Cross Dresser Stories

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Celebrating National Nude Day Ch. 06

by BOSTONFICTIONWRITER on Sep 15, 2017
Transsexuals & Crossdressers

"Okay, who's next? Who celebrated National Nude Day with this contest in mind? Who wants to share their story with the group? Is there anyone else with a story before we close the competition and take a vote for the winner?" Everyone looked around to see who else had a story and who else had their hand raised. "Also, let's not forget the rules. You must be n...

Richard Addik

by hylyfe on Aug 18, 2017
Fetish

This is a reflection from a frustrated cock loving man living a heterosexual lifestyle. Ok so that's not my name but nevertheless I am a dick addict. I love to see a prick with hanging balls. I love to see the head of a circumcised or uncovered cock. If dicks don't fascinate and enthral you maybe it's best not to read on. If on the other hand if, like me,...

Hot Sex Instead of Dancing Ch. 18

by SusanJillParker on Sep 16, 2017
Transsexuals & Crossdressers

Please give me the support of your vote. * Instead of suffering through looking more like a man dressed as a woman, Tiffany helps Walter look more like Wendy by doing his hair and applying his makeup. In exchange for giving Tiffany the three pair of shoes, the black pair of Jimmy Choo shoes, the Nike sneakers, and the Prada sandals, Tiffany offered to sty...

Black Femdom for Black Gentlemen

by Samuelx on Sep 11, 2017
Transsexuals & Crossdressers

A lot of Black men in the world of BDSM fervently want to explore their submissive desires with a dominant Black woman. The problem is that a lot of dominant Black ladies in that realm only cater to the needs of submissive White dudes, and that's a damn shame. Yet those same sisters get mad when they see a brother with a White woman. Well, if Black women are...

Black Cross Dresser Chronicles

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

What's up people? My government name is Omar Woodson but you may call Madame Orillia. The Black Canadian cross-dressing diva extraordinaire of metropolitan Toronto, Ontario. One of a few outspoken Black cross-dressers in town, and definitely one of the most wickedly fun and entertaining. Lots of Black men like to wear wigs, skirts, nylon panty hoses, bras an...

Halloween Cross-Dressing Bash Ch. 02

by BOSTONFICTIONWRITER on Sep 16, 2017
Transsexuals & Crossdressers

Now, having given into the urge of wearing women's clothes, safe within the acceptance that he'd surely receive at the Happy Halloween Cross-Dressing Bash, he was excited about attending and getting dressed as a woman without being made to feel foolish or being harshly judged and meanly ridiculed. He just wanted to go somewhere that he could dress as a woman...

Hot Sex Instead of Dancing Ch. 02

by SusanJillParker on Sep 12, 2017
Toys & Masturbation

Please give me the support of your vote. * Walter masturbates himself while watching his shapely neighbor cleaning her kitchen in her sexy nightgown. Bill worked long hours as a desk sergeant and wasn't always home to care for such a beautiful woman. As far as Walter was concerned, if Tiffany was his wife, he'd never leave her side but realistically, he'd...

Woman Cross Dresses for Power & Sex

by SusanJillParker on Sep 16, 2017
Transsexuals & Crossdressers

Tucked in the far corner of a dark, dancehall parking lot, Sarah, also known as Robert, was having sex in a car with Joseph, also known as Josephine. Having sex in a car was no big deal. A lot of couples have sex in cars. Yet, if a passerby could see through the steamy windows, a sight to behold, even at a Halloween Masquerade party, which this wasn't, they'...

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...

Bostonfictionwriter's Big Bash Ch. 02

by BOSTONFICTIONWRITER on Sep 13, 2017
Non-Erotic

Look at this, the ones from my story Beautiful Betty, who made the biggest stink about attending, are the first ones here. Do you believe it? "Hey, Betty, you look very beautiful, as always. Davis, thank you for coming, it's nice to see you." "Take your dirty paws off my woman, Freddie, or I'll deck you and stomp you to death, you hack!." "Listen here, Da...