'm going to get up in second or two. When I do, I'll take off
my cute dildo and you can go wash your face and clean my dildo for me.
Both are very messy sweetie so do a good job. Take off your makeup too
while your at it. Now I'm going to get off of you darling, I don't want
to hear a bunch of sissy chatter so keep that pretty mouth shut unless
I ask you something."

Getting off of Bobbi's face Candy just giggled and giggled at seeing
his messy face and sad humiliated eyes. "Go clean up sissy then bring
your pantied bottom back in here, I want to talk about a couple of
things before I go to bed" Candy giggled.

Bobbi has been under Candy for a good hour, he was really freaking
tired now he thought. He had to pee before Candy came into his room for
her favor and now he really had to go. As he washed his face and
Candy's dildo he didn't know what Candy wanted to talk about or how
much longer she would be in his room. When Candy had told him he needed
her permission to go tinkles at the mall he had thought I'll be dammed
if I ask her for permission to pee at home. But he really had to go.
"Um Ms. Candy, excuse me please, I need to go tinkles, could you help
me please" a thoroughly embarrassed Bobbi simpered.

Bobbi heard her reply, "Of course Tinkerbelle, I'll be right there."

Humiliated to tears yet again, Bobbi stood submissively as Candy slowly
lowered his panties. "I just adore your panties Tinkerbelle they are so
cute, especially on YOU! Candy chirped. As Bobbi sat to do his business
Candy continued, "Tell me Bobbi, seriously, isn't it embarrassing for
you to be such a wimp and pansy?"

Seeing she expected an answer Bobbi squeaked while blushing , "Um I,
um, Yes, Ms. Candy I'm embarrassed."

"Tinkerbelle, I think its so cute when you stutter like that. I'm not
surprised at all you're embarrassed sweetie. I mean you're a boy and
you wear panties and have a Tinkerbelle tattoo and earrings. How could
you NOT be embarrassed! But sweetie I told you that's ok, all sissies
are embarrassed, it just goes with the territory baby doll. Stand up
sweetie and I'll pull your cute panties up and then we go sit on your
bed for a minute. By the way, if you have been thinking about
forgetting to ask for my help going tinkles, I wouldn't if I was you.
If I ever catch you going without my permission, I can guarantee you
won't like what happens."

Sitting next to Bobbi on his bed Candy continued on, "Pansy, I think it
would be cute if you served me and Mom breakfast in bed tomorrow to
show your thanks, don't you think that's a cute idea?" Candy giggled.

Not thinking it cute at all Bobbi relied, "Oh yes Ms. Candy I would
love to serve you and Mommy breakfast in bed."

"That's so sweet of you, make bacon and eggs with toast, coffee for Mom
and orange juice for me. You can serve us after nine and I want you to
serve us in the pretty clothes you are wearing now, heels and all.
Don't forget to wear the apron Mom gave you. You remember what she said
about showing appreciation for all the money she spent on you don't
you? You have delicate and dainty clothes now sweetie so you need to
remember to wear your apron when working around the house to protect
your pretty clothes. Make sure you look pretty and do your makeup. I
know you're not that good yet with makeup sissy so practice tomorrow
and don't worry about Monday. I can help you in the morning before
school sweets. You can keep that pad on for now and I'll give you a new
one in the morning. From now on I think it would be cute if you asked
me nicely for my used pads, saying, please Ms. Candy do you think I
could pretty please wear your used Kotex to help remind me its not
funny to say, On the Rag. Don't you think that's cute sissy?" Candy
giggled (some thing she did a lot lately).

"Yes Ms Candy" squeaked Bobbi.

"Yes Ms. Candy" mocked Candy. "Now Tinkerbelle, don't think I forgot
about your little preemie and the consequences I warned you about. YOU
will be wearing that exact outfit I described Monday. I know your going
to very embarrassed in that outfit baby but remember what I told you,
all sissies are embarrassed sweetie, its natural. Besides, think of how
pretty you will look. As a matter of fact, grab your cute little shorts
and those pretty polka dot panties and go into the bathroom and slip
them on for a sec. I want to see if I can tell your panties match
Tinkerbelle's with those cute shorts on. You can leave that adorable
baby doll on, it barely comes to your waist and doesn't look too
different than the pretty top you will be wearing. Go on hurry
pantywaist."

Two minutes later an extremely shy and embarrassed Bobbi emerged from
the bathroom wearing the shorts and panties. "Twirl for me and hold the
hem of your babydoll when you do it, that really makes you look
sissyish when you do that."

Candy whistled and said, "Adorable, just adorable, I just love the way
I can see your pretty panties, it's almost as if those shorts are
invisible, face away from me sweets and bend at the waist like before.
Just precious, yup. I can definitely see that Tinkerbelle has on pretty
panties with pink polka dots and I can see your panties clearly even
when you are not bent over. Walk around a bit she ordered. That's just
the cutest thing ever, I'm so happy I thought of it, aren't you? Oh
Bobbi dear, you're going to be so pretty Monday aren't you just so
excited, I know I am! I wonder what all the kid's at school will think
of you? I guess the hats going to be out of the bag baby dear. I'm sure
everyone is going to think you're a sissy sweets, I mean, how could
they not. But after all Tinkerbelle, it is what you are. Look at it
this way, there wouldn't be the word SISSY if there wasn't such a thing
as a sissy. You just didn't know you were one. Now you do and you're
having a hard time coming to terms with it. You feel embarrassed and
humiliated, I know you do baby. But like I keep telling you, that's
natural sweetie, all sissies do. So it's not like your alone cutie. I
know anyone who first comes out is a little scared. Soon people will
get used to how pretty and cute you are now and it won't be so hard for
you. I want you to start accepting being a sissy better Tinkerbelle and
I have some ideas I think will help." (Just great Bobbi was thinking)
"Do you know how to curtsy sweetie?" asked Candy.

"Um, I'm not sure Ms. Candy." answered Bobbi.

"Ok I'll show you how a sissy curtsies and then you can do it for me."


Ten minutes later, Candy was saying, "Ok that's good, just like that,
very cute! When ever you ask me something important, like for
permission to tinkles. I want you to curtsy to me. I Think that's going
to help you accept being a sissy and besides sweetie, I think it's
cute. (that is only going to make me look like more of a sissy Bobbi
anguished) I have lots more ideas but I don't want to overwhelm you. I
think that's enough for tonight. Take your darling shorts off and put
them away, then change back into your pretty heart panties with your
pad. (Gosh I love bossing this wimp around thought Candy) After you
serve breakfast tomorrow, I want you to wear your favorite outfit and
go drop off those silly boy clothes at the Goodwill. After that you can
take it easy, you've had a rough couple of day's baby. Ok sweetie, why
don't you give me a goodnight curtsy and then you can go to bed."

Around 9:20 the next morning Bobbi softly knocked on Candy's door. He
had already served his Mom and now had Candy's meal ready. Candy was
sitting up in bed knowing full well who it was knocking when she said,
"Who is it?"

"Um it's Bobbi Ms. Candy, would you like your breakfast now?"

"Of course dumpling, bring it in."

It seemed to Bobbi that Candy had an endless supply of humiliating
nicknames for him.

"Don't you look cute in that apron sweetie, what did Mom think?"

The apron Bobbi's Mom had so generously purchased for him at a local
"Lover's Lane" store was a sheer frilly confection. It was a half apron
that tied in a big fluffy bow at the back that constantly tickled
Bobbi's panties and upper legs with it's long strings. It was made of
layered chiffon with little pinks bows all along the hem and a pink
heart on the right front of the apron. The apron was dainty and
delicate, it was supposed to be sexy bedroom attire for a woman
enticing her man. It did little to protect Bobbi's clothes but he did
look pretty in it. The problem for Bobbi was he had no desire to "Look"
pretty he thought answering Candy, "She said I looked really pretty in
it and that it was just so adorable and dainty that it was positively
made for a sissy like me."

