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K R I S T E N' S C O L L E C T I O N
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Prom Date Conspiracy
by J R D (jrdss@pobox.alaska.net)
***
A gay high school guy wants to attend the prom with a
friend of his sister and is willing to do just about
anything to accomplish that goal. (mm-teens, tg, rom,
fantasy)
***
Author Notes: This story contains scenes of an erotic
and/or controversial nature, and is not intended for
the perusal of minors. Further if perusal of such
material is considered illegal in your area or immoral
by your religion or personal beliefs, you should
likewise bypass this story.
This story remains the property of the author.
Permission is granted to download, photocopy, copy and
repost so long as any such action contains these
disclaimers, and no attempt is made to profit from this
story.
All characters in this story are the creation of the
author, and any resemblance to real persons, alive or
dead, are purely coincidental.
This story may contain aspects of fantastic science or
magic. The parameters of what this science/magic can
accomplish are completely at the discretion of me, the
author, and, as such, I make no apologies for any rules
of "real" physics, chemistry, biology, or magic that
may be broken within the story.
***
PROM DATE CONSPIRACY
Here I am, walking down the aisle on my wedding day,
the victim of a conspiracy by my family and my intended
to get me here. There was a point at which I thought
I'd never be married. The most I thought I could ever
hope for was a domestic partnership. I suppose I should
explain. I was born fully male and I am (was?) gay. I
discovered that when I was in 9th grade.
It was shortly after I realized that I was gay, that I
met... him. Larry Walters. He was a friend of my
sister, Melanie, at least they hung out together. In
10th grade, he was tall, well built, and had a package
in his pants that kept me awake long into the night.
Two years later, he only got better. Problem was (at
least what I thought it was) he wasn't interested in
guys, at least not from anything I could see. Boy, was
I wrong.
It was shortly before the senior prom when my sister
surprised me. We had already had the junior prom, and
my tux rental had been returned. Mom and sis were out
shopping almost every day, looking for (in their words)
THE dress. Well, it was after one of these days
shopping, that sis came into my room. "Find THE dress?"
I joked, over-emphasizing THE in the same way mom did
when she said it.
"Yeah I did, smarty-pants. Of course, now I've got all
the fittings and alterations to go through."
"Lucky you. So what's up? Is there something you wanted
to ask me?"
"Yeah there is, actually. Jerry, how would you like to
go to the prom on the arm of Larry? As his date?"
My heart leapt into my throat. "Don't play with me."
"I'm not. Would you like to go to the prom as Larry's
date?"
"Of course, but I don't see how you're going to manage
it. Unless you plan on casting a spell to make me a
girl." I should mention here that both dad and sis are
sorcerers.
I thought sis would deny it outright, but instead she
asks, "Would you if I could?"
"I thought you couldn't use your magic for the sake of
personal gain, either yours or others'."
"You're dodging the question. If doing so meant getting
to go to the prom on Larry's arm, would you allow
yourself to be turned into a girl?"
"I suppose so, but it's a pipe dream. Larry's got a
girlfriend."
"Not anymore. They broke up, and he asked me to find
him a date."
"So you're going to change me into a girl?"
"Kind of. Like you said, I can't use my magic for this,
but that doesn't mean we can't use more standard
methods. We put you in a dress and some make-up, and I
think you'd make a very pretty girl."
"Even if that were true, and I were willing, I don't
want to be with Larry on false pretenses. I don't want
to con him."
She looked me right in my eye, saying, "But for a
chance to be with Larry? Isn't it worth it? To have him
dance and romance you? To feel his lips upon your own?
And possibly... more?"
Suddenly all doubt left my mind as to whether or not I
should do this. I'd later find out that sis had used a
spell on me to amplify my desires to a point where I
couldn't say no. I suppose I should be upset, but
considering the results I can't complain.
I said, "Okay, I'll do it."
Sis all but dragged me out of the room into the hall. I
saw mom waiting by her door. Before I had a chance to
say anything, sis yells, "He said yes!"
Mom smiled. "Well, let's get started." Sis drags me
into mom's room where I see an entire outfit laid out
on the bed. Mom says to me, "First thing we need to do
is get you cleaned up, so off with your clothes."
