Transsexuals+&ampamp;+crossdressers Stories

12,315 results
Orientation
Length
Source
Infinite Scroll

Jaime and Mike Pt. 03

by LadyMelodyDarkheart on Nov 27, 2018
Transgender & Crossdressers

The wedding date was set. We decided since we met near Halloween, we would get married on it. It had been mid July when I asked Jaime to marry me, and we had lots of planning to do, plus get the restaurant open. We divided up the tasks, I would do most of the restaurant work and she would plan the wedding. Of course Jaime had input in what she would need for...

La Contessa Ch. 08

by SlaveNano on Oct 31, 2018
Transgender & Crossdressers

Author note: this chapter is an edited version of part of my Literotica story 'La Contessa's Game'. Chapter 8: Deception From the palazzo we set out on foot at a leisurely pace towards Ponte Rialto. La Contessa is in her element, nodding her head in greeting to every passing stranger as we stroll along the canal side paths and elegant squares of the city....

Girls Like Girls

by TransPunkPrincess on Oct 31, 2018
Transgender & Crossdressers

"I'm not coming out," Lisa called from within the bathroom. Mary rapped on the door again. "Come on," she cooed, "you can come out, babe. I wanna look at my wife." "No, you don't. I look ridiculous. I look like a clown, I look like an awful clock. I'm not coming out." "Baby, you're beautiful, I promise. Come on out and let me look at you." There was a lo...

Gerina - The Prequel

by grgy56 on Oct 30, 2018
Transgender & Crossdressers

"Oh fuck! I'm cumming! F..u..u..c..k!" I cried to myself as my large, white, hot load shot from my cock between my fake "C" breast forms and landed on my parted red painted lips and tongue. The second load laid a stripe down from my neck between my tits and stopped at my belly button. The third, filled and pooled the aforementioned belly button. My name is...

A Long Cool Woman in a Black Skirt

by DreadWriter6969 on Mar 26, 2019
Transgender & Crossdressers

I first saw her in the lobby of the hotel in which I was staying for my conference. I'm the national sales manager for a large manufacturing company. We hold a national sales meeting every year to which all of the regional managers are gathered for education on new products, sales techniques, etc. She was a tall woman, actually taller than I, but I noticed...

Jeri's Love... Ch. 01

by Transbabe55 on Mar 26, 2019
Transgender & Crossdressers

Shawn came home for a short leave right after basic. He was awaiting deployment to the Mid-East and Jeri was determined to make love to him while he was home. Her eighteenth birthday had come and gone almost three months ago. She was so very sure that she was in love with her Shawn and she was determined to have his love in the physical realm as well as the...

Life and Time of Lady Vargos Ch. 03

by rik581 on Mar 13, 2019
Transgender & Crossdressers

The Martin Castings Saga" is a work of erotic fantasy/fiction in three distinct pieces and is not based on any beliefs/realities or are any of the characters based on person's alive or dead. This story contains elements of b/d, s/m, forced femininity, and some explicit scenes of gay sexual activity, some non consensual in nature. The story is meant to be a p...

Trucker's Surprise

by Mymantoy999 on Apr 3, 2019
Transgender & Crossdressers

NOTE 1: First I would like to thank Silkstockingslover for granting me permission to use her name and story title as a background for my story. NOTE 2: This is my first attempt at fantasy, meaning other than the fact I am a truck driver and I do like the food at Petro truck Stops, none of this is factual in any way. NOTE 3: As stated above this is my fir...

Just This Once Ch. 02

by SecretRaptor on Apr 3, 2019
Transgender & Crossdressers

Being in my senior year, the thought of summer should be my own personal wet dream. Freedom from school, from my family, from my social torment. And maybe 4 months ago it would've been. But I've never been so directionless in my life. And now that I stand on the precipice of escaping and enjoying my adulthood, I'm more miserable than I've ever been. The cro...

Seasons Ch. 01: Summer 03

by Sigr on Apr 8, 2019
Transgender & Crossdressers

Third part of the Seasons story, last part of the Summer arc. It seems that readers are liking it, and as I'm having lots of fun it'll continue as planned. This part continues right when the second one ends. All characters unless stated otherwise are 18+ years old. * * * Embarrassed but quite more calm than before, both girls got downstairs, slightly dread...