"How true, how true" Candy giggled. "Breakfast looks delicious
Tinkerbelle, thank you for very much. Why don't you go pick out your
favorite outfit panties and all, get all prettied up, makeup and all.
Then you can come back here so I can see how you look sweetie."

"Yes Ms. Candy" Bobbi replied and headed to his room. Staring at the
clothes in his closet Bobbi thought ruefully, how can I pick a favorite
outfit. Each "outfit" was more humiliating than the next. Candy had
picked only the most feminine clothes she could find at all the trendy
Junior's stores. He had to choose from either shorts or Capri's. Candy
had told him he shouldn't hide such pretty legs. All his shorts and
Capri's were back zip. Wanting to insure that Bobbi was clearly a sissy
and not a girl, she had not purchased any skirts or dresses for Bobbi.
Yet. In that regard she too had decided to leave his hair as is. His
hair was cut like Zach and Cody on the "Suite Life" TV show. His hair
was dirty blonde, mid length with no part. His bangs tickled his thin
eye brows giving him a cute boyish look. He had mostly blouses for
tops and they were all exceedingly fussy and feminine. Ruffles and bows
were the norm. His only choice in shoes was heels.

Forty minutes later he was knocking on Candy's door. "Come in
Pantywaist" Candy giggled. With a huge smile on her face, Candy watched
Bobbi sheepishly enter her room. He had on denim Capri's with no
pockets or belt loops anywhere. They came to just past his knees and
were back zip of course. They were quite tight on him. He was wearing
the blouse she had found at JCPenny's. It was made by Kimora Lee
Simmon's and was from her "Fabulosity Line." It was short sleeve, white
with a pretty pink heart on the left breast that had a fancy F ( for
Fabulosity ) in it. The back of the blouse had a big pink heart with
the word Fabulosity written in feminine pink script above it. Candy had
no problem making out his white training bra. He was wearing his 2 inch
pink pumps and was of course wearing his pretty heart anklet. All his
male deodorant and soap had been replaced with feminine products. In
fact Candy thought, there was not one single male thing in the house
now. With his feminine soaps, deodorants and perfumes she could smell
him as soon as he entered.

"Oh Tinkerbelle ! You look just yummy! I wasn't sure which outfit you
were going to pick, but from your choice it's obvious you love pink
hearts. I guess that's a good thing sissy because you have hearts on
over half your stuff it seems. Do a little twirl for me baby."

As Bobbi twirled for Candy she could easily make out his cute little
panty lines on the tight Capri's. She knew Bobbi like all boys loved to
look at girl's panty lines, well sweetie, now you have your very own
panty lines. "Very pretty cupcake, now is there something you want to
ask me?"

Bobbi shyly curtsied and said, "Ms. Candy do you think I could pretty
please wear your used Kotex to help remind it is not funny to say on
the rag?"

"I think that's a marvelous idea pansy. Yes you can sweetie. Let's go
put it in your panties and then you can take my dishes away, clean up
the kitchen and go get rid of those silly clothes. When you get back
pretty boy see me asap. Me and Mom need to talk to you about a few
things."

Candy normally changed her pads several times a day, the one she placed
in Bobbi's panties she had worn for over a day. She could see Bobbi
cringe as he pulled his cute little pink heart panties up and fumbled
with his back zipper. "I think it's adorable you picked your heart
panties to match your pretty blouse (Bobbi had in fact picked the heart
panties because he knew they could not be seen through his Capri's.
With eight pairs he was hoping to wear these panties when he had on
Capri's or shorts that they might not be seen so easily) sweetie. You
are really starting to develop a sissy flair for fashion Tinkerbelle."

As Candy playfully patted Bobbi on his cute bottom she ordered, "Off
you go pantywaist and don't forget your cute purse when you go out."

Bobbi had to make two trips to bring all his boy things into the
goodwill store. The woman working there could see through the clear
bags that this shy effeminate sissy boy was apparently donating all of
his male clothes. Giggling she told Bobbi, "Thank you sweetie for your
generous donation of all these clothes and other stuff. By the way, I
just love your blouse, it's so cute!"

On the way to goodwill Bobbi had thought maybe he could stash all his
boy stuff somewhere. But he had no where to hide his things and knew
that Candy would check the car. He already felt (oh so correctly Candy
would have agreed) that there was no turning back. But still, it was
extremely difficult to have to willingly give away all his boy things.
Dressed as he was though, he was anxious to get back to the relative
safety of his home.

Candy and Caroline were giggling as they watched Bobbi hurriedly walk
from the car, his pretty purse swaying from the crook of his arm. "Cute
outfit Bobbi, it's so you. Don't you feel better sweetie now that you
got rid of all those silly boy things?" Caroline asked.

Bobbi did not think his old things, now gone forever, were silly. "Yeah
um I guess so Mommy."

"Sissy dear you sounded a little hesitant when you said that. Candy's
been telling me about you having a hard time coming to terms with being
a sissy. I'm happy to tell you Tinkerbelle, that we understand and
thoughtfully came up with some things we can do to help you.

This does not sound good at all Bobbi was thinking.

"First, we decided that from now on you're to hand wash all our
lingerie, yours included sweetie. Candy said she would be glad to show
you how after our little sissy talk. I'm also assigning you all the
delicate chores around the house. You will be in charge of dishes,
laundry, dusting, bed making, occasional cooking, and the shopping."

Oh please no, thought Bobbi. He did not want to have to go shopping by
himself dressed in these stupid clothes.

"Candy thought it would be cute if we got you a pretty little maids
dress for when you're doing your chores and I agree. Candy found one
on-line that we both thought you'd look adorable in, it should be here
in a couple of days. I just know you're going to love it sweetie! Me
and Candy can handle the other chores too tough for a sissy, like
taking out the garbage or cutting the grass. Candy has also informed me
that sissies don't need privacy, so I'm having your bathroom, bedroom
and closet doors removed tomorrow."

Caroline and Candy both saw the tears forming in Bobbi's eyes when
Candy said, "See Mom, I told he cries all the time, just like sissies
do."

Caroline continued on, "Candy also came up with a really cute idea.
Kind of like sissy studies. We are going to have you write some essays
Bobbi honey, among other things. We are positive all these things will
help you, come to terms! So to speak," she giggled as did Candy.
"Today's essay is going to be "Why I Like To Wear Girls Panties," write
a minimum of 500 words. Candy said she would be happy to look it over
when you're finished. Do a good job cupcake the first time or you will
have to write the essay all over again, from the beginning!"

As Bobbi sat squirming in his seat, conscious of the wet pad between
his legs, Caroline finished up their little sissy chat. "That's about
it for now babydoll, any questions sweetie?"

Having lots of questions, Bobbi trembled, "No Mommy."

"Good sweetie, then I suggest you get busy so you can rest later. I
know you've had a tough weekend cupcake, I want you to rest up later
for your big Coming Out tomorrow. Me and Candy both know your nervous
sweetie. I want to assure you of a couple things. First, I have spoken
with your school sweetie, and they are sensitive to what they call
"Gender Issues." They know you will be dressing in girls clothes from
now on, and your teachers have been informed of this. The school has
assured me you will not be discriminated against for your, shall we
say, preferences.

But these aren't my preferences Bobbi sniffled to himself. The reality
though, was, while not admitting it to himself, he was too much of a
sissy to say otherwise. He was afraid of Candy!