I blushed a little bit. I think I even remember trying
to protest, but mom just says, "Hun, girls don't mind
being naked in front of one another. Only very shy ones
have a problem with it."
"But I'm not a girl, not really."
"But if you intend to pull this off, both for you and
for Larry, you need to be able to emulate a girl as
perfectly as possible, at least outwardly. How would it
look if you went into the girls' room to use the
facilities and asked everybody to leave because you
were too embarrassed to do what had to be done while
women were in the room?"
Using the women's room. That really pushed it home. For
the entire prom night, I'd have to act like a girl in
all things, including using the girls' room. I almost
ended it there, but visions of dancing with Larry ran
through my head, and I just shrugged and got undressed.
Mom then brought me into the bathroom where a bath had
already been drawn. A bubble bath.
"Is this necessary, mom? A bubble bath?"
"We're just trying to get you thinking like a girl,
dear."
"But-"
"Relax and trust me, dear."
"Well, I guess so. It is only one bath."
"Well, your first bath. Every night you'll be in here
soaking in the tub for at least fifteen minutes."
"But why?"
"Because the bath oils I've added to the water will
soften and condition your skin, as well as give you a
light perfuming that will linger long after the bath is
over, particularly with you taking a bath every day."
I balked at entering the tub. "I... I don't..."
Mom pointed at the toilet. "Sit down, Jerry." I pulled
the seat and cover down and sat. "Now. How do you feel
about Larry?"
As thought of that beautiful man danced through my
head, I said, "He's handsome, kind, sweet, caring..."
As I tried to think of more words, mom asked, "You want
to be with him, don't you?"
"Oh, yes."
"Then let us do what we can for you. Your sister and I
with some help from your father can make this happen,
but you have to trust us. Now you have veto rights, so
you can end this anytime you want to, but if you do as
we ask, you can have your dream. You'll be on Larry's
arm all night, his senior prom date. Maybe more if you
play your cards right."
And that was all it took. Maybe it was the after-
effects of sis's spell, or maybe I just wanted this so
badly I ached, but I was in the tub only seconds later,
soaking and playing with the bubbles.
A little while later, mom came into the bathroom with
one of her lady Bic disposable razors and instructed me
in the womanly art of shaving my legs and pits. Mom
commented that I didn't do too bad a job, but then
added, "For your first try."
We went back into her room and I briefly looked around.
Somehow I wasn't surprised to find that my clothes, my
boy clothes, were nowhere to be seen. Sis picked up a
pair of panties from the clothes and brought them over
to me. I stepped into them and pulled them on.
Then mom brought over the foundation garment I have
come to hate. I hated it then, I hate it now, and I
will probably hate it every time I wear it. The corset.
Problem is, I have to admit, wearing one makes me look
good. It pulls in my waist and changes my figure,
giving me a nice, shapely figure. (Of course, I'll
never admit that to anyone.) At the time, though, after
mom got me into the damnable thing, all I could think
of was how damned uncomfortable the thing was, and this
was before the thing was cinched up!
After mom puts it on, she gets out a couple boxes and
gets out, ta da, breastforms! She puts them carefully
into the cups of the corset and THEN cinches me in
tight. I thought my lungs were going to burst that time
it was so tight. I have since found out that she went
easy on me since it was my first time. It just felt
really tight since I wasn't used to the feeling.
To be honest, I'm not sure what went on next, I was so
focused on that corset, but I was finally dropped into
a chair in front of the mirror to see what they had
done. I was in a blonde wig, make-up, and a pretty,
blue dress, and what was looking back at me from the
mirror was this pretty blonde in well-done make-up and
a nice, blue dress.
Thinking that was it, I said, "Well, now that I know I
can play the role," and reached behind me to undo the
dress.
Mom stopped me. "Not quite yet, dear. We know you can
look the role, not play the role."
"But-"
"No, dear, you need to play the role impeccably. Until
the prom, at home, you will be a girl, dressing in
dresses, going to fittings alongside your sister for
your prom dress, even sleeping in nightgowns. Your
sister and I will coach you in feminine mannerisms,
drilling you in what you need to change."
