Cross Dresser Stories

60,464 results
Orientation
Length
Source
Infinite Scroll

Super Sexuality, Issue 02

by Lithium_hobo on Sep 18, 2017
Celebrities & Fan Fiction

The characters in this story are property of DC comics. I have used them in honor of the comic series and admiration for the characters. This story is original and is in no way tied to any of the canons of the DC Universe (to save myself the grief of working with time lines). This story contains adult material of a sexual nature. If it is illegal for you to...

Stella Ch. 01-03

by soppingwetpanties on Sep 25, 2017
BDSM

Warning: This story contains graphic scenes depicting pain and humiliation and a scene involving a mother and her 18 year old daughter. This is a work of fiction. Names, characters, businesses, places, merchandise, companies, events and incidents are either the products of the author's imagination or used in a fictitious manner. Any resemblance to actual pe...

The Horse

by StudlyMcHungwell on Sep 26, 2017
Mature

So, I'm just sitting here watching my soaps waiting for my son to get back. He went to the airport to pick up his college teammate. They were both rising sophomores on the local college baseball team. His friend was flying in early and the dorms wouldn't open for another week, so my son offered to let him stay at our house, and I was willing to open my doors...

Talla's Temple Ch. 24

by xtorch on Sep 13, 2017
Sci-Fi & Fantasy

Yua lay beside him, her tiny body heaving with delight. For a girl who had wanted him to be gentle, she had certainly stepped it up. She'd found it unsatisfying to straddle him the second time around and had rolled over so he could be on top. Zhair'lo had still been gentle. No matter how much masturbating the women claimed to do before their first time out,...

Movie Night

by Gweh on Oct 11, 2017
Transsexuals & Crossdressers

"Thanks a bunch! Have a good one!" And with that, Jess slammed the door to her apartment with her spare hand, vaguely hearing the delivery man outside her door doing the same to his car's own. Turning around with a sigh, and being careful not to drop the box held in her spare hand, she smiled wearily to herself. It had been a long day, for reasons elaborat...

The Making of Andrea

by jackie_em on Oct 15, 2017
Transsexuals & Crossdressers

It was a Friday, and I was working late at the office, when this all started. I was behind on a couple of assignments and wanted to get caught up before my boss came down on me. Not much of anyone else was around, a few bigwigs, no one besides that. They were having some sort of conference and not paying any attention to me. I am, or at least was, Michael,...

The Moulding of a Transvestite

by HugoTrevelian on Oct 15, 2017
BDSM

The Moulding of a Transvestite Preface. We have a mature bisexual cross-dresser with a very submissive side, by day he is David, post office worker. By night and weekends, he turns into 'Jak' a classy T-Gurl, she has arranged to meet a mature bisexual assertive male. This is a full account by Jak, a mature bisexual male transvestite of the first meeting w...

Northside Awakening

by NorthCoastSmart on Dec 12, 2018
First Time

When I think about Kristen, I remember stunning blonde-white hair, her continuous sex drive and sexual confidence, and the way she approached exams like the Olympics. Kristen was a serious student, an attractive and attentive lover, and a good-- if dull-- person. Our college relationship was my first and her fourth. Even though I was a year older, she appear...

College Proposition

by firebird68 on Mar 21, 2018
BDSM

This is a story I wrote at the request of a friend. It is definitely different than what I typically write so I would appreciate your thoughts in the comment section. I certainly hope you all enjoy it. Thanks! ***** Katie stepped out of her class building and pulled her sweatshirt a little tighter against herself as she was met with the brisk pre-spring ai...

Brown Sugar Gift 02

by ILuvItBlack on Oct 15, 2018
Interracial Love

Althea and Henri have invited their new friend, April to town to spend a couple of nights, and had me come over as well. April and I planned to spend the night with them. I will get some private time with Henri, while April will have her first, personal, girl and girl night with Althea. Henri's woman, Althea, and I were on the sofa, while Henri and April w...