You need to report to the office when you get to school Monday morning
baby. They want to discuss a couple of things with you. Such as, if any
of the other school kids are abusing you, you are to report that to
them immediately and they will take corrective measures. As to which
bathroom you should use, if you were wondering. Don't worry cupcake.
You are to use the bathroom in the nurse's office when you need to go
tinkles." Caroline giggled, "Candy said that's what you call it now
Bobbi. I think that's adorable princess."

Both Caroline and Candy seemed to know just the right times to use
Bobby's real name to embarrass him more. Bobbi could also tell from the
way this conversation was going that his Mom was thoroughly enjoying
this and was on Candy's side 100 percent.

"The school has also agreed to let you take gym class with the girls
instead of the boys, again they have assured me of your protection but
felt it might be easier for you in girls gym because boys can be boys,
so to speak. You will be able to change and shower in the nurse's
office too. You will have to buy a girls gym suit though Monday, I'll
give you some money for that later tonight cupcake. See sweetie, we
love you very much and know that sissies are weak. We will protect you
baby don't worry. That should alleviate all your worries, especially
concerning school. You have absolutely nothing to worry about, Mommies
taken care of everything for you! I know some of the kids might tease
you a little honey because you're so pretty, for a boy, but I want you
to relax baby. Nobody ever died from teasing. Candy says you already
know that too well cupcake."

Bobbi certainly did know that, not that it made it any easier in his
mind. He hadn't liked the beginning of this conversation at all, and
still didn't. But he was terrified to show up to school Monday as a
sissy. Many of the unknowns had been answered for him and he felt much
better knowing he would be protected. Many of Bobbi's worries had been
alleviated. He knew he would still be every bit as humiliated, but at
least he felt safe now. Not considering the first part of the
conversation, a very grateful Bobbi exclaimed, "Oh Mommy, thank you
sooo much! I was so scared about school and everything!"

Caroline hugged her pretty son and while patting his cute pantied
bottom said, "You are very welcome cupcake, (as Bobbi's Mother,
Caroline preferred the nickname cupcake for son over the more
embarrassing ones Candy so liked to use) I can see the relief in your
face sweetie and it makes me happy." Still patting her embarrassed
son's cute bottom, Caroline added, "You just worry about being pretty
and me and Candy will take care of the rest. Candy, can you please show
cupcake how to hand wash our lingerie now?"


"Sure Mom, lets go pantywaist" she smiled at Bobbi.

An hour later Candy was telling Bobbi, "Ok wimp, it's still warm enough
to hang everything outside. Then you better get going on your sissy
essay, "Why I Like to Wear Girls Panties." That should be a scream to
read, I can't wait until some of my girlfriends get to read it. WHAT A
PANTYWAIST YOU ARE BOBBI! Imagine a 17 year old boy having to write an
essay on why I like to wear girl's panties! WIMP!" she giggled.

"Um excuse me Ms. Candy, I have to go tinkles, could you please help
me? Bobbi simpered. Candy was much harder on Bobbi when their Mom
wasn't present, she just loved teasing her wimp brother. She knew he
was scared of her and too much of a pussy to try and stop her teasing.
With that in mind she sighed, "I guess so, let's go pussy!"

Hating it when Candy called him a pussy, Bobbi replied, "Thank you Ms.
Candy."

Heading towards the bathroom Candy mocked, "Thank you Ms. Candy."

Bobbi learned it was not fun to walk in grass with high heels while
hanging their lingerie. He was thoroughly embarrassed again. Hanging
dainty panties on the line in his cute outfit, the wind blowing his
Tinkerbelle earrings, the wet pad between his hairless legs, Bobbi felt
and looked like a total pansy. Although she said nothing, the 10 year
old neighbor girl playing in her backyard that abutted theirs, giggled
and giggled watching Bobbi hang panties to dry. She had seen Bobbi
before on many occasions. As a little girl he was just an older
neighbor boy. Now he was the biggest sissy she had ever seen.

Later that day, after Bobbi had brought in their lingerie, ironed,
folded and put it away Candy sat on Bobbi's bed as he stood before her
nervous and embarrassed. He was nervous because he did not want to have
to rewrite the sissy paper for third time. Candy did not like his first
attempt, she had torn it up into little pieces telling him, not good
enough Tinkerbelle. Not for a pantywaist like you, try again! He was
embarrassed, as he should be she thought, because of the content of his
essay.

Why I Like To Wear Girls Panties by Bobby Sullivan

I'll never forget the day my sweet and pretty sister was throwing out
some old panties of hers. I had seen my sister Ms. Candy's panties in
the laundry many times since I was a little boy. I always call Candy,
Ms. Candy now because I have so much respect for her. She's the best
sister a boy could ever have, I just love her sooo much! For a long
time now I've been sooo jealous that Ms. Candy gets to wear such pretty
panties and I don't. I have even seen Ms. Candy in her panties a couple
of times. Actually more than she knows because I would try and sneak a
look her panties whenever I could. Whether in the laundry or while she
was wearing them. Ms. Candy always wears the prettiest clothes and
sometimes when she was sitting down wearing a cute mini skirt I could
steal little glimpses of her oh so pretty panties. It just made me so
jealous I didn't have such adorable panties. So, when she asked me if I
wanted her old panties she was throwing out I was thrilled beyond
belief. I didn't know how Ms. Candy knew I wanted her old panties or
any panties for that matter. I didn't care. I just wanted those pretty
panties so badly, I begged and begged her to pretty please let me have
them. I promised I would take very could care of them and that I
couldn't wait to put on my first pair of my very own panties! I was so
happy I had tears in my eyes! I told Ms. Candy I wanted to cut up every
single pair of my ugly boy underwear right away. I was so happy! I
never want to wear silly boy's underwear again. I just couldn't wait to
look at, touch and wear my new panties, well, new for me. I just adore
girls panties, everything about them! I even love the word "Panties."
Girl's panties come in just so many cute styles, colors and fabrics. I
especially love pastel colors and pink is my most favorite color. I
just love nylon bikini panties, the prettier the better. I adore lace,
ribbons and bows and anything extra frilly. I feel so femmy when I wear
my adorable panties now. I just know I'll never wear ugly boy's
underwear again. My preemie boy thing is so tiny Ms. Candy says I look
just like a girl in my pretty panties and that's just were my little
preemie stick belongs. Safely tucked into pretty panties and I couldn't
agree more with her. I just think that's so cute. My sister also gave
me a pair of really pretty white nylon bikini panties with the cutest
pink polka dots on them. They exactly match the panties that the fairy
is wearing on my cute new tattoo. I just love that me and my new
Tinkerbelle tattoo have matching panties! I just feel so pretty when
I'm wearing them and they are my most favorite panties ever! I also
adore my pink heart panties, I simply love pink hearts, and they are so
girly and so me. Later Ms. Candy told me she always knew I was a sissy
and that I was made for panties. I think she couldn't be more right. I
know boys aren't supposed to wear girl's panties so I feel like the
luckiest boy in the world that I get to! Sometimes I get embarrassed
because I'm a boy and I wear girl's panties but I don't care. For me,
there's nothing better in the world than wearing pretty girl's panties.
The title of my essay should really be "Why I LOVE To Wear Girls
Panties" By Bobby ( Sissy ) Sullivan

Giggling, Candy finished reading Bobbi's essay. She had checked on a
dejected Bobbi several times as he rewrote his essay. He looked like
such a pansy sitting at his desk, his cute Tinkerbelle earrings
dangling as he typed his essay. She still couldn't believe what a wimp
her big brother was. How could a 17 year old boy let this happen? He
had the backbone of a jellyfish she had giggled. Well, like she told
him before, there wouldn't be the word sissy if there wasn't such a
thing. She intended to make this particular sissy, "The Biggest Sissy
in the World"! Whether he liked it or not, which she knew he certainly
did not. In her mind, that just made it so much better for her and so
much more humiliating for little Tinkerbelle. Her panties had been wet
with her excitement for days now. She never wanted this feeling to end
and planned to make sure it didn't. Turning her attention to Bobbi she
said, "Its still lacking Tinkerbelle but I guess I shouldn't expect so
much from a such a pantywaist. I'm sure you will get better with each
new essay sweetie. Print out a couple of copies for now. I can't wait
to show this to my girlfriends! Plus I want you to sign your name real
pretty at the bottom of the essay. Spell your first name with an I
instead of a y. Put a pretty pink heart over the eye cupcake, then fold
it nicely. We can put it in an envelope and then I want you to dab some
of your Vera Wang "Princess" perfume on it. Write, to: Prissy on the
envelope, you can give it to her tomorrow at school. After your little
accident with her I'm certain she will find your cute essay revealing
sweetie."

