Crossdressing Strapon Stories

2,832 results
Orientation
Length
Source
Infinite Scroll

Husband Becomes Helen's Submissive

by Pippa on Sep 18, 2017
Transsexuals & Crossdressers

My name is Philip. I am married to a beautiful woman called Helen, and a few days ago... I did something very stupid! My wife, her mother, her beautician, my P.A. from work, and any of their friends, (in fact, anyone that they choose,) are now completely in control of my life. They are my Mistresses, and I am fully subservient to their every desire. In fac...

Let Go

by qhml1 on Sep 17, 2018
Loving Wives

I'm detecting a trend. This one is edited, again by the smartest, lovliest ladies on Lit. And this is not just my opinion. Enjoy. This is a pretty common theme. MM did it, several others have put their spin on it, Bigguy 33 was the most recent. This is my spin. ***** "Wait, what did you say?" Dave was in his wife's office. She was the head honcho of the d...

Service Provider Ch. 14-23

by IdeeFixee on Sep 19, 2017
BDSM

Chapter Fourteen — Sunday School When she'd gone to Mass as a teenager on the old Headmaster's orders, Janice had been struck by the appearance of the Father leading the service. He was tall and rough looking, with large, craggy features and recessed but gleaming dark eyes. He had also noted the presence of the gorgeous, sensuous young brunette sitting in t...

Nan Gets a Threeway Ch. 03 - Finale

by Valendon on Jul 3, 2018
Group Sex

Here's the finale' of the "Nan Gets a Three-Way" series! There's some adult incest mixed in, so if that bothers you, this might be one to skip. I hope, gentle readers, that you've enjoyed the stories. This is my last one; I don't intend to write any more. I began writing erotica as a sort of self-designed therapy after losing a life-long friend and lover...

Billie and the Bordello

by nikkiesilk on Sep 16, 2017
Transsexuals & Crossdressers

This is an old story of mine, but I hope you enjoy it. ***** Chapter 1 Billy was in deep trouble. He was used to trouble, of course. It followed him around like a bad smell. But this was different. He breathed deeply and slowly, trying to get his heartbeat back to something approaching normal. The adrenaline streaming through his veins made that next to i...

Tell'em Willie Whoremaker Was Here

by silliesam on Sep 16, 2017
Novels and Novellas

Author's note: All rights reserved. No reproduction of this material is allowed without the expressed written permission of silliesam. Not intended for minors or those with weak hearts! This is the story of a fictional town populated with people that may accidentally resemble some American TV characters from shows old and new. If you are familiar with the o...

Halloween Party at the Lodge

by KeyesLodge on Dec 2, 2019
Celebrities & Fan Fiction

Holidays at the Lodge were very much a thing. Although obviously everyone had their usual obligations such as visiting family, we always set aside a date so that everyone could celebrate together. After spending so much quality time together, a lot of the girls had become quite close, so celebrating certain things became the norm over the past couple years....

The Old House

by l_anonym on Jan 22, 2019
BDSM

Prologue This story is about a group of young people living together in a big old house a bit outside of town. Most of them are students so they enjoy the rather cheap rent and the somewhat secluded place where they can party anytime without having to worry about the neighbours. Don't get me wrong: It's not a place with a nonstop party -- they all have to...

Jaci Stone

by mindwiper on Dec 24, 2019
Transgender & Crossdressers

-Hi- For those who have been reading my 'Name' series, this predates the Heather Jenkins stories as well as Kevin Brown and Jack Greene. Jaci Stone was one of the early stories that I wrote. Then I rewrote it. This story contains magic - How can anybody be offended by magic? -everybody is over 18, the whole thing is fiction, yadda yadda yadda!- Rea...

It?s Either Break Up Or Make Up

by felicia_rene on Sep 12, 2017
Transsexuals & Crossdressers

PART 1 Synopsis: I always was put off by the unsuspecting stupid love sick, pussy whipped guy is transformed against his will because the will wants to run off and have an affair, I never understood why they don't just pack and leave. The underlying theme is transformation and sexual punishment of the main character with anti gay womanizing feeling for hi...