Chapter One: Pre-Prom Prep
Life sucks if you are me. I broke up with my girlfriend a week before Prom over a stupid
misunderstanding, so I had no date for the big dance. Not a big worry. I’d go out drinking
beer with some friends that night and talk about what the little chickies are missing.
See, I’m a varsity runner with two state championship medals in my trophy case. I’m thin,
you know. Runners are thin but strong and very fast. They call me the fastest white man in
the state. Ha.
I’m, also, blessed with killer fair, blond, blue-eyed good looks from my mom’s side
of the family. We’re pretty rich even by California standards. I have never had any
trouble getting pooh-tang. Matter of fact, I might go cruising for honeys after the prom
is over and pick up some girl disappointed with her stupid date.
So I go to the mall to get a haircut, and who should be there at a jewelry store but
my ex-girlfriend Ashley, and her best friend, Jem. I call her Ashley-the-ass now. It was a
fine ass but not worth the trouble. She was way over the crazy meter. They’re too many
other asses out there to deal with the hassle that one gave me. I ducked into the hair
place without her seeing me.
I go into the unisex hair place to get a trim, noticing that there weren’t many
people in the salon. You’d think all the girls would be getting perms before the big
event. I see them on the bus with those stupid hairdos that look like they’d get caught in
a low-hanging ceiling fan.
This very cute, young black hairdresser led me over to the hair wash station to wash
my hair. I admired her round, luscious tush as she walked in front of me, put myself in
the chair and hung my head over the sink, thinking how nice that tush would fit in my
hands. They say after you’ve had black, you don’t go back. The shampoo didn’t smell like
orange or coconut but had a nasty harsh chemical smell. That was the first clue that
something was wrong, but by then, it was too late. By then, I was out of it.
I must have fallen asleep. I woke up in a druggie fog. I couldn’t seem to get up, and I
felt really funny. I couldn’t focus my eyes. When I finally focused and looked at myself
in the mirror, I screamed in horror. There, staring back at me was a woman. I was
completely made up like a woman. I was disoriented like a drunk and had no idea if I was
in a nightmare. I struggled to get out of the chair and noticed that there were those damn
locking straps they use on car parts holding my neck, arms and legs to the chair. I, also
noticed manicured nails at the end of the fingers and shaved hosed legs . I had
brown/blond hair stylishly done. It was not up high but gathered in the back and pinned.
My eyebrows were plucked, and I had makeup on. My eyes had liner and false lashes. My lips
were a very red color that screamed fuck me. There were silver earrings in my ears.
Someone had pierced my ears. What the hell was going on? That is when Ashley came into
view.
“You know, when I planned this, I had no idea you’d be such an attractive girl,” she
snickered. “It all worked out so well. We had a few friends casually mention to you that
you looked shaggy. I knew you got your haircut here at the mall usually on Friday
afternoons. It was just dumb luck that Carla here is a she-male transformation expert and
worked here.”
“Ashley, what the hell did you do, you sick psycho-bitch. Let me up. I’ll scream for
the mall security.”
“Just try, asshole. The store closed three hours ago. The glass doors are shut and no
one will hear you scream. Just like in space,” she giggled insanely.
The hairstylist came back into the room with Ashley’s girlfriend. I gulped. Ashley
turned to the stylist and said, “Is she done? Can we take her now?”
The stylist, Carla, by her tag, said, “I’ve done more than a few trannies, but she is
my best work. She’d pass anywhere. Not only pass but break a few hearts. When you’re done
with her, bring her back to me. I know a few brothers who are into white trannies. They’d
show the bitch a real good time.”
Ashley said, “Not a bad idea. I’m sure she’d love some black cock. Now for the
reveal.”
With a flourish, she pulled off the hair apron, and I was shocked to discover that I
was dressed as a woman. My clothes matched my face. I was in a below-the-knee robin’s egg
blue dress that matched my eyes. It was a halter-top which covered my small Adam’s apple
and sleeveless showing off my hairless arms. I had a woman’s form, including breasts and
hips. My hairless legs were in stockings with diamond sparkles on them. I was in matching
pumps. This was my worse nightmare. I was a woman. Women were bitches to be used and
discarded. Fuck! I was screwed.
I starred in shock as Ashley said, “We went with the halter so your silicone falsies
wouldn’t show, but you were made to wear ladies clothes. By the way, the size 36C silicone
titties are glued to your chest and will move and feel like the real thing. We got the
kind that they give to women who have had a mastectomy. One of my friend’s dad is a
plastic surgeon. It took forever to shave your body. Those fine blond hairs are a bitch to
shave, but you’re completely hairless except for the tiny patch we left above your small
male clitty. We gave you a very girly pussy.