Bobbi hadn't like writing this essay once, let alone twice. The subject
matter was humiliating and he hated wearing panties. The last thing in
the world he wanted to do was to give Prissy a signed perfumed copy of
this sissy dribble, let alone let Candy's girlfriends read it. He knew
after everyone saw him it probably wouldn't matter who read it, but
still..... "But Ms. Candy, I'm not sure" Bobbi got out before Candy
interrupted him.

"Whatever wimp, JUST DO IT! I've got some calls to make. Hurry up and
finish what I told you. Then you can take it easy in your cute little
clothes. You have a big day ahead of you tomorrow Tinkerbelle. You need
to be up by 6am at the latest. You need lots more time now baby to get
ready, with shaving your body and putting on your pretty makeup. We
need to make sure your extra pretty for your "Coming Out" cupcake."


The next morning Bobbi was whimpering as Candy was applying "Love's
Baby Soft" body spray to him. She was putting on way too much and with
his "Princess" perfume, feminine soaps, shampoos and deodorants,
including a heavy dose of FDS, Bobbi knew anyone within 10 feet of him
would smell his various perfumes.

Finished drenching her pantywaist brother in femmy perfumes, Candy sat
on Bobbi's bed and told him to twirl. She drank in the site before her.
She had decided on his shiny pink sandals with the cute ankle strap.
That way everybody would be able to see his pretty toes. She had him
put another top coat on all his nails last night and they absolutely
glowed bright pink. She looked up past his heart anklet to his silky
smooth legs finally coming to his little white nylon shorts. As Bobbi
had suspected they were really girls running shorts. They were made of
a thin nylon and had no pockets, just an elastic waist band. They
weren't really invisible as Candy had teased him but when he moved
about or walked you could definitely tell he had on little white nylon
bikini panties with pink polka dots. You could not really see his
Tinkerbelle tattoo but if he bent over, you could clearly see the word
Tinkerbelle and faintly make out the fairy. If you looked hard enough
you could indeed tell the fairy had on pretty panties that currently
matched the ones Bobbi was wearing. She had given Bobbi her used Kotex
that morning and also forced him to have a preemie in it before pulling
them up snuggly. With his tiny preemie stick (smaller than ever with
just having cum and with his intense humiliation) and the pad smoothing
everything out, his front looked just like a girls. There was no sign
little Bobbi had a penis at all.

The reason she made Bobbi have a preemie was twofold, one to make sure
the pad was extra wet, and second, with just having cum, poor Bobbi was
feeling extra miserable in his pretty clothes.

He was wearing the top she had promised. It was a sleeveless layered
chiffon babydoll in a pale pink with a little pink bow at the bodice.
You could easily see his white nylon training bra through it. The gold
heart on his delicate necklace rested on the bow. If he raised his arms
at all you could see his flat tummy and belly button. Isn't that cute
she thought, we must get him a belly piercing with a cute heart. His
makeup was soft except for the shiny pink lip gloss. She looked at his
pretty earrings. The little diamonds on top, then the pink stone heart
ones in the middle ending with the dangly Tinkerbelle earrings. His
bright white patent purse with the pink heart rested in the crook of
his arm. Any pretty teenaged girl might wear one of the items Bobbi had
on, but NEVER all together like Bobbi was. He didn't look like a girl.

He had skinny arms, a flat tummy (chest) and cute legs. There wasn't an
ounce of fat on Bobbi. His skin was perfect and he was good looking
with silky hair thanks to his new conditioners. No, he didn't look like
a girl but he did look like the prettiest boy and biggest sissy she
could ever dream of!!! He had the cutest bright red blush going that
would stay with him until he got home that afternoon. It was Time! Time
for Tinkerbelle's big COMIN OUT! Whether HE was ready or not!

Not wanting to detract from pretty cupcake, Candy had dressed in jeans,
a t-shirt and gym shoes.

Giggling like the school girl she was, Candy began, "Aren't you just
the cutest thing EVER! Your adorable Tinkerbelle! I love it, I just
love it! It's just perfect, EVERYTHING! Really sweetie, I have never
seen a prettier fairy. Do you have Prissy's envelope in your cute purse
cupcake?"

"Yes Ms. Candy" mumbled Bobbi.

"When you give it to hear I want you to apologize to her for pretending
to be a boy when you went out and that you hope your essay helps
explain things. I'll be checking with her later so don't forget. You
can ride with me and Rebecca today. I definitely don't want to miss
your Coming Out Bobbi. Don't worry about Becca sweetie I already told
her all about you and she thinks it cute that you're a sissy."

"But,Whaaa, Whaa, what I am I going to tell everybody Ms. Candy?"
trembled Bobbi.

"Tinkerbelle, Tinkerbelle, how many times must we go over this? I don't
really care what you tell people. You can say whatever you want or be
honest and tell them you're a sissy. I mean it is pretty obvious
cupcake. Now stop your worrying, you look just adorable. You are going
to be the prettiest boy in the whole school baby, and that's something
to proud of, isn't it?"

Just then they both heard Rebecca (Candy's girlfriend and their ride)
beep her horn. Patting Bobbi's pretty pantied bottom she told him, "Be
a dear sweetie and run out and let Rebecca know I we be right down."


Needless to say it had already been a tough morning for Bobbi. He had
dreaded this moment for days and now it was here. His mind told him
there was no way he could do this. Several times while Candy was
helping him get ready for today he tried begging and pleading with her,
especially when she forced him to have a preemie.

Candy had grabbed two of his fingers and bent them back until he was
kneeling before her. "Listen up cupcake," she had told him. "Sissies do
what there told and keep their pretty mouths shut. I am getting tired
of your whining. You will make it through today just like you did at
the mall. You're not going to die! We have gone over and over this
already. You're a SISSY now, so get used to it. Besides these are the
only clothes you have sweetie and you can't hide in the house the rest
of your life just because you're embarrassed to be a sissy."

All morning long she had teased him unmercifully. Now as she patted his
pantied bottom the moment of truth was here.

Teetering in his unfamiliar heels, on wobbly knees, his perma-blush in
place, a shaking Bobbi turned the door knob to walk out to his new
life. He felt absolutely naked in these flimsy clothes. His biggest
worries besides the obvious were his tattoo and very wet pad. He had no
doubt anyone would think he was anything OTHER than a sissy but he was
desperate to keep those two things a secret if possible. Feeling his
slippery panties and shorts slide across his smooth bottom as he walked
to Rebecca's car he kept his eyes demurely downcast ( to hide his shame
and embarrassment ) as was the norm lately.


Rebecca had a huge smile on her face and was giggling like crazy when
Bobbi hopped in the back seat. Candy had told her about Bobbi and the
"pretty" weekend he had, still she was not prepared for the delicate
looking swish that minced to her car on wobbly pink heels.

