Crossdressing Strapon Stories

2,832 results
Orientation
Length
Source
Infinite Scroll

Quiet Servitude Pt. 04

by AmandaMI on Sep 12, 2017
Transsexuals & Crossdressers

Author’s Notes Before reading this story please be aware that that some people would label this work as obscene and pornographic in nature. It contains several themes including transgendered, homosexual and lesbian issues in addition to graphic sexual descriptions. To make the action flow more freely and the stories light-hearted, I have taken a socially n...

Trevor

by sub_nancy_cd on Sep 16, 2017
Transsexuals & Crossdressers

The phone must have rang about five times till my wife Kathy finally picked it up. I was busy finishing up the painting of the spare room and really couldn’t hear who she was talking too. I climbed back down the ladder when she came into the room. “I think I rented out the room” she said all smiles. “That’s great.” I smiled back as I put the paint brush do...

Quiet Servitude Pt. 03

by AmandaMI on Sep 14, 2017
Transsexuals & Crossdressers

Author’s Notes Before reading this story please be aware that that some people would label this work as obscene and pornographic in nature. It contains several themes including transgendered, homosexual and lesbian issues in addition to graphic sexual descriptions. To make the action flow more freely and the stories light-hearted, I have taken a socially n...

Click on Chat

by eightballbum on Sep 16, 2017
Transsexuals & Crossdressers

Disclaimer: "Click on Chat" is an erotic thriller that touches on bondage, smoking fetish, cross dressing and other adult themes. As such it is intended only for mature readers. It is a total work of fiction and any similarities between the characters and actually persons living or dead is only by chance. Laws differ between states about what constitutes "ju...

The Looking Glass

by Son_of_Battles on Jun 15, 2020
Transgender & Crossdressers

This story contains Crossdressing, themes of Gender Fluidity, Exhibitionism, and Voyeurism. If any of this sounds unappealing to you, I welcome you to leave and find something more to your liking. This story is a submission for the 'Love The One You're With' Quarantine Story Event. Please take a second to rate after you finish reading. Thank you to Skye4Lif...

Coming Home, Coming Out Pt. 10

by EiryCGar on Jul 6, 2020
BDSM

Author's note: This chapter marks the end of this series, which seems to have run its course. I am grateful to my readers who have commented on my story. As ever, I should remind them that this is a work of total fiction. All characters are at least 18 years of age, and everyone who participates in any of the sexual practices described does so consensually....

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...