Cross Dresser Stories

60,464 results
Orientation
Length
Source
Infinite Scroll

Comic Book Sex

by Johnevie on Sep 11, 2017
Group Sex

I'd met "Jen" on craigslist when she responded to one of my stories. Most emails I get are either scams, throw-away remarks, or guys asking me to double-team their wives. Jen, however, had composed a full-screen treatise on what she didn't like about my writing. Buttons were pushed. A few emails later, we were meeting for coffee downtown. A few dates later,...

Claire's Career Ch. 02

by Calandria on Aug 19, 2017
Exhibitionist & Voyeur

My career on the 'alternative' catwalks of Paris was always exciting, but not much more so than my personal life, with Robert, who indulged my taste for showing off my body, and didn't mind a bit that I myself enjoyed nothing better than the knowledge that a stranger had been treated to a view of my shaven pussy, or, better still, that I had made love with h...

How to Become a Sissy/Cuckold

by Quietoldie on Sep 14, 2017
How To

This is a How To Guide for Sissies and Cuckolds. Please do not read this guide if you have no interest in the cuckold/sissy lifestyle. Like most couples these days both partners will be doing demanding full time jobs. Traditionally husbands have done gardening, cleaning the car, putting out the trash, performing do it yourself jobs around the house, drivi...

The Sewing Class

by Classygloves on Aug 18, 2017
Fetish

My wife (2nd marriage ) divorced me because she could not deal with my cross dressing. It was actually the best thing that could have ever happened to me. I proceeded to get my own apartment where I would not have to hide my wardrobe and I could come and go as I pleased. Except for going to work, I started to live dressed up as a woman almost all the time....

BiSensual

by LadyMisha on Sep 13, 2017
BDSM

Author's note: Please do not think that this scene was out of my limit range. I am able and more than willing to do an intense scene, especially involving ranges of pain which would squick someone else. I am a self professed pain-slut. I do not recommend trying to do something similar to this unless you have played heavily with your Dom/Domme/Master in the p...

Have You Been Naughty? Ch. 01

by tonyslust on Sep 15, 2017
BDSM

Yes, you have been naughty. Thinking dirty thoughts and flirting with your married boss. You wear your short skirts and blouse and leave teasing notes on his desk. "Need a bathroom break?" the last one said. "I've got some wet womanly things to attend to . . . wanna watch?" Your boss is a good man, and knows his limits. He explodes telling you about his w...

A Year into Transition

by Nicola_cd on Sep 16, 2017
Reviews & Essays

It has been a year into my transition, a year since I first went to charing cross hospital, nervously knowing that my entire life revolved around this and more appointment. Twelve months since I saw the first consultant and was being eaten alive by nerves, wondering exactly how do you show someone that you were born in the wrong body and gender. Its been 3...

Perfect Couple

by saqazij on Sep 16, 2017
Transsexuals & Crossdressers

Michael Michael should be first described as how he looks. He is a typical blonde. He is almost 5.8 ft with brown and little long hair, blue eyes like sapphires and pink lips. The lips are so pink that it looks like he is wearing lipsticks. The most striking feature of his face was his cherubic smile. He can melt million hearts with it. He was lean but not...

There is No Sin

by severinrossetti on Sep 17, 2017
BDSM

The chapel had fallen into disrepair, the people no longer felt any need of it and it had been in misuse for many years, stood dark and cold at the edge of the village, like the shell of a body which has lost its heart, its soul, its purpose. But once every week, on what would once have been a holy day, Agatha would sit at her window which overlooked the ch...

Starfucker Ch. 03

by Nomean_feet on Sep 17, 2017
Celebrities & Fan Fiction

It was while I was at work the next day that I got another phone call from Jordan; she asked me if I wanted to pop by her place after work. I asked her why, but all she said was that she had a friend visiting that I might like to meet. I agreed to go over and took directions to her house. I then settled back down to my work, my mind constantly drifting back...