As Bobbi meekly sat in Rebecca's back seat he quickly brought his
knee's together and rested his purse on his lap to try and keep his pad
from being noticed. It was something he would do all day because of
those stupid shorts. By doing so, he unknowingly (to himself anyway)
looked like more of a sissy, if that was possible.

Still giggling Rebecca said, "Oh my God Bobbi! I'm sorry I'm giggling
so much, but WHY are you dressed like that?

It was the first of many times he would be asked that today. He had not
a clue as to what to tell Rebecca or anyone else. There simply was no
plausible explanation except for the one Candy had suggested. Not
knowing what else to say and knowing Rebecca was waiting for his
answer, with his eyes lowered and his face bright red, Bobbi mumbled,
"I, um, I am, I'm a sis, um I mean, I'm a sissy um I guess."

Rebecca's giggling was almost laughter as she replied, "YOU guess? Oh
Bobbi you look just adorable! I don't think you need to guess sweetie,
with the way your dressed cutie I don't think anyone will have a hard
time figuring that out. You look just precious darling, you should have
done this a long time ago, really! You are the prettiest boy I have
ever seen. I think your very brave Bobbi to let your true self out, how
pretty! Aren't your earrings and purse the cutest ever? Did you know I
could see your pretty polka dot panties through those adorable shorts
as I watched you walking to my car? Did you pick out your adorable
clothes yourself Bobbi? Candy told me you did, but seeing the precious
things you have on, oh my Bobbi! You even shaved your legs and got your
ears pierced! I could smell you as soon as you opened the door, how
sweet. It's obvious you are very serious about this Bobbi. Oh Bobbi!
You're just adorable I can't believe it, what a cutie! I'm sure you
must be a little embarrassed (the understatement of the year Bobbi
thought), I really admire your desire to ignore any embarrassment so
you can be pretty and feel pretty like all sissies want. My oh my
aren't you a brave little sissy!"

Just then Candy hopped into the car, "Well Becca, what do you think of
Bobbi? Isn't he just the cutest thing ever?"

Bobbi blocked out their girlish chit chat and embarrassing teasing, he
was too worried about his "Coming Out." Too fast for his desires, they
soon pulled into the school parking lot.

"You go ahead cupcake, me and Becca want to talk for a minute, don't
forget you need to report to the office first thing."

"Yes Ms. Candy, squeaked Bobbi. This caused Rebecca to giggle
uncontrollably. As Bobbi walked the gauntlet to the school office,
wobbling on his heels, the wet pad between his legs and his slippery
panties sliding across his bottom, he heard all the shocked comments
and then the giggling and sometimes laughter. He did not see the faces
though, he kept his eyes lowered on his pretty pink heels, the shame
was too much for him to look up.

The boys who saw him were not near as nice as the girls who did. Most
of the males were disgusted that a male could humiliate their sex like
this fruitcake was. Their comments, like fag, faggot, queer, wimp,
pussy, gay fuck and many, many others were intended to sting Bobbi.
Most if not all avoided him like the plague. No Boy wanted to be seen
with this creampuff or have any association with him.

Bobbi ran into his shocked friends John and his other two buddies on
the way to the office. John and his friends could not believe the sight
before their eyes.

"What the fuck dude!" they all said in chorus. "Holy shit! Look at his
legs, he shaved his fucking legs. Is this some kind of joke? Dude, you
smell like a pansy, what the heck!"

Bobbi was being bombarded with questions, his knees were shaking and he
felt dizzy. He had never felt weaker in his life as he shivered in
embarrassment before his soon to be ex-friends.

On seeing his Tinkerbelle earrings, one of his friends exclaimed, "YOU
HAVE GOT TO BE KIDDING ME, dude you have fucking Tinkerbelle earrings!
What the fuck kind of SISSY are you?"

As Bobbi shrank inside himself, mortified at the humiliation he was
feeling. He heard further still from his now laughing friends.

"Shit Dave, look, you can see his panties right through those shorts !"
"Cute purse Bobbi," "Nice nails." Finally with them all still laughing,
John said, "Seriously dude, what the fuck is going on, I mean my God,
Tinkerbelle earrings."

Yeah, and they don't even know about my tattoo yet. What Could I
possibly say to them or anyone, he thought? My little sister beat me up
and somehow turned me into a sissy? Shit, it sounds better to just say
I'm a fucking sissy. With his eyes glued to his pretty pink shoes,
Bobbi mumbled, "Guys I'm um, I mean, dudes man, I'm really sorry, but,
I'm, I'm a, sissy, um I guess...."

"You guess ! Dude, you don't need to guess! You're the biggest fucking
SISSY, I have ever seen or even heard of, Fucking A, I can't believe
this! Fuck dude and I used to hang out with you!" They all freaked on
realizing this. "Bobbi, are you fucking GAY or what??? Fuck man, He
has to be dressed like that!"

Bobbi desperately tried to deny that he was homosexual, He lifted his
face for the first time since the one way conversation started. "Guys I
swear I'm not gay, I swear it man, I like girls, guys I'm not gay I
mean it."

"You like to look like a girl you mean. Fuck dude you sounded like a
pussy on the phone the other night. Some times you can be a wimp,
whatever." John was shaking his head as he said this and continued on,
"I'm sorry man, or sissy or whatever you call yourself, no offense or
anything Bobby, but dude, I um, I don't hang out with sissies." "Same
here" said his other two ex-friends eager to distance themselves from
this fairy. John, still wondering what the FUCK Bobby, said, "Sorry
Bobby, good luck with, um, well, I'm sorry, ah, take care dude, but
seriously, this is just too much. Dude, you DO know what you look like,
don't you?" His other friends offered similar sentiments and departed
laughing without waiting for Bobbi to answer John's questions. They had
seen more than enough.

Bobbi knew this moment would come and even though it was painful and
brutally humiliating, he was glad it was over. He was not angry with
his friends, he would have done the same thing. John had even been
somewhat decent to him. He already knew anyway that he could no longer
be friends with these guys, he WAS a sissy now, like it or not. He
continued on to the office with his eyes back on his heels.

From 20 feet or so, the way Bobbi was dressed, he did in fact look like
a girl, sort of. His gait and mannerisms though, alerted the eye that
something was not right. Soon people would make the connection that
this must in fact be a sissy. It did not fail to amaze all who saw him.
Ten feet and in, he was immediately marked as a sissy. No one yet had
noticed his tattoo for what it was. The shocked expressions and giggles
followed him where ever he went. The girl's reactions to Bobbi were
much different than the boys. Shy or bold, they all found it extremely
amusing to see a boy dressed like Bobbi. Sissies were weak and
vulnerable, it gave girls the feeling of power. Power over a boy that
is, and not a one didn't like that feeling.

Many of the bolder girls could not resist teasing this sissy boy. Bobbi
heard all the usual comments. Those that knew him would stop and say
Bobby, is that you? He did his best to keep these unwanted
conversations brief, forced to admit the obvious each time. That he was
a sissy. They all giggled and giggled.

The day at the mall had been bad, maybe worse than today would be, but
shit. He knew some of these people. Thankfully the office people and
principal (all women) were extremely understanding of his "Gender
Issues" as school policy dictated. Besides these women were in the care
of children, none of them were mean and all thought Bobbi was cute and
treated him well. He was however told that his shorts were a little
risqué and maybe he shouldn't be wearing them to school.

