Transsexuals & Crossdressers Stories

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Sissy Manners Classes Ch. 01

by fridaysissy on Sep 12, 2018
Transsexuals & Crossdressers

It was late night, I am 10 km away from my room waiting for sharing cab or auto service to reach my room at last I joined a sharing auto service with two members including me. The other passengers stop came early, and I remain alone in auto waiting for my stop to come. Driver said he is stopping the service and returning to his home and asked me to get down....

Stranger Fuck

by hfernandez1983 on Sep 13, 2017
Transsexuals & Crossdressers

It's been a while since I have written something. It's mostly because I have felt so uninspired and didn't know what to write. My main fantasies these days revolve around a man crossdressed while he is pegged by a woman who likes to dress as a man. My last story series Jenny & Mike got a decent reception and I wanted to write more. But like I said, I've...

How I Became a Cheerleader Ch. 20

by DMaster_14 on Sep 25, 2017
Transsexuals & Crossdressers

We settled into a routine among the four of us. Kevin and Trent sectioned off part of the playroom above the garage and turned it into an office for Candy and Kevin; I took the other half for a dark room for my photography course. Kevin could be found in his office at anytime of the day or night. He was beta testing a new program for a company that had hired...

Tranny Encounters - Spit-roasted

by hfernandez1983 on Sep 19, 2017
Illustrated

This is a new story series which I am thinking of writing. I will think of writing more of these that are more fantasy oriented. This is one of my fantasies which has yet to come to fruition. I thought I should put this out there. It was just another boring day at work. David sat at his desk, staring at his computer. It was a slow day at work. It was only 1...

Black Widow Chronicles Ch. 01

by Treylot on Sep 14, 2017
Transsexuals & Crossdressers

A puff of smoke, exhaled from my lungs, drifts onto the snowy city below me. Standing in my penthouse, I am a woman on top of the world. In one hand alone, I have held the lives of countless men, and with the other, brought ruin to them all. A black widow. I don't think there's a better term to describe a woman like me, though the men in my life might pref...

Literotica Authors 08: Ann Douglas

by Bob_Aganoush on Dec 23, 2017
Letters & Transcripts

I am conducting a series of interviews with authors on Literotica. This is the eighth in the series, with the author Ann Douglas. I've been reading Ann's work for literally decades, back to the days when she was posting stories on the alt.sex.stories Usenet group, but she has recently returned to Literotica and has been posting her stories here. I've been a...

Kimmy's Discovery Ch. 01

by Deviana on Sep 16, 2017
Transsexuals & Crossdressers

Note- this is my second submission on Literotica- I use "i" for my main character as my own means of indicating his submissive nature. Kimmy just turned 18, a Sophomore in high school, a few years behind due to an adolescent illness. I hope you enjoy. ***** i was kind of late getting into the world, as a young teen, i lost 28 months of being a kid while be...

Vanessa Embarks on a Journey into Unknown Territory & Expands Her Social Circle

by Leo25lovesblues on Mar 16, 2021
Fetish

Author's Foreword & Acknowledgement This story is purely an erotic, fictional fantasy, developed solely from the present author’s weird imagination. The events & individuals portrayed are completely fictional & not based on any actual real-life cases from either group to my knowledge. The following story is set in a particular context, & part...

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The Office

by Akina_Mamico on Oct 6, 2020
Erotic Couplings

The Office It's late, everyone has left except for you -- a young executive with a high libido. You heard a sound in the copier room. Someone walked out. It was the new team assistant. Her name was Malena, petite built, porcelain skin with long wavy hair & distinct features. She dressed modestly for her first day, suit jacket, white blouse & pencil...

Richard, My First X-Marital Fling

by Farrah52 on Sep 16, 2017
Loving Wives

In life there are times when through boredom, indifference, or desire we knowingly place ourselves on the edge of a precipice. We can peer over that edge and imagine or fantasize about taking that leap without actually doing it because the image or fantasy is sweeter than the reality. This is one of those times. I had to ask myself. OMG!!...what did I do??...