I then got very suspicious and very angry. "You tricked
me! Hid my clothes! You're forcing me into this! Trying
to make me over into a girl!
I won't be bullied! I won't-"
At this point sis was a bit shocked, and I think upset.
Mom, ever the strong parent, interrupted me with a
stern, "Enough!" After I quieted down, she said, "Your
clothes have not been hidden. Your sister took them and
put them in your hamper. Now, yes, we did remove them
so you wouldn't use them as an excuse to chicken out at
the last moment, but if you want to end this, say so.
We'll get you out of all this and you go back to your
room and this is nothing but a memory. But we see you
around Larry, and the hurt you feel at not being with
him hurts us. We want to get you two together, and if
you do this, you can achieve that goal. I'm not saying
it's going to be easy. You're going to have to learn
seventeen years of being a girl in under a month. But
if you stick with it, you will get your heart's desire
and then some. Now, do you want to continue or not?"
I thought about it. I was scared. I'm not sure why,
though. I knew down deep that my mom and sis would
never do anything to really hurt me. I mean sis may
have teased me mercilessly at times, (what sister
hasn't?) but she's always been there when I needed her.
I think I was scared partly because I was afraid of
being caught as a guy in drag, partly because I was
afraid of not being caught. It doesn't do great things
for a man's self-image to realize that he can easily
make himself look like a woman.
I confessed, "I'm scared."
Mom wrapped her arms around me and held me close. "I
understand. This is going to be very scary. In order to
be successful, both for your and Larry's sake, you need
to not only play the role, but be comfortable in it, at
least comfortable enough not to be stiff and
unrealistic. It's going to require commitment and a lot
of work. If you don't think you can do it, then no one
will blame you if you back out and say no, but you
shouldn't base your decision on what you're going to do
on your fear. Try it, really put your all into it, then
decide."
What could I say? "Alright, I'll try."
So for the rest of the night, I stayed in girl clothes,
with mom and sis giving me constant instructions on
female deportment. "Keep your legs together." "Smooth
your skirt out when you sit down." "Take smaller
steps." Et cetera, et cetera.
I was a bit worried about what dad would say when he
saw me. I mean, what father is going to understand his
son wanting to be in dresses so that he can date
another guy? But dad didn't even bat an eyelash. He
walks into the room where sis and I were working, and
asks, "How are my two little girls tonight?" After we
both gave a brief answer, he says, "Good, good," and
sits down to read his newspaper. Actually, I shouldn't
have been surprised. Dad's magical sensitivity make him
a lot more empathetic than he lets on.
So this goes on for the rest of the night, me trying my
best to be a girl and mom and sis giving constant
coaching from the sidelines. They kept this up for
hours, and at one point, I asked, "Why do we have to do
so much tonight?"
Then mom dropped the big bomb on me. The first one, at
least. "You've got to learn fast if you're going to
make it to the first dress fitting tomorrow."
"Fitting?"
"Certainly you didn't think I was going to send you to
the prom in some off-the-rack dress, did you?"
I was too stunned to respond. Technically, I suppose it
made sense. If I was going to the same dance as
Melanie, as the same sex as Melanie, I'd be going
through the same pre-prom preparations as Melanie. I
was worried about going out to a store as a girl, but I
had decided to do this, so I didn't voice my worries.
It was late that night when we finished, and I walked
back to my room by sis's side. She helped me out of my
outfit and make-up and then gave me a gift I will be
eternally grateful for. Before I could say a thing, she
slipped a nightgown on over my head. When I realized
what I had on, I tried to object, but sis just kissed
me and said, "Trust me on this one, little sis, you
won't regret this step into femininity."
I decided to give it a shot and went to sleep in my new
nightgown. To anybody listening: I will never go back.
It was a simple number, a quick sleeveless pull-over,
and not one of the more racy styles designed to inflame
the desire of my man that I have picked up since then.
If things had not worked out so well between Larry and
me, mom still would've had to use a gun to get me out
of my nighties. I slept better in that soft shift than
I could ever remember sleeping.