“The mall has some great stores for clothes. With a body-shaping undergarment and the
falsies, you look as good as anyone here. Nice hips, cutie, and you won’t believe your
rear. The undergarment lifted it up to give you a butt guys would die to hold. Your nasty
little thing we brought between your legs and tied behind like they did on Crying Game, so
don’t get horny. It might hurt a lot. Carla pushed your balls into your body and put a
gaff over your front so you have that smooth lady-like front. The undergarment has a
corset built in. Your waist is a perfect 24 but you will have to breathe shallow breaths
or pass out.”
I noticed how restricted I was and tried to breathe in shallow breaths. All I could
mutter was, “What the hell? Why?”
Ashley said, “You know why, you bastard. You raped my little sister. You’re going to
pay and pay big time.”
“But, but, but, she came on to me. It wasn’t my fault. I can understand you breaking
up, but this is nuts.”
“She is fourteen and you are eighteen. She got into the liquor cabinet and was drunk
but that was no reason to take advantage of her. Jem’s dad knows the town sheriff. If we
turn you in, it will be statutory rape. You will get a quick trial and jail time. Jem’s
dad will make sure you go to the worst place in the state to serve your time. He’ll make
sure you’re thrown in with the worst psychos. I don’t have to go into details.”
No she didn’t have to go into details. I’d be someone’s bitch ten minutes after the
cell door closed.
I gritted my teeth and said, “Ok, you have my attention. What do you want?”
Ashley smiled and said, “Simple, asshole. I know how much you wanted to go to the
prom. Well, you’re going, just not to our prom. You’ll go as a girl to Central’s prom. We
arranged for you to have a date. He is a football player from Central. I hear he is big
and strong and likes his girls pretty and dumb. You qualify on both counts. If you spend
the night as a girl, don’t get caught, really try to be a girl the whole night, we will
call it even and not turn you in. What do you say, one embarrassing night and we keep your
secret and you keep your pre-law scholarship to Yale, or you can walk out of here and we
will have you in handcuffs in about an hour. Think about how embarrassed and humiliated
your mom would be when she finds out her darling son is a serial rapist?”
“Serial?” Ashley knew. I was sunk. Dejected, I said, “Ok, one night. I have no idea
how you are going to pull this off, but I’ll play your friggin’ game.”
“Good. We are going with you to make sure you don’t cheat. We brought our dresses
with us and Carla will do our hair here. After we are changed, we’ll give you a little
practice walking in the killer heels. Our dates are coming to the mall to pick us up in a
limo in an hour. By the way, if you give us any trouble, we have the choice of stunning
you or outing you ourselves. Either way you better cooperate.”
She took a nasty-looking stun gun out of her backpack and made a show of bringing it
close to my face. The prongs were very close, and she pushed the button so I could see the
electricity arch. She wasn’t kidding and really was a little crazy.
Jem, a beautiful, tall and lean black girl, said, “Don’t hurt her, Ashley.”
Ashley pulled away from me, and they walked hand in hand into the back. They changed
in front of me and got pleasure teasing me. Ashley stripped down to nothing in a changing
room that had the curtain open so I could see. She had a killer body. A natural 36C, she
shook those titties back and forth and held them in her hands to show me what I was
missing. She was near perfect in every way. I hear that on her sixteenth birthday, she got
a boob job and a nose job. It was the perfect gift for the plastic-perfect girl.
Jem was amazing. She was, also, on the track team, and her sports bra couldn’t hold
what she had inside it. She was muscular and reed thin. With her rack, every boy in the
school hit on her, but she only dated girls. At least that was the rumor around school. I
know a few guys on the track team who made the mistake of hitting on her and got hit
back.
“You used to like this body. Said it was your favorite. Wouldn’t you like to play
now, lover? Oh, sorry, I’m not a lesbian. I don’t do that. Maybe Jem will do you later, or
maybe your date will help you out. I hear he can be a handful,” she laughed.
I wasn’t laughing.
They all looked great in there proms dresses. Jem was in an over-one-shoulder light
tan, ruffled, brown-trim dress that matched her color and showed off every curve. Ashley
was in a jade green cocktail dress that must have cost a fortune.
Soon, they were teaching me how to walk in heels. I learned quickly. Although being
top heavy with the new breasts, I found it hard to balance at first. I didn’t tell Ashley
that I used to wear my mom’s high heels when I was little. Ashley said I was a natural. I
didn’t know what to make of that. I looked in the mirror again and saw that I was pretty
in a feminine way. My blonde wispy looks worked as a female. With the hair and the makeup,
I could pass. I thought if I can do this, it will be all right. I just have to get through
one night. To be honest, I was experiencing sexual confusion. I liked this new me.
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