Cross Dress Stories

150,200 results
Orientation
Length
Source
Infinite Scroll

Planting Trees

by KaseyKlein on Sep 16, 2017
Transsexuals & Crossdressers

Author's introduction. I've not published to Literotia.com for long, with just two stories up. I'm pleased with the views, the hits my work gets. I'd like to see more comments. I've received some nice letters. I've been writing in open forums for about a decade, so I'm used to ignorant comments, somehow the reader mistaking my characters for me. I write s...

Street Fair

by Rocket19 on Sep 25, 2017
Fetish

Today is the big day, the day you have anticipating for months. You have been a slave to your master for almost a year and several months ago he announced to you that you would be the star attraction at a live bondage and discipline show. He did not immediately tell you where but exactly four weeks ago he let you in on the secret, it would be at the Folsom S...

Sated Hunger

by Dragon Dreamer on Aug 18, 2017
Fetish

A special thanks goes out to sabbathstorm for giving me the idea for this story, proofing and helping with the title! ***** Paul entered the hotel bar around 10 pm, tired from a long day working the booth at the trade show. After a long week it was finally Saturday, and the New York show was over. He had one more night at the hotel, and would be flying ba...

My Cross-Dressing Life

by roberty on Oct 10, 2017
Transsexuals & Crossdressers

The first time I learned I might be different is when a friend of mine—we were both drying off after swimming in the college pool—told me my body looked like a girl's. I'd received some looks before, but that was the first time someone came right out and told me my physique was leaning a little toward "feminine." A few weeks later, while loitering in the col...

The Office Ch. 07

by EasilyConfused on Sep 14, 2020
Transgender & Crossdressers

The instructions had been concise, anything more detailed and it was highly likely that they would have been forgotten or led to unnecessary confusion. "Do you understand?" "Yes Ms Smyth," they each chimed. Not completely in unison but the solidarity was sufficient for Tracey to be satisfied that each understood their role. Tonight the trio were to be esc...

Closet Cross Dresser

by oggbashan on Sep 24, 2019
Transgender & Crossdressers

Copyright Oggbashan September 2019 The author asserts the moral right to be identified as the author of this work. This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. ***** I'm a secret cross dresser. I get sexually aroused by b...

Linda Saga Of Lust And Love Ch. 01

by oneofthetwelve on Sep 16, 2017
Romance

Another lousy tip Linda thought as she scooped it off the table into her pocket. It was a very slow night at the restaurant. Tips like that were not going to pay the rent or keep her in college. She might have to drop out after the term, move home and stay with her mom to save up some money and return later. She was so close to graduating. There was only o...

Cross Dresser Flashing for Nude Day

by SuperHeroRalph on Sep 16, 2017
Transsexuals & Crossdressers

This is a Nude Day contest story. Please vote. * Having fun flashing the sexy, pretty neighbor his pantyhose clad cock on Nude Day James, a cross dresser, had some sexy flashing fun planned for Nude Day. Taking a long sensual and sensuous bubble bath first, wanting to look pretty, feel sexy, and smell divine, he took his time getting ready by shaving, wax...

Friday the 13th Pt. 01

by Slave_Georgina on Sep 14, 2017
Transsexuals & Crossdressers

This is my first attempt at fiction. Part 1 is to set up the following parts and act as a foundation for the story. Please bear with me and I hope you will find the completed story enjoyable. My thanks go to SlaveGirl70 for her editing skills and to LunarSirius for his review and ideas. ***** Ha! I should have known that if my life was going to take a ba...

The Date

by angel_thigh_highs on Sep 15, 2017
BDSM

I wait nervously, anxiously knowing you will be here any time. I have everything timed so that when you walk in that door your bath water will be ready for you. You have plans to take me out and i don't know what they are...but i also have plans on preparing for it. I hear the car parking and i run to my position in front of the door. I kneel with my back a...