From karencder@aol.com Sat Mar 29 22:21:53 1997
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From: karencder@aol.com (KarenCDer)
Newsgroups: alt.sex.stories.tg
Subject: TG Fiction - Christy Part 1
Date: 30 Mar 1997 03:21:53 GMT
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Christy

by 
 
Karen Elizabeth L.
Copyright 2/97

 
My wife Carol and I were sitting around watching a talk show about
crossdressers, you know - guys who wear women's clothes for kicks. Carol
thought it was going to be pretty silly, after all why in the world would
a guy want to dress up and pretend to be a woman? One thing led to another
and soon Carol and I were in a heated argument over how rough women had it
in today's world with less pay and job opportunities than men. I
maintained that a good looking woman had an edge over any guy and the men
on the show were trying to take advantage of how easy life really was for
women.
Carol got furious with me when I said that and dared me to put my money
where my mouth was! I replied that I'd happily bet her any amount she
wished that I was right and to prove it I'd ask some of my friends what
they thought. Carol thought for a moment then a wicked looking smile
crossed her face.
"I've got a better idea for proving it." She said slowly. "Of course you
probably aren't sure enough  of your opinion to try it.
Believe me, if nothing else I'm confident of my opinions. I pride myself
on never rushing to form an opinion and once I form one I don't back off!
"Name it!"  I said smugly. "Just name it and I'll do whatever it takes to
prove I'm right!"
"No, forget it."  Carol replied. "You'd never go for it in a million years
since it would absolutely prove that I'm right and you're wrong!"
I should have backed off then but stubborn male pride goaded me into
continuing.
"I told you to name it and I'd do it!"  I said, my teeth tightly clenched.
"Now either name it or admit you're wrong!"
"The only way for you to understand how hard things can be for women is to
experience it!"  Carol replied with a shrug. "If you're right it should be
a walk in the park. Of course you'll have to walk in high heels but at
least you'll know you were right!" 
"That's crazy! I can't dress up like a woman, people would think I'm
goofy!"
"Look at them,"  Carol pointed to the television. "They're doing it and
getting away with it. Or are you afraid of losing?"
"What do I have to do to win?"  I asked, wanting to make sure I completely
understood. "And what will you do if I'm right?"
"Be successful as a woman, that's all."  Carol replied. "You think it's
easy, prove it! If you're right I do whatever you like for the same period
of time."
"How long will I have to prove it?"  I  asked suspiciously, wondering if 
Carol would try to rig the bet in her favor.
"Oh let's say a year, would that be long enough or will you need more
time?"  Carol asked sweetly.
"A day would be plenty," I shot back feeling quite self assured. 
"Afraid you couldn't last?"  My lovely but crafty wife chided.
"I could last with ease,"  I said smugly. "It would be like taking a
vacation!"
"Then it's a bet?"
"You only want to bet because you know I couldn't get away with it."   I
argued. "No one would ever believe I was a woman."
"If you bet I'll make sure you can get away with it,"  Carol replied.
"You'll be completely believable or I forfeit the bet."
"And how do you propose to make me believable?"  I prodded. "Send me to
Denmark to have a sex change?"
"Nothing that radical lover,"  She cooed as she brushed her hand across my
pants. "I'm not about to lose the best part of  you. Just cosmetic changes
to make you look like a woman, like those guys on TV."
"You've got a deal Carol!"  I exclaimed. "Maybe I'll put you through the
same thing after I win!"
"I wasn't aware that you liked men too!"  Carol laughed as she kissed  me.
"Besides, you have to win first!"
We talked things over for an hour or so before reaching a final agreement.
I would spend a  little time practicing before I would have to find a job
as a woman and learn how tough women really had it.  I could not tell
anyone at work about our bet nor could I pull any strings or have any
pulled for me. I would dress and act as a woman at work and do everything
that a normal woman in my position would do.  If  I succeeded it would be
as a woman, if I failed it would also be as a woman. If after a year I
still wasn't convinced that Carol was right  I could quit. If I was
promoted within that time or if  I acknowledged that Carol was right she
would win the bet and I would do whatever she wanted for one year.
I realize it seems odd that a guy would agree to spending a period of time
working as a woman to  win a bet but my life was pretty boring. I always
had a pretty wild streak in me and the idea of fooling everyone into
thinking that I was a woman represented a real challenge to me. Besides,
this would shut Carol up about equal rights once and for all!
"When do I have to start?"
"It's going to take a little time to get you used to being a woman Tim. I
guess we should wait until you think you're ready to look for a job. 
Meanwhile, let's see what it's going to take to make a realistic woman out
of you!"
Hours passed as Carol showed me how to use a combination of Nair and a
razor to remove the hair from my body. I never had much hair to begin with
but Carol made certain that it was all gone when I was done. Next she
handed me a pair of nylon panties a  bra and slip,  along with a skirt and
top to change into.
"Is it really necessary to wear such frilly stuff?"   I asked plaintively.