That really embarrassed Bobbi. Each class Bobbi went to, his classmates
laughed, giggled and teased. Each time the teacher would quell the
students and explain Bobbi was a boy with "Gender Issues" and that the
school did not tolerate harassment. He was to be treated the same as
anyone else and that anyone caught harassing him would be suspended
indefinitely. The teachers where there to teach and none were going to
tolerate disruption in their classes. This was not to say that they
were not surprised at Bobbi's ultra sissy look. But kids would come and
kids would go.

All his female teachers were pleased to have a sissy in their class.
Girl power! All these things would keep Bobbi safe at school and make
his time in class somewhat tolerable.

Even though he was a sissy now he still had to pass his classes and pay
attention to the material being taught, no matter how humiliated he was
as he squirmed in his seat in embarrassment. Bobbi could not help but
feel his wet pad as he kept his knees close together to hide his shame,
trying to concentrate on his studies. His feet already hurt from his
stupid heels (the only kind of shoes he would ever wear again, they
would soon become second nature to him) and the day wasn't half over.

In second period class he received a text from Candy on his pink cell
phone. It said he was to meet Prissy in the cafeteria at lunch to give
her the letter. He had forgot completely about that and moaned as he
read it.

One good thing that had happened today was that there was an issue with
him being in either the boys or girls gym class. A decision was
pending. He would spend his normal gym period in the office with his
smooth knees pressed together, his pretty purse on his lap, sitting
daintily on a chair for the entire hour.

One class, a rather bold girl named Brittany who sat directly behind
Bobbi, teased him unmercifully when ever the teacher had her back
turned. She had whispered in his ear, "Is that a training bra you're
wearing Bobby?" She had lightly snapped his bra giggling when she did
it. "Those are really cute panties your wearing Bobby, did you know you
can see them right through your shorts?" Bobbi knew all too well. "My
you smell pretty."

It went on the whole class. Bobbi didn't have a clue what the teacher
had said he was so distracted by the girl. One time she even traced her
finger over the waistband on Bobbi's panties, whispering in his ear,
"Such pretty panties Bobby."

A startled Bobbi had flinched when he first felt her finger on his
little panties. Not wanting to bring unwanted attention to himself
(which Brittany knew), he took her relentless teasing in silence.

Terrified to humiliate himself as he was about to do, to one of the
people that had a hand in his downfall. Bobbi headed to the cafeteria
to do Candy's bidding. Candy had called Prissy and told her Bobbi had
admitted to the family that he was a sissy. They talked a long time on
the phone and became fast friends, both enjoying the subject matter.
There was much giggling. She told her Bobbi had a letter he wanted to
give her but wouldn't tell her what it was. She just said it was an
idea Bobbi came up with to apologize for the time they went out.

Prissy knew Bobbi would be appropriately dressed to deliver the letter.
She didn't know what Bobbi would be wearing but she couldn't wait to
see! And what was this letter all about. Seeing Bobbi approach her and
a couple of girlfriends sitting with their lunches, she broke into a
huge smile and immediately started giggling. "Bobbi how pretty ! I
knew you were a wimp since that time we went out. But Oh My God! I had
no idea what a SISSY you were! When I said you had a preemie in your
panties I was kidding. I mean the panties part" she said laughing. "I
guess I should have known better."

Her friends were in hysterics and teasing Bobbi about his pretty
clothes. Prissy continued, "I can see your dainty little polka dot
panties right through those shorts, how adorable."

Bobbi kept silent, what could he say. He just wanted to give Prissy the
letter and get out of there.

"OH MY GOD ! He's got Tinkerbelle earrings!" Another girl said, "Look
at his purse and nails! I've never seen such a thing. How hysterical, I
can't believe a boy would dress like that!" "You make a way better
sissy than you did a boy," laughed Prissy. "Bobbi the preemie panty
boy, Oh my! What can I do for you anyway cupcake?"

Wanting to get this over ASAP, Bobbi reached into his purse and
extracted the humiliating letter. He went to hand it to Prissy and say
the dreaded words Candy had ordered him to, in his embarrassed
nervousness, he dropped the letter and it fluttered down landing behind
him. Without thinking he turned and bent down to pick it up. When Bobbi
bent over to retrieve the letter, his little shorts stretched tightly
over his smooth pantied bottom.

All four girls at the table watched the sissy bend to retrieve the
letter. All four burst out in loud laughter as they clearly saw his
fairy tattoo and the big pink word "Tinkerbelle" tattooed on his
bottom.

Realizing his grievous error ( he had made it this long without anyone
noticing his tattoo through his flimsy shorts and panties ), Bobbi
quickly stood back up and faced the laughing girls so as to hide his
bottom again.

All four had tears in their eyes they were laughing so hard. Half of
the cafeteria was drawn to the commotion.

Bobbi squirmed in his panties and blushed even harder if that was
possible.

"BOBBI, YOU HAVE A FAIRY TINKERBELLE TATTOO!" they all exclaimed way
too loudly. Karen another girl at the table said in shocked lower
tones, "He's wearing a sanitary pad and it looked used." "I saw it, I
saw it! Prissy said.

Bobbi was horrified at hearing that.

"MY GOD BOBBI! WHAT KIND OF QUEER ARE YOU? Tinkerbelle earrings and a
Tinkerbelle tattoo! Bobbi! You're wearing a used Kotex? YOU ARE WITHOUT
A DOUBT THE WORLDS BIGGEST SISSY EVER!!! Prissy said in shock.

The girls at the table could barely control themselves. Bobbi just
cringed and squirmed in his panties, extremely conscious of his wet
pad.

Embarrassed. Vb, verb to throw into a state of self conscious
distress, the definition for the word embarrassed. That was Bobbi times
a hundred!

Still laughing her ass off Prissy snatched the envelope from Bobbi and
said, "What have we got here?" Smelling the perfume, she tore it open
and saw the title, "Why I Like to Wear Girls Panties" by Bobbi
Sullivan. She read the title out loud to her girlfriends barely able to
get it out she was laughing so hard.

Without saying the words he was coached to, a crying Bobbi turned and
walked as fast as he could in his heels, feeling his bottom wiggling in
his dainty panties. Still, he heard in his trail. "Why did Tinkerbelle
walk off like that?" "He must be in a bad mood, I think it's his time
of the month." The girls just laughed and laughed at that joke. And
they still had his letter to read!

A crying Bobbi was comforted by his pretty principal in her office as
the girls read his letter. Not knowing where to run and hide, he ended
up in the school office where his principal took him into her office.
"There, there sweetie, it will alright honey. Calm down now, I know
your embarrassed, it must be so hard coming out for you sweetie but I'm
very proud of how brave you are. Most boys would just be too scared to
do what your doing sweetie. Don't listen to all the teasing baby, I
think you look very pretty." She had no idea Bobbi was a reluctant
sissy.

Bobbi's coming out finally came to an end. On arriving home he found he
no longer had any doors in his room. The door jams and everything were
removed, it was as if the doors were never there. Just wanting some
private time to lie on his bed and lick his wounds in privacy, poor
Bobbi was denied even that. He lay on his bed facedown and softly
whimpered. As he sobbed, he felt his smooth bottom wiggle in his
panties. Everything seemed to constantly remind him of his new sissy
status.

Wednesday, when Bobbi walked into his room after school he saw "his"
new maids dress lying on his bed. No fucking way he thought. It was
made of pink satin and had a short skirt. Even laying on the bed Bobbi
could tell it would billow out ridiculously with the voluminous white
petticoats he saw peaking out from under the hem. The skirt was covered
with two layers of chiffon, one hem was shorter than the other. Both
hems on the chiffon were made of satin ruffles. The top of the dress
had flouncy faux shoulder straps that ended at the waist. A pretty pink
bow sat under each faux strap at the waist. The ruffled hem on both
chiffon layers also had pretty pink bows. The dress had a peter pan
collar and short poufy sleeves that ended in pretty white lace. There
was a pink bow on each sleeve. He saw his stupid chiffon apron with the
pink heart on it also. Apparently it was to be worn over this
ridiculous dress. No fucking way he thought again.

