Crossdress Stories

204 results
Orientation
Length
Source
Infinite Scroll

Panty Posers

by EROTICbearscribe on Jun 1, 2020
Transgender & Crossdressers

PRIVATE PANTY SESSIONS Ch. 01 "Wait! What? Say that again." Doug, my roommate of two years, closed his eyes and took a deep breath. Tension hung heavy in the air. I allowed him to take all the time he needed to explain even though my mind was racing the way it does when your entire world has been turned upside down. I could see he was struggling. It look...

From a Husband to a Dutiful Sissy Ch. 04

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

A quick note about this chapter. It runs a tad long as I want it to really set things up for Chantel's future, not just some sissy maid for her now Mistress wife, as cool as that can be, but to develop a more varied sissy, crossdressing, maid and slut story. I hope it works for my readers. ***** Chapter Four: Moving on to reinforcing my new lifestyle Satu...

HypnoSissy: Educated to be Pegged

by silkstockingslover on Aug 13, 2019
Fetish

Summary: Cock sucker's training is advanced to hypno videos on anal sex. WARNING PLEASE READ: -This is a hypnosis story with potentially influential subliminal messages within it. -The story also contains hypnosis video scenes. -So if you begin behaving differently after reading this story and all your friends start pointing fingers, don't come crying to...

Becoming Abby Ch. 05

by Abby_Hart on Aug 28, 2018
Transsexuals & Crossdressers

Note from the Author: I would very much like to thank everyone who has read along with this series, voted, commented, contacted me, and I encourage you to continue. For the first four chapters I was unsure where this was going to lead for a while, and I am sure that I have left many questions that you would like answered. Hopefully I will answer these quest...

Cruising for a Bruisin' Ch. 01

by komrad1156 on Sep 16, 2017
Transsexuals & Crossdressers

*Note to readers: After writing The Agreement, I had several people email me and ask why I don't go full time. The answer is very simple: I like being a guy. I only want to be a girl part-time. I've never had any interest in being a woman, and any thoughts along that line were completely dispelled after going on a cruise with a former boyfriend. Whenever I...

Reversals Ch. 13

by RachelClark on Nov 14, 2017
Fetish

Broken Morning came sooner than Eric cared for as he rolled around awkwardly in the makeshift bed on the floor of the bedroom. Above, sprawled across the queen sized bed, slept Julia, comfortable and peaceful without him. It was still early, the sun was slowly brightening against the closed window shades leaving the room cloaked in dim light and shadows as...

Isabella's Reversion Pt. 06

by silverbackteddy on Sep 16, 2017
Fetish

Note from the Author: This is a story about ABDL. The first word being Adult. All sexual encounters center around Adults, above the age of 18. This story also contains BDSM, plushophilia, watersports, and various other fetishes. For those that are grammar freaks, please don't comment on my improper grammar use. I could care less. At least it doesn't have L...

'Jenny' & 'Mike': Romance & Threesomes

by hfernandez1983 on Sep 13, 2017
Transsexuals & Crossdressers

This is the fourth chapter in the 'Jenny' & 'Mike' series. If you haven't read the earlier chapters, then you may do so by clicking on my profile and reading them. They are listed in the following order: 'Jenny' & 'Mike': Date Night 'Jenny' & 'Mike': A Day Out 'Jenny' & 'Mike': Fantasy Sunday *-*-* CHARACTERS: James Winchester / Je...

Almost Damsel Almost in Distress Ch. 03

by shawnavinyltv on Aug 24, 2020
Transgender & Crossdressers

I felt Alex moving around the bed, I figured he was going to pee, and sure enough, he came back a few moments later and snuggled back into me. I did really want to ask him about last night's adventure and if he was my mystery lover or not. Though I was pretty sure it was him, the thrill of not knowing, made me wonder who else it might have been. The thought...

Casey's Submissive Journey Pt. 05

by corduroysissy on Feb 7, 2018
Transsexuals & Crossdressers

Homo Hubby Night – Part One Note: In this continuing saga, Casey (Debbie) & Jamie (Angie) are closet crossdressers who are submissive to their wives Karen & Audrey (respectively), however in this section of the story there is no cross-dressing. Their wives are humiliating them by making the boys put on a homosexual sex show for their amusement. *...