Cross Dresser Stories

60,464 results
Orientation
Length
Source
Infinite Scroll

00063 An MtF with a Bi Wife Ch. 01

by Tarbut on Dec 25, 2019
Group Sex

Ralph is quite a strange husband: his wife Cora is lesbian, and he has assented to let her have lesbian affairs -- and after several one-night stands, she's settled with a longtime friend named Naomi. Ralph has never meddled with Cora's lesbian relationships, although he sometimes complain that Cora could have more sex with him, and has joined an LGBT assoc...

How to Write Realistic Transsexual Characters

by TGirlNerd on Sep 1, 2017
How To

Table of Contents [1] Introduction: [2] Who are transsexuals? [3] Who are cross-dressers and transvestites? [4] What are cross-dressers and transvestites like? [5] How can I relate to my transsexual characters and get into their heads? [6] What terminology should I use? [7] What terminology should I avoid? [8.1] What do trans women look like naked?...

A Domme and Her Lord Ch. 02

by Little Scarlet on Sep 12, 2017
BDSM

~ She followed her Lord's car that night to his Lord's car that night to his new place. A little scared on what punishment she will be faced with for hurting the sub, though it doesn't fully matter because she knows she earned whatever he does to her. With a sigh she pulls into his driveway. ~ Her Lord walks over to the car and opens the door. Speaking in a...

My Friend, His Wife

by hollandguy on Sep 16, 2017
Transsexuals & Crossdressers

Okay this is my first ever stab at a story so please cut me some slack. Intro: Hi my name is Ryan and this is my story The following is 100% true and I have not changed the names as no one is innocent. So about me I am a 35 year old WM, I am 5'11" and 165lbs with a pretty thick 7" cock. I have been a closet cross- dresser since the age of 11 when I discove...

A Most Lovely Chalice

by SapphiraSiren on Sep 19, 2017
NonHuman

Note: This is a romantic lesbian fan fiction based on Vampire Knight. I don't own Vampire Knight or the characters. I hope you enjoy the story! ***** It was a cool, calm night at Cross Academy with nary a wisp in the sky to obscure the moon's gentle glow. The day class students, tired from a long day of study, had all returned to their dorms and turned off...

Anal Sex with Stranger on a Train 05

by SusanJillParker on Sep 19, 2017
Transsexuals & Crossdressers

Chapter 5 Peter finally meets Roberta again, the love of his life. In just a few minutes, Robert returned to the room dressed as Roberta. Giving him a sexy cross dressing show, by her feminine antics and charms, she obviously enjoyed being watched by Peter. With a shake of her head and with a flourish, as if releasing her sword in Zorro, the gay blade, sh...

The Maid and the Pizza Guy

by hollandguy on Sep 13, 2017
Transsexuals & Crossdressers

My name is Ryan I am 33 years old. I am 6'1 #200 with auburn hair and brown eyes. I am not in the best shape anymore but I wouldn't call myself fat either. I have been cross-dressing since the age of eleven. It started with just panties but has evolved to full dress over the years. I work as an electrician and take on side jobs when I can. With the recent...

Rayne Falls Ch. 02

by JaxRhapsody on Sep 16, 2017
Novels and Novellas

Rayne is driving around the side streets of Stonewall behind a pair of tinted sunglasses hoping to find some fun tonight. Despite his car being any sort of giveaway he tries to keep a slight disguise about it all. All of a sudden he's flagged down to a small ranch style house. "Hey baby, you wanna come in and chill for a bit? I got the hook up who would you...

A Sissy's Sister Pt. 01

by Gemsissy on Sep 16, 2017
Fetish

My twin sister had a big role in how I became a sissy. I feel I've always been a sissy so she didn't make me a sissy but had a huge influence on how I embraced it. Our parents encouraged her to include me when she would play with her friends and I credit her with obeying with gusto. I was a regular, if unofficial, member of her girl group of friends. When we...

The Psychosexual Motive in Writing

by Da_Vida on Sep 16, 2017
Reviews & Essays

I have been a writer all of my life. My employment as an adult has, to a large extent, depended on my ability to get published, which I suppose makes me a professional writer. In addition to writing, I've also served as a consulting editor for a number of publications. I am no stranger to the written word. The motives for writing erotic fiction no doubt va...