by
Candour
on Sep 26, 2017
Transsexuals & Crossdressers
Chapter 1
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A young looking and slight 18-year-old boy sits outside the Headmistress's room, obviously feeling anxious. His legs kick back and forth under the chair and he keeps looking up at the door. His uniform looks unkempt, like he has just thrown it on after Games. After some long, countless minutes elapse, he hears a loud, slow "Come!" from...
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by
Slipperylock
on Oct 30, 2018
Transgender & Crossdressers
The room was quiet and dark - the only illumination spilled from the Observation Room window over the eight beds and their occupants. The only sound in the room was the whirring of the machines, and the occasional muffled moan.
In the Observation Room booth, the Director of the F-center fiddled with the control panel nervously and jogged her leg. The Presid...
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by
Sabnock
on Oct 19, 2020
Transgender & Crossdressers
Oh my GOD I'm so hungover. I creak my eyes creak open, and immediately regret doing so. Everything hurts. My head is pounding. My mouth tastes like something died in it. I try to sit up, pause, flop back onto the couch. At least I've got blanket.
Wait... I'm not in my bed. Where the fuck am I?
I rub the back of my hand over my eyes, feeling a weird, heavy...
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by
JHouston
on Sep 18, 2017
Transsexuals & Crossdressers
(Continued from Part 2)
Wow! The kiss! Wow!
Before I knew it, I was sitting on Ted's lap straddling him and we were French kissing in the most passionate and intense kiss of my life!
I don't even know how I got up here. Maybe I climbed on his lap or maybe he grabbed me and pulled me up here.
I was in bliss! The kissing was so amazing that my whole body j...
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by
sissytoy20
on Mar 21, 2018
Transsexuals & Crossdressers
After Boss zipped up his freshly cleaned cock, glistening with my spit, he took me up to the 30th floor. My brain was still buzzing with my anal orgasm when he took my arm and basically forced me to walk out of the elevator. I stumbled on my heels beside him, reaching back to finger my cum-filled asscunt. I dug out some of Boss' load and licked it off my fin...
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by
Aunt_Joanne
on Sep 16, 2017
Transsexuals & Crossdressers
I awoke the next morning to the aroma of bacon frying. I was alone in a strange bed, and for a moment, I couldn't remember where I was. Then it all came back to me. It hadn't been some vivid erotic dream. I was lying in another man's bed, naked except for a pair of pink nylon panties. My stockings and garter belt were discarded on the floor, and my male clot...
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by
Fibaro
on May 11, 2020
Transgender & Crossdressers
Chapter 22
Marcy woke up with a loud groan. Sleep had not come easy last night with how horny she had been, the fact that her butt had remained filled up, her sore throat and that chastity cage that seemed to hurt a lot more than it used to. On top of the difficulties falling asleep she was now woken up way too early. She had to since she was supposed to st...
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by
Tomsparty
on Sep 16, 2017
Transsexuals & Crossdressers
Chapter 3 - Friends United
Previously - When you dressed as a sexy tart for James he showed two sides to his character. Bent over his knee, stuffed with a butt plug and forced to suck his cock. What more could he possibly do?... Read on
After sucking his cock you sit on the sofa supported by a fluffy white cushion, shoes kicked off, legs curled under your...
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by
ssamlee2000
on May 11, 2020
Transgender & Crossdressers
Mohamed sent me a link to a voice training regime for trans girls and gave me three days time to learn how to talk "properly".
He said he'd call me today for my test. I skipped class again and stayed home awaiting the call. If I didn't answer or failed the test, he threatened to "make me regret it" the next time we met. All day I practiced my voice for fear...
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by
pris69696
on Sep 16, 2017
Transsexuals & Crossdressers
I have written this story "Fifi La Femme-A Pansy at Last" mainly from personal experience as a mature homosexual transvestite who was a gay virgin until my early 40s. I hope that it will appeal both to extreme effeminates and the ultra-masculine men they ache to serve. Now divorced I've been living with my boyfriend Ron for three years as his gay wife and ye...
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