Transsexuals &amp Stories

12,930 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....

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...

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...

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...

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...

Modern Day Pen Pals

by blackstallion21 on Sep 3, 2017
Erotic Couplings

Ever fall in love with someone's personality before you've fully met them? Of course you have in the Internet Day and Age. It takes a mere nothing now days to accidently IM someone and trip and fall into a relationship. Or a mere nothing to get onto an internet dating site, and with just a photo of who you think you are talking to, and a cunning corresponden...

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...

Crystal Passion Ch. 07

by bradley_stoke on Sep 14, 2017
Novels and Novellas

Chapter Seven "Detroit!" Jacquie exclaimed as she looked up from the tour itinerary she'd been reading. "That's where our next gig's gonna be. I've always wanted to go there." "Home of the MC5 and Iggy Pop," remarked Judy Dildo. "And much more importantly," I said. "The home of Techno." "It'll be good to see Juan Atkins or Derrick May on the decks," said...

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...