Crossdressing Stories

1,097 results
Orientation
Length
Source
Infinite Scroll

The Recovery Plan

by Purple_Raihne on Sep 16, 2017
Romance

Warning; This erotica has a lot of build-up, character development, and is an emotional roller-coaster based loosely on my own life. It contains themes and such that could be triggering to victims of physical and emotional trauma, and the sex is not til the end. Reader discretion advised. Hopefully, the wait is worth the ride. ************************* PRO...

Swipe Right Ch. 03

by amb_anonymous on Jul 30, 2018
Transsexuals & Crossdressers

This story contains interracial, dom/sub, t-girls, crossdressing/sissification, impregnation and bondage. This story is fantasy. I like to stretch the limits of what's possible, so don't expect pure realism. For clarity: In my story, a t-girl is someone with a completely female appearance, but with male sex organs (so no hermaphrodites in the story). In...

Revenge!

by tawnysuede on Sep 14, 2017
Transsexuals & Crossdressers

Revenge! Or I Never Wanted This, but... Wow! By Mistress Tawny Suede ***** Chapter 1 Bobby Bradley knelt by the side of the road. He was mildly drunk and high from the first joint he had ever smoked. The cop leaned back against Elizabeth's sports car and took firm hold of Bobby's head. Bobby was afraid his blonde wig would come loose so he let his head...

Cracked Gemstones Ch. 01

by Artifal on Jul 13, 2020
Novels and Novellas

Sapphire was unpacking in her room, waiting to see what lesser being she would be stuck with for the duration of her time here. She was more than intelligent enough to do what she wished, but due to the systems in this country, she would have to have a 'degree' in order to be legally recognized at all. Sapphire soon heard the clicking of her door unlocking...

Freaky Fuckday

by GayTripper on Sep 18, 2017
Sci-Fi & Fantasy

This is a bodyswap story with a twist. The erotica in this tale focuses exclusively on straight sex (a rarity for my works, I know) though there are homosexual elements to the story because of how the plot develops. If you're looking for an instant erotica fix, this probably isn't the story for you but I guarantee it pays off eventually. This is my first ent...

"Sissified": 12 Days of Sissy-mas

by silkstockingslover on Jan 7, 2019
Transgender & Crossdressers

Summary: Straight man is turned into a submissive sissy by.... Note 1: This is my 400th story release. To mark the occasion, I thought I would try something longer... mixing many of my themes into one long, complex story. Thus be warned that with over 40,000 words, this story is a marathon not a sprint, and it includes a variety of themes including: cross d...

From Stubble to Foundation

by tre34harr on Sep 16, 2017
Transsexuals & Crossdressers

This is a story about a guy who can only love with someone if he changes them from a guy to a girl... in time the guy he takes goes through the changes and welcomes the end outcome. If there is anything you don't like about crossdressing and sex changes this isn't the story for you, but if it is read on and have your eyes opened wide. ***** "I hold my han...

A Sea of Heartache

by drnosty on May 11, 2020
Novels and Novellas

"Conrad, have you seen or heard from the Doc lately?" "Not in a couple of days. The last I heard; he was out at the Colony. One of the rich and famous probably got a hangnail or something." "Come on. You know he doesn't cater to the rich and famous. We're damn lucky to have him. Any man who gives up on the world and dedicates himself to helping isolated...

The Struggle Ch. 05a

by doberinca on Sep 14, 2017
Transsexuals & Crossdressers

Author's Note: This is the fifth story in the chain 'The struggle'. The story started with 'A game within a Game' part 1-2-3. It is divided into 2 parts (A and B). Again thanks to my editor NJLauren! Main characters: Rob - main character Helena - his wife Marion - widow; second 'wife' Cathy - friend (psychiatrist) Michelle - friend Kim - friend...

My New Life

by gbr2004 on Jun 1, 2020
Fetish

This story is totally fictional and involves forced fem, discipline, interracial sex, among other kinks. Kind of a long story with probably too much dialogue and not enough sex but I hope you enjoy it. *** I'm not going to take any more shit from this asshole. I'm talking about my stepfather. Sure, he's nice when Mom is around but when she isn't here, he t...