The time between that night and prom night was almost
anti-climactic. There were those first going out in
public jitters, but I quickly realized that they were
baseless. Thanks to the intensive at home drilling I
got at night (the first as well as further nights) and
the occasional whispers in the ear during the day, no
one noticed I was a boy in a dress. At least no one
seemed to notice.
The fittings were a little more scary. At times, I was
in nothing more than my corset and underwear. But if
anyone noticed, they didn't say a thing.
Then came the day of the prom. I was so nervous, I
almost retched. Multiple times. But then I came down
the steps and saw Larry's face. The combined look of
admiration and lust made the entire month all worth it.
He escorted me out to the car, opened the door for me,
and helped me in. We went to the dance, and had a fun
time. It kind of thrilled me to hear most of Larry's
male friends compliment him on the babe he was dancing
with.
After the dance, Larry took me up to lookout hill and
parked. I snuggled up to him and we watched the night
sky for a while. Well, he watched the night sky. I
watched the huge bulge in his pants. Finally, I screwed
up enough courage and reached down and unzipped his
pants. As I fished his dick out, he said, "Susan," my
selected name, "you don't have to do this."
I almost laughed. Maybe he didn't expect me to do this,
but now that I had started, part of me HAD to do it. I
leaned over and slurped his dick into my mouth,
devouring it hungrily.
Oh, god, it was better than I ever could've hoped. From
the first lick, I was addicted to his throbbing
manhood. I got him as hard as I could, trying to get
him to cum in my mouth, but before I could, he pulled
me off of him and pushed me onto my back. "I want to
fuck you."
I was petrified, scared that he'd find out what I
thought was my secret and
stuttered out, "No, no, I don't-"
But he surprised me, saying, "It's okay, Jerry, I know
what's in your panties." I was so stunned, I couldn't
say a thing as he said, "I've wanted you since the
first day I met you. There were just reasons I thought
it would never happen." He kissed me on the lips. "But
if you don't want this, just say so, and I'll back
off."
Not want it? Was he nuts? "Take me now!" I finally
managed to blurt out.
He smiled, lifted my legs, pulled my panties off just
enough to expose my hole, and put his dick to me. He
shoved into me, getting me to scream in ecstasy. I felt
so filled with him inside me. I looked into his eyes,
and we smiled at one another. We kissed as he began to
shaft in and out of me.
Oh, god, how I loved that night. My virginity was
finally gone, and I had lost it to the man I loved. I
moaned and whimpered in desire, lust, and pleasure.
Larry fucked me long, lovingly, and powerfully until I
came, screaming like a banshee. I felt a bit guilty for
that, but judging from the screams I heard from other
cars, I guessed mine was just one orgasm in the night.
While we lay together, I asked him, "How did you know
about me? Where did I mess up?"
"You didn't, lover." He got a guilty face. "This, you
being in a dress, was... my idea."
"Were you afraid of anyone knowing you were gay?"
"Bi-sexual actually, but no, that wasn't it."
"Then... what?"
"I wanted to see you in a dress because... I want more
than just a physical relationship with you. I wanted to
see if you could play the role of a woman, because I
want you to be my wife. I want to marry you. I want to
have children with you. I want to spend the rest of my
life with you. Will you do that for me, Jerry? Will you
be my wife?"
At the time I didn't know exactly what he was asking. I
figured he was asking me to pretend to be a girl for
the rest of my life, even to the point of making
illegal claims about my sex so we could get married. I
wasn't sure about that, but it was hard for me to focus
on anything other than Larry's 'spend the rest of my
life with you.' I said, "Yes," doing little more than
breathing the word.
Larry plastered his lips to mine and I felt this
strange tingle pass through my body. At the time, I
thought it was just a really great kiss. Hah! Little
did I know.
He once more rolled me onto my back, got above me and
pushed into me. The feeling was great, but different
than before. Had I been a little less lost in the
sensations, I might've noticed that his angle was all
wrong for an anal penetration, and the feeling of his
dick within me was all out of place. The sensations
were also far more electric and overpowering than they
had been before, but somehow I just glossed over all of
that, and when my orgasm came, I didn't even question
that I experienced one orgasm after another in a rapid-
fire jumble, my first multiple orgasm.
After we finished, Larry and I sat up together. I said,
"I want to fuck you now."
