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Dressed to Thrill 5


All stories on this web site are purely FICTIONAL. The people depicted within these stories only exist in someone's IMAGINATION. Any resemblence between anyone depicted in these stories and any real person, living or dead, is an incredible COINCIDENCE too bizarre to be believed. If you think that you or someone you know is depicted in one of these stories it's only because you're a twisted perverted little fucker who sees conspiracies and plots where none exist. You probably suspect that your own MOTHER had sex with ALIENS and COWS and stuff. Well, she didn't. It's all in your head. Now take your tranquilizers and RELAX.
---------------------------
Dressed to Thrill
© Chuckles
Part 5 - The Date
---------------------------
I opened the door before Claudia got to the bell. I was stunned by her beauty.
She was wearing a silk golden-colored chiffon shirt, and velvet dress.
Underneath the chiffon was a silk blouse. I could see that she was not wearing
a bra, as her nipples could be seen as two pointy mounds underneath the silk.
She took hold of my hand, and kissed me on the mouth. When I did not pull away,
I could tell that Claudia was getting excited.

"Well, Jacqueline, it seems like I made as big an impression on you as you did
on me," she said as she pulled away. "Well, we better get going, or we'll never
get to the restaurant at this rate." I nodded and followed her to the car.

The Windslow Grill was a pretty posh restaurant. I have never been there, so I
was a bit nervous. When I walked in, I almost fainted. There was my boss. He
was entertaining a few clients, and chatting away. Unfortunately, we had to
walk past his table to get to ours. I had no choice but to pray, and walk
behind Claudia. However, when he saw me, he did not give any sign of
recognition. This might actually work, I thought.

Anyway, in public, Claudia was a little more reserved. We spent the entire
dinner making small talk. That was fine, since I did not have much of an
appetite, thanks to the corset. I had to make up quite a lot of things,
including my first boy- friend, why I became a lesbian, etc. Claudia also told
me a little about herself. She was rich; she inherited her money from her
parents who died in a boating accident. She met a girl in a Swiss finishing
school, with whom she had an affair. After that, she just did not like boys
anymore, and so became a lesbian. Since then, she has had a whole string of
lesbian relationships.

When we finished dinner, Claudia offered me a night cap at her place, an offer I
could not refuse. She drove to an apartment building in town, and after parking
the car, we took the elevator to the penthouse. Once inside, Claudia poured
both of us a cognac, and we sat down to talk some more.

After the cognac, we were both getting slightly tipsy. She leaned forward, and
kissed me. Once again, I was caught up in the sensation of kissing a woman
while wearing lipstick. Things were beginning to hot up for the both of us,
groping each other like crazy. She reached for my 'cunt', and instinctively, I
stopped her.

Claudia looked embarrassed, "I'm sorry, was I going too fast? I'm so sorry..."
I felt guilty. She was being so nice to me, and I was deceiving her, pretending
to be what I am not. I decided to come clean, even if it means my only chance
at bedding this beautiful lady.

"Claudia, I'm not what you think I am. I'm not a woman. I'm a man." Claudia
looked puzzled. I pulled up my dress, and pulled aside the fake cunt, exposing
my cock. She looked at it wild-eyed, and I thought, Oh well, it was good while
it lasted. "I'm so sorry. I know it was terrible, I'll let myself out." I got
up, when suddenly, Claudia said, "Wait!"

"You are the first man to turn me on since I met that girl in Switzerland.
Seeing you in that dress, with those fake breasts, and cunt is such a turn on.
Please stay..." Oh boy! She was hot for me, cause I'm wearing fake female
anatomy. She pulled me toward her and kissed again. We took our dresses off
each other, and I was right. She was not wearing a bra. All she had on was a
garter belt, and crotchless panties similar to mine, except hers was black.

I licked, and kissed her tits, leaving pink lipstick on them. She started
groaning, and playing with my fake tits, under the bra. While it should not
make any difference to me, this was turning me on. I was getting a hard-on
underneath the pussy panties, and it was quite uncomfortable.

I moved down to her cunt, and found that she was ahead of me. She was playing
with herself, using a dildo that appeared from nowhere. I removed the pussy
panties, and the g-string, and then the dildo from her cunt. Then I stuck my
cock into her hot pussy, We continued kissing, and playing with each other's
breasts, while I fucked her. This was all too much for me, and I came, emptying
torrents of love juice into her cunt.

I moved down to her cunt with my lips, and started licking her clit. Her
thrashing about caused me to smear more of my lipstick onto her cunt. She was
so wet that as soon as I lick up her juice, more would come from within. She
must have orgasmed about three or four times, before she stopped me. Then, she
got me into doggy- position, and strapped on a dildo. After lubricating it, she
entered my ass. It was painful at first, but after sometime, it felt good, the
leather strap rubbing on my pantied ass-cheeks, and Claudia playing with my
breasts. I felt like I was being taken as a woman, and had a great orgasm,
right on her couch, spurting cum onto Claudia's hands. Then, Claudia said that
she was cumming, and deposited a oily liquid in my bowels. Later on, I found
out that this dildo, had a pump, and could 'cum' squirting liquids (Claudia used
hand lotion) from the two containers that looks like balls. She then fed me my
cum, asking me to lick it like a good girl.

We spent the night, and most of the weekend fucking each other with our tongues,
and cocks, both the real one, and the fake ones. She even filled the dildo up
with whipped cream, and make me give her a 'blowjob'. The climax of the night
was when she took a double-headed dildo that she calls 'the Snake', and
penetrated both our assholes with it, while I fuck her in the cunt, and our
lipsticked lips kissing.

Epilogue
On Monday, I resigned from my job, and went to work for Kate at the lingerie
shop, as a female shop assistant. I practically gave up my life as a male, and
became a female totally. Rarely did I don my male clothes, after that.

Next week, Claudia and I are getting married. We are having a small ceremony,
but after that, we are going to have a private ceremony in the penthouse.
Speaking of which, I have to go collect my wedding gown, and get my ears
pierced...


 
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