"Why not a pair of your cotton panties and slacks? "
"Oh no,"  Carol laughed. "Those are only for when you're comfortable as a
woman! Since you're just starting out you'll need the frilly stuff to make
you feel like a real woman!"
"Now come over here so I can fix your hair and makeup. I want to see how
much help I'm going to need to change you."
I sat at that vanity for over an hour while my wife fussed and fidgeted
rolling my hair up in curlers then trying different makeup looks on me.
She did her best and the makeup part turned out all right but my hair
wasn't long enough to curl properly. 
"Looks like I win!" I proclaimed. "No one would believe I'm a woman, not
even a blind person!"
"That was just a warm up dear,"  Carol said with a smile. "I had to see
what all I'd need and that gave me a pretty good idea! Now sit still while
I try some other things with your hair."
I suppose any normal guy would have never let things go that far but I
just knew I was right and if this is what I had to go through to prove it
well I could survive.
I had to survive hours of having makeup put on and taken off, curlers in,
curlers out before Carol was satisfied with the way I looked. I was still
far from beautiful but I had to admit that I was on my way.
That night Carol insisted that I forgo my usual shower for a scented
bubble bath. Laying back in the warm water I asked why it felt so
different. Carol smiled and said that she'd prepared it with bath oil to
soften my skin, just the way she did for herself. I wasn't about to argue
with her, so far I enjoyed the attention of the afternoon and the bath did
feel great! As I stood to dry myself off Carol handed me a towel and
insisted that I blot myself dry since rubbing my skin with even a soft
towel would cause it to dry out. I followed her instructions including
wrapping myself from my chest down in a towel when I went back into our
room to get ready for bed. 
Carol couldn't stop smiling as I examined the white lace panties and silky
negligee that she had selected for me to wear to bed. Not wanting her to
get the upper hand I coolly unwrapped the towel and slipped on the panties
then slid the cream colored nightgown over my head letting it come to rest
around my ankles.
"Not bad,"  I said with a smile as I ran my hands seductively over the
negligee. "So far you're just proving my point for me!"
I was so involved with teasing Carol that I failed to notice the little
gleam in her eye that for as long as we'd known each other had meant
trouble.  I slid under the covers as gracefully as I could manage,
thoroughly enjoying the feel of the nightgown as it brushed my skin.
Before I could fluff my pillow though Carol was all over me!
"You turn me on baby!"  she said in a husky voice. "Just what I like in a
woman!"
It wasn't easy for me to get any sleep that night between the odd feeling
of wearing silky fabrics and Carol's pawing me insisting that I get used
to what women go through with their husbands and lovers. After making me
climax three times, two more than I had planned on , Carol finally rolled
over and decided she'd had enough leaving me still horny and wanting more.
The next day Carol insisted that I make breakfast then clean up afterwards
. When she called me in she pointed to a pile of lingerie and a dress
laying on the bed and told me to get dressed. She helped me into one of
her fancier party dresses with all the required lingerie then made up my
face and styled my long hair before having me step into a pair of high
heeled pumps that matched the dress. I looked at myself in the mirror and
saw a reflection of a guy wearing a pretty dress but undeniably a guy. I
looked nothing like the guys on that TV show.
"If I walk out of the house like this I'll probably end up in jail!"  I
laughed as Carol zipped up the dress.
Carol brushed aside my concerns saying that this was still just a practice
session to see how well her clothes fit me. She thought I might need a few
things of my own but for the most part her clothes were a pretty good fit.
She then busied herself making up my face and adding some jewelry to me.
When she finished I wasn't the most beautiful woman on earth but at least
I didn't look like a guy wearing a dress.
Carol insisted that I spend the next couple of hours with me dressed like
that while we watched TV and had lunch. Carol tried to get me to admit
that I wasn't comfortable in the outfit but I refused to give in , After
all, the clothes were actually pretty comfortable once I got used to the
bra, although it took a little practice before going to the bathroom
became easy for me. After lunch Carol had me change into one of her
jogging suits for the remainder of the day which suited me just fine since
hers turned out to be lighter and more comfortable than any of mine! I
spent the rest of the day comfortably watching TV while Carol was busy
mapping out my future. Soon she had everything figured out to her
satisfaction and reviewed all of her plans with me.
Being the only son of very wealthy parents has its advantages, we could go
wherever we pleased with no concern about jobs or cost for that matter. We
would tell our friends that we were taking a trip then find ourselves an
apartment in another state where I'd begin my life as Christine Marie
Evens. She hadn't worked out all of the details of how I'd learn to dress
and act like a woman other than her training me but once I was trained I'd
have to find a job as Christy. After that I was on my own to live and work
as a woman until I either gave up or won the bet.