Transsexuals+&+crossdressers Stories

15,868 results
Orientation
Length
Source
Infinite Scroll

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...

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...

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...

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...

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...

The Psychosexual Motive in Writing

by Da_Vida on Sep 16, 2017
Reviews & Essays

I have been a writer all of my life. My employment as an adult has, to a large extent, depended on my ability to get published, which I suppose makes me a professional writer. In addition to writing, I've also served as a consulting editor for a number of publications. I am no stranger to the written word. The motives for writing erotic fiction no doubt va...

The Farm Ch. 03

by ashmadison on Sep 13, 2017
Transsexuals & Crossdressers

CHAPTER 3: REFECTORY Georgie Suxcock has a name to live up to -- and a personal trainer all her own to help her practice! Dirk Shattler is one of the Fun Farm's assessors, working hard (quite literally) to ensure that the Farm's guests and patrons are fully satisfied. The door slid back, and I walked out -- a little unsteady in my high heels. Dirk wolf...

Gwen and Elizabeth: Another Side

by writedoctor on Sep 16, 2017
Transsexuals & Crossdressers

"You look…nice…" Beth softly complimented, brushing her full lips against Gwen's cheek. "Thank you sweetie…" She returned, glowing from the simple, heartfelt statement. Gwen's cock stirred from the closeness, Beth's light perfume and immaculate femininity. The two friends chatted incessantly within the luxurious confines of Gwen's BMW...