"Isn't it the prettiest thing ever?" Caroline said.

Bobbi was still staring at the horrid dress and was startled when his
Mom asked him her question, "Look Mom, I don't mind helping out around
the house with chores and stuff, but I don't see why I have to wear
this stupid dress."

"The REASON you are GOING to wear this dress is because I say so! That
pretty maids dress was just made for a sissy, the web site even said
so. As far as I know, YOU are the only sissy in this house! I spent a
lot of money on your dress and I don't appreciate your attitude young
man! I had thought you would be jumping up and down with joy over your
precious new maids dress" Caroline angrily exclaimed.

Candy was standing in the background giggling. On noticing her, Bobbi
was reminded on how he was to address his Mom. "Mommy, I um, I do think
it's pretty but what if someone comes over and I'm wearing it. I'd just
die. Can't I just do my chores in the clothes I'm wearing?"

Caroline sat in Bobbi's desk chair and told Bobbi to stand in front of
her, Bobbi meekly complied. As her sissy son stood before her, Caroline
reached behind him and very slowly started to lower his back zipper on
his cute satin yellow shorts. "Candy, would you please go and get my
hair brush?"

"No problem Mom, I'll be right back."

This can't be happening Bobbi suddenly worried. She wants her brush to,
to spank me! That's why she's unzipping my shorts. I'm 17, no way! NO
WAY! But Bobbi also knew his 35 year old Mother was three inches taller
than him and stronger than Candy. She had his shorts all the way
unzipped when Candy returned with her brush, an old fashioned wooden
backed brush. It was pretty big too, Bobbi fretted.

Caroline yanked his shorts all the way down to his white pumps. She
grabbed Bobbi by the ear and roughly pulled him over her lap. Flipping
up his sheer white blouse she saw he was wearing panties with the words
"Girl Power" written on the bottom. How appropriate she giggled to
herself.

Bobbi could not believe he was lying face down over his Mom's lap about
to get a spanking. 17 year old boys don't get spankings from their
Mommy! But he knew there was absolutely nothing he could do to stop the
spanking. "Please Mommy, I'm sorry, really! The dress is really pretty,
I mean it Mommy" Bobbi pleaded.

, Totally ignoring Bobbi's pleading, Caroline pulled his panties down
to his thighs and grabbed his right arm and twisted it behind his back.
"Girl Power panties," Caroilne giggled, "Your about to feel some Girl
Power right now mister."

With that she raised the brush up and stated Bobbi's spanking. SMACK,
SMACK, SMACKKK! "Naughty sissy." WHAPP ! "Bad." SMACKK! "Boy." SMACK,
SMACK, SMACKKK! WHAP, CRACK, SMACKKK!!! Caroline was paddling Bobbi's
fanny very hard, it was already turning red and she could feel him
squirm and kick his legs, but with his arm twisted behind his back he
was going no where.

Candy was thoroughly enjoying Tinkerbelle's spanking. On one
particularly hard spank Bobbi had looked up in pain with tears in his
eyes and saw Candy stick her tongue out at him, then mouth the word
wimp. He quickly looked back down at his Mom's high heels. Bobbi hadn't
been spanked since he was like 5 years old. He was humiliated beyond
belief to be receiving a spanking from his Mother. But more than
humiliating, this fearsome spanking hurt like heck. He couldn't help
but cry. He couldn't believe the noise the paddle made as it struck his
smooth bottom. He never knew where the next spank was going to land as
he quivered and squirmed on her lap.

CRACKKK, WHAPPP, SMACKKK, SMACK, SMACK,SMACKKK !!! "OW-WOW-WA- WAHHH,
OW-OW-OWYYY-OWY- MOMMY," Bobbi cried and cried. He was balling his eyes
out and crying like a baby. Caroline wanted to make a point with this
spanking. Things were going to be different around here and her sissy
son had better learn that. Landing one of her hardest blows right on
the tattooed fairies panties, she began to lecture Bobbi, "You had
better start behaving like the adorable sissy you look like or you will
find yourself over my lap much more than you care to. When I or your
sister give you an order, you had better carry it out immediately! OR
ELSE! Sissies do not question their betters. They do WHAT they are
told! You're biggest worry mister had better be obeying me and Candy!
The only other thing you need to worry about is looking pretty! You
wanted your sister's panties, well now you have them! There's no going
back to your old ways, the sooner you except being a sissy the less
it's going to hurt your little fanny cupcake! I expect you to be on
your best behavior and display dainty manners befitting a sissy and
when I spend my hard earned money on something pretty for you I expect
a little more appreciation mister." The whole time Caroline was
lecturing her son she continued the stinging spanking.

Bobbi was blubbering like a two year old and tears rained down his
cheeks. His bottom was black and blue and swollen from the prolonged
spanking. His sissy tattoo looked different his poor bottom was so
black and blue. He would not sit comfortably tomorrow at school his
Mother knew. She had not only been spanking his fanny but also the
backs of his thighs. If Candy had him in shorts tomorrow (which she was
sure she would) it would be very easy to tell Bobbi had gotten a
spanking. Not my problem Caroline thought.

Delivering a final few hard blows to the back of his thighs, SMACK,
SMACKK, WHAPPP, CRACKKK, SMACK, SMACK, SMACKKKK !!! "When I let you up
sissy, I want you to go stand in the corner with your nose touching the
wall. Hold your blouse up in back so we can see your little fanny and
leave your panties right were they are. You will stay in the corner
until I tell you, otherwise! AM SMACK! I SMACKK! MAKING WHAP! MY
CRACKKK! SELF SMACKK! CLEAR?" WHAPPP!

OW-OW-OWWYYY, "Ye, ye, OWWWYYY, yyes Mommmmieeee!" wailed Bobbi.

Caroline finally ended the brutal spanking and ordered, "March sissy!"

His shoulders heaving from crying, Bobbi stood on shaky legs and
hobbled over to the corner planting his nose there and lifted up the
back of his blouse as ordered. His panties were around his lower
thighs, the words Girl Power clearly visible. He was desperate to rub
his stinging bottom but dared not, he sobbed and cried as he danced in
place in the corner.

"You can think about what a naughty sissy you've been while you stand
there young man," with that Caroline smugly strode from Bobbi's room
leaving a crying Bobbi alone with Candy.

Stepping up to her crying and sniveling panytwaist brother, she
fingered his Girl Power panties at his thighs and started the taunting,
"Bobbi got a spanking, Bobbi got a spanking! Naughty, naughty sissy.
Boo who, who, owwyyy Mommy my bottom hurts! What a wimp. I told you
were going to be the biggest sissy in the world, believe me now
Tinkerbelle? Girl Power wins again!!! You better start acting like the
sissy you are Bobbi boy or Mom's going to be pulling your dainty little
panties down lots more than you want.

I can't wait to see you mincing around in your pretty new dress, and
you had better mince sissy. Ow-ow-owwyyy Mommy," Candy laughed leaving
Bobbi's room.

Bobbi stood in the corner for the next hour. Several times as Candy
walked by his door less room she taunted, "Owwyyy Mommy," "Bad sissy"
or "wimp."

When his Mom finally released him from his corner time, she undid his
blouse and took it off. Leaving a still whimpering Bobbi standing
before her. He looked a site. His eyes red from crying and his mascara
running down his face. In just his training bra, panties at his thighs
and white pumps, Bobbi simpered out his apologies and promises to be a
good sissy. With his panties at his thighs and Bobbi facing her
Caroline saw his Ms. tattoo. She had teased that it was appropriate
while giggling.