But he said, "Uh-uh. I want to save my virginity for
our wedding night. I wasn't kidding about that, Susie.
I'm going to marry you."
I giggled. "The guy getting fucked and losing his
virginity on the wedding night? Isn't that backwards?"
"Perhaps, but I've taken all your virginities tonight,
and we need something to look forward to."
"So when are you going to marry me?"
"As soon after you graduate as I can."
"After I graduate? That's over a year away." I pouted a
bit.
He lifted my face and kissed me. "I think you're worth
waiting for. Am I worth waiting for?"
"Of course. That doesn't mean I want to wait."
He laughed. I like his laugh. Good, hearty, manly.
"Let's get you home."
As he drove me home, I noticed that my dress was
stretched tight around my chest. I thought that maybe
the fabric had been twisted a bit in our sex play. I
still didn't get it.
When we got home, he gave me a soul-wrenching good
night kiss on the doorstep and then left for his home.
I went inside, humming happily. Mom was waiting up for
me, and asked, "Did you have a good time?"
I spun in place. "Wonderful. He asked me to marry him."
"Did you say yes?"
"Yes, I did," I said dreamily. Then realizing who I was
talking to, I asked, "You don't mind, do you? Your son
getting married to another guy?"
Mom just smiled this knowing smile. "I think my 'son'
needs to go upstairs and get out of his prom dress."
Figuring that her reply was either acceptance or a way
of saying that we'd talk about it later (at the very
least not stating no) I smiled and went upstairs. I
tried to get out of the dress, but for some reason, the
zipper wouldn't work right. Mom had followed me
upstairs and asked, "Need help?"
I just grinned. "I guess it was a more tiring night
than I thought."
Mom said nothing as she unzipped me. After I stepped
out of the dress and slip and kicked off my shoes, I
excused myself and headed to the bathroom, needing to
pee. But when I pulled down my panties, I nearly
freaked. There was nothing there to pull out!
I think I would've screamed had mom not clasped her
hand over my mouth and said, "Shhhh. Your dad had a
rough day and doesn't need to hear you screaming."
"Mom, my dick... is gone."
"It's not gone. Close your eyes and feel for the
muscles of your penis. The muscles will be further back
than they were. Move the penis out of your body."
I was a bit frantic, but did as she asked. I was so
relieved when it worked that I almost missed the bowl
when I started peeing. After I finished, she said, "Now
concentrate on the same muscles and pull it back
inside."
I tried to protest. "But, mom-"
Mom then said, in her 'I will take no back talk' voice,
"Do as I tell you."
And when mom uses that voice, there is no arguing with
her. So I didn't argue. I just said, "No!" and stood
there defiantly.
Mom then pulled out the big guns. The Look. Ever since
we were kids, if we defied mom, all she had to do was
level The Look at us, and we'd cave. Maybe it was
psychic, maybe sheer intimidation, but nobody in the
family, dad or sis included, stood up long against The
Look. Had mom kept it up, I'd've done whatever she
asked to avoid that face, but she relented, actually
looking guilty for having used The Look on me. She
softly said, "Come on into the bedroom. We'll finished
getting you undressed."
We went back into the bedroom and she helped me out of
my corset. That was when I noticed it. I had breasts! I
was so stunned, I barely managed to utter, "Mom, my
breastforms..."
Rather matter-o-factly, she said, "No, dear. Your
breasts."
"Mom, wh- what happened to me?"
Mom sat me down on the bed. "Dear, Larry did tell you
he wanted you to be his wife?"
"Yes, but I thought-"
"He was speaking metaphorically? No. Larry is a
sorcerer, working right alongside your dad and sister."
"But why-" I looked down at my body.
"Dear, those with magical talent are a rare breed, so
when two people with the talent seem compatible enough,
they are brought together in hopes they will mate,
maximizing the chances of magical offspring."
"But I don't have any magic. At least not enough to
train."
"No, but your sister does. Originally, she and Larry
were brought together to mate. Problem was, it wasn't
Melanie that Larry fell for. It was you. You so
infested his mind that he was unable to even fake
anything more than friendship with her because she
reminded him of you. But if Larry mated with Jerry,
there would be no offspring. So we all worked together
to create Susan, Larry's wife-to-be."
