Cross Dressing Stories

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Hot Sex Instead of Dancing Ch. 13

by SusanJillParker on Sep 12, 2017
Transsexuals & Crossdressers

Please give me the support of your vote. * Now that Linda's secret gangbang sex with his three friends is out in the open and a topic for their pillow talk discussions, Walter feels more comfortable dressing up as Wendy. With his wife gone shopping with her sister and mother and with Linda staying overnight at her sister's house, the next town over, this...

Cross Dressing: A Hypothesis

by Da_Vida on Sep 16, 2017
Reviews & Essays

First as a young adult and then as a psychologist, I read extensively in an attempt to find an explanation for my cross dressing behavior. Several psychological hypotheses have been proposed in the literature but I did not find any of them to be compelling. While I don't think it is an explanation for cross-dressing, one hypothesis that resonated somewhat...

Cross-Dressing, Gay & Lesbian Sex 01

by SusanJillParker on Sep 13, 2017
Transsexuals & Crossdressers

There are no underage characters in this story. All characters are over the age of 18-years-old. Cross-Dressing, Gay & Lesbian Sex 1 Sometimes wishing he was born a woman, Daniel struggled with his need to cross dress. With his hands resting on her dressing table and his body leaning in for a closer and more critical look at himself in his wife's lighted,...

Cross Dressing for Valentine's Day

by SuperHeroRalph on Sep 14, 2017
Transsexuals & Crossdressers

This is a Valentine's Day contest story. Please vote. * First time in public, Frank attends his first cross dressing Valentine's Day party. Frank was online surfing the web, when he stumbled upon a site pertinent to him. He couldn't believe what he was reading. He had no idea such a thing existed. He pushed the button on his computer to print it and to po...

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'...

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...

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...

Freddie Becomes a Cross-Dresser Ch. 02

by BOSTONFICTIONWRITER on Sep 16, 2017
Reviews & Essays

I walked in the store and continued over to an area where there weren't too many women. Even though I wanted to cheat and buy a pair of jeans, I figured that I'd have to wear a dress to experience the real effects of cross-dressing. There, that's another insight. Cross-dressers probably, I'm thinking as I wrote my thoughts in my notebook, would rather wear d...

Do You Know A Cross-dresser?

by BOSTONFICTIONWRITER on Sep 16, 2017
Transsexuals & Crossdressers

Trans-genderism: Cross-dressing I never considered writing a story about cross-dressing until I was confronted with it. I just recently found out that a friend of mine who I have known for several years is a cross-dresser. He's a good guy, a family man, is married with kids, and, by all accounts, appears normal. Whatever that means? Yet, what is normal? Am...

Changes Ch. 02

by sublocked on Sep 25, 2017
Transsexuals & Crossdressers

Notes to Reader: (1) A lot of this is fiction; much is fact. (2) Cross dressing in marriage is a difficult situation; acceptance of it comprises three entities: husband, wife, couple. (3) Nobody CHOOSES to be a cross dresser, so please don't demean yourself (the reader) by macho dismissal and criticism. Lawyers, plumbers, truckers: anyone can be one. Most...