Bobbi slept on his stomach that night his bottom hurt so much. Even his
delicate panties hurt him when he was finally able to pull them up.
Sure enough the next day he wore high waisted white satin shorts, with
a back zip of course. A short sleeved white blouse with enormous
ruffles down the front, topped with a pink cotton bolero jacket. The
bolero jacket had no buttons or zipper, it ended just below Bobbi's
training bra. After Bobbi had slipped on his pink pumps, he checked
himself in the mirror. The stupid shorts he was wearing were what girls
call, short shorts. They just covered his panties and butt cheeks. His
tender and sore thighs, black and blue were on display to all who
looked!

Bobbi's bottom was still so sore he could only sit down very carefully.
He had to gently ease his bottom on to the seat making it quite obvious
to anyone watching him sit down, that he had been spanked, apparently
very hard. Things at school had settled a bit. The novelty of a sissy
in their midst had worn off, somewhat anyway.

The other boys still looked at him with scorn and called him faggot and
other nasty names, but mostly they avoided him. It was the girls that
teased him endlessly, especially Brittany who sat behind him in math
class. Her relentless teasing had Bobbi falling behind in class.
Feeling like a total pouf dressed as he was, with his spanked thighs on
display, Bobbi felt like it was Monday all over again. He heard all
sorts of comments about the "Bad sissy" who got spanked.

Brittany had whispered in his ear, "Were you a naughty boy Bobbi, did
your Mommy pull down your cute little panties and spank you? You must
have been very bad, your thighs look a little sore sweetie. And I can
tell from the way you sat down your cute fanny still hurts. Oh you poor
baby, did you cry Bobbi?" Her teasing lasted all class. She even
followed him right out the door peppering him with embarrassing
questions as he minced on his heels as fast as he could to his next
class.

It was embarrassing enough to be a sissy, he didn't need the added
embarrassment of being an obviously spanked sissy. He would have to
avoid getting a spanking again at all costs, not to mention the
spanking was horribly painful.

As Bobbi was sitting in his room watching TV Friday, thankful that his
first week as a sissy was over, his Mom stepped in to his room and told
him she was going to be gone until Sunday night on business. She also
told him Candy would be in charge while she was gone and not to forget
his chores Saturday. Lastly, he was informed Candy was having a
sleepover and that you kids had better behave. "I expect a good report
from Candy cupcake, or you will find yourself over my knees again and
I'm sure you don't want that, do you?"

"Oh no Mommy, I promise I'll be good" Bobbi replied.

Oh no I promise I'll be good Mommy, I sure don't sound like a fucking
17 year old boy Bobbi thought bitterly. Candy's having a sleepover and
Mom won't be home until late Sunday. In Bobbi's mind that spelled
trouble, big trouble! What can she possibly have planned for me now,
Bobbi worried?

Two hours later Bobbi heard the doorbell ring. Candy ran past his room,
giving him a quick glance and giggle as she went to answer the door.

A nervous Bobbi heard lots of giggling downstairs and a couple of
minutes later, Candy, Rebecca and PRISSY appeared at his (door less)
doorway. "Hi Tinkerbelle!" Rebecca and Prissy happily said.

Shocked at seeing Prissy, Bobbi stammered, "Um, hi."

"What happened to his doors?" asked Prissy.

"Oh we had them taken off, sissies don't really need privacy and this
way Bobbi can't be sneaking around behind closed doors playing in his
pretty panties," Candy said.

The laughing girls departed to Candy's room but not before Candy told
Bobbi to change into his nightie, they were going to need a favor later
and his cute nightie would be more appropriate for the "favor."

Bobbi had an idea what kind of favor they might ask of him, as his
little penis twitched to life. Embarrassed to be seen by Rebecca and
Prissy in his nightie, but excited they might want "favors" Bobbi
unzipped his white low rider Capri's and slipped out of them.

Candy came to his room a few minutes later and told him, "Change in to
a pair of your polka dot panties, no pad wimp, then come to my room, me
and the girls are going to need some sissy services."

Bobbi felt like such a pussy as he stood at Candy's door and knocked.
He was a 17 year old boy and his sister had two hotties here for a
sleepover. A normal boy would be thinking about he could get into their
panties. He was worried about being seen in his panties, oh my.

A normal boy would be dreaming of banging either of these babes. Bobbi
was worried about having a preemie in HIS panties around such pretty
girls. Not to mention he was scared of his own little sister.

Prissy was a little bigger than Candy which to Bobbi meant, she could
easily kick his ass. Oh dear, what am I in for.

"Come in Tinkerbelle" ordered Candy after hearing Bobbi knock timidly
on her door.

Bobbi forgot all about how he was dressed as he stared with open mouth
at the three girls sitting on Candy's bed. All three were dressed in
pretty babydoll nighties that were every bit as short as his. He could
not take his eyes from the girl's pretty panties.

"Don't you look adorable Bobbi, such pretty panties" Prissy said.

"Aren't you just the cutest little pantywaist" gushed Rebecca.

The two girls oued and awed over an embarrassed Bobbi. He just stood
there meekly while blushing.

"I just loved your cute little essay Bobbi on why you like to wear
girl's panties. By the way the ones your wearing now, are just too
adorable! Me and my friends thought it was so cute, how come you ran
away that day sweetie? Were you embarrassed we saw your pretty tattoo?"


Bobbi just stood there dumbly looking at his heels.

"I believe Prissy just asked you a question wimp," barked Candy.

"Oooo, um, I, was, I, mean, um, ah, thank you Prissy." Bobbi didn't
even know why he was thanking Prissy as he continued to stumble over
his words. His embarrassed muttering only caused the girls to giggle
harder. "I ah, um, yeah, I'm sorry Prissy, I was um embarrassed when
you guys, um, you know, saw my tattoo."

"Oh you poor little baby, why were you embarrassed sweetie, I think you
look adorable, your easily the prettiest boy in school, and your
Tinkerbelle tattoo, from what I saw, looked precious. I do hope you
plan on giving me a better look-see Bobbi honey," giggled Prissy.

Bobbi saw Candy expected him to answer. "I, um, thank you Prissy. I, um
guess you, um, can look at my tattoo, um, if you want."

"Oh I want all right and I'm pretty sure Rebecca's dying to see it
too."

Candy ordered, "Do a little sissy twirl pansy and then stop when you're
facing away from us. I hope you know what to do after that."

All three girls were lying on their stomachs as Bobbi did Candy's
bidding. Before he started his humiliating twirl he couldn't help but
steal a last glance at Prissy and Rebecca's totally hot pantied
bottoms. Coming to a stop facing away from the girls Bobbi shyly bent
from the waist sticking his sissy fanny out to the three girls.

Someone immediately started tracing their finger over his tattoo
through his panties. Bobbi's preemie stick was the hardest it had ever
been, he was incredibly excited to be in the presence of such sexily
dressed pretty girls. He was super embarrassed to be a boy dressed as
he was, but his excitement surrounded by such beauties outweighed his
embarrassment. It was shaping up to be a humiliating weekend, but
maybe, just maybe, this might not be as bad as I thought.

All kinds of hand were touching his smooth pantied bottom. He was so
excited he concentrated on not having a preemie. Barely hearing their
teasing comments about how his panties matched Tinkerbelle's and about
how cute he was.

"OH" he squeaked as someone started to lower his dainty panties.

"Did you guys know Bobbi picked out everything he's wearing, including
his tattoo?" Candy giggled.

Being too much of a pussy and too scared of Candy, Bobbi made no
denials. "Bobbi, you have such dainty taste in clothes, how cute,"
Prissy giggled.

to be continued..