"So I've got to be a girl, so I can be his baby
factory?" I asked more than a little contemptuously.
"No. Larry loves you. You are soul-mated, and no matter
what body you're in, he will spend the rest of his life
loving you. If you really felt you couldn't handle
this, all you would have to do is call him, and he
would rush back here to undo his magic. But that will
mean no children, and the end of his line. But he would
do that if you asked. If you wanted, Larry would be
your girl, but we both know you don't swing that way.
You'd still love him. You just wouldn't want him
sexually."
"I... I don't know about this."
"Then wait until you do know. Try it first. Larry
should rest from casting a major transformation
anyways. If you find you can't stand it, then you can
change back. But if you give it a try, I think you'll
stay Susan."
"How can you be so sure?"
"Because you're like your dear old mom. You're willing
to do anything for your man."
I thought about what she had said, and asked, "Mom, how
do you know so much about this? You've got no more
magic talent than I do."
She got this canary-eating cat's grin. She pressed her
dress down around her crotch and I watched as a bulge
grew under the fabric she was holding. "You're not the
first to do this, and I dare say you won't be the
last."
This was shocking. Mom used to be a guy? I'd never have
guessed.
I didn't say anything. What could I say? I stood up and
got a good look at myself in the mirror. As far as
girls went I was a good looker. The woman in the mirror
looked like a model right out of a fashion magazine. I
ran my fingers through my hair. No longer was I wearing
a wig. Those sun gold tresses were all mine. My legs
were long and shapely and seemed ready to be stretched
out on a pair of heels. My hips and butt were big and
round. I think the phrase to describe them would be
'birthing hips'.
And my breasts? How could I have ever missed those big
globes? Mom had gotten me a pretty big set of
breastforms, but my breasts made those things look
small in comparison. I turned back to mom. "Do these
have to be so big?"
Mom laughed. "Have to? No. Unfortunately, the spell
Larry cast was influenced by his subconscious desires
and he is, after all, a teenager. You're actually
pretty lucky. When your father transformed me I had
boobs out to here." Mom held her hands about a foot in
front of her current breasts. "But a week's worth of
back problems later, he shrunk me down to my current D
cup."
"How big do you think I am?"
She gave me an intense look of scrutiny. "Just a visual
guesstimate, but I'd say triple D. Maybe a bit bigger.
But your body is also a bit bigger than mine, so there
should be no problem."
"So... now what do I do?"
"First, put that away." Mom was pointing to my dick,
still hanging between my legs. "You should keep it
withdrawn except when using it. Otherwise you risk
exposure and questioning best avoided. Then you go to
sleep. Tomorrow you start the rest of your life as a
girl."
"Assuming I decide to stay this way."
Mom gave me this condescending smile. "Of course, dear.
One other thing, though. For the rest of the summer,
when you pee, sit down to pee. It'll get you into the
habit for when you're out in public." She then gave me
a good night kiss and left for her room.
I didn't put my dick away right off. After I got out of
my make-up and into a nightie, I spent a little while
playing with myself, fingering my new cunt while
stroking my dick and breast. It was quite a sensation.
Over the next year, mom and sis constantly coached me
on being a girl. Sometimes they were a bit demanding
about it. Anytime either one caught me standing to pee,
they'd swat my ass, saying, "If you were sitting on it,
I couldn't swat it." Nothing hard or nasty, mind you.
Just enough to let me know I was doing something wrong.
Now, about a month after I've graduated, I'm getting
married, walking down the aisle in my white wedding
gown. I personally think the white is a bit much. Over
the last year, Larry and I have been doing it like
rabbits. Doing everything but that last step and
ramming my dick into his ass. To symbolize that, dear
Larry is wearing a white tux for the wedding. I can't
wait till tonight to change that. I plan on making him
squeal like a piggy when I pump him full of my cum.
All in fun, of course. Despite being the victim of a
conspiracy to get me here, I really do like what I've
become.
END
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It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. 4-million people around the world
contract HIV every year. You only have one body per
lifetime, so take good care of it!
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Kristen's collection - Directory 64