Crossdressing Stories

1,097 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...

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...

The School Tramp

by tawnysuede on Sep 19, 2017
Transsexuals & Crossdressers

(From "Boy" to " Boy oh Boy!!") Chapter 1 - The School Tramp I was a virgin. I did not want to be a virgin. I asked my sister for help, and that was a mistake. Well, at the time I thought it was a mistake, but it turned out to be the best mistake that I ever made. I was nineteen years old at the time and entering my junior year of high school. Yes, my ju...

Murder Misstery

by thrillerauthor on Sep 16, 2017
Novels and Novellas

(c) 2009 by Thrillerauthor When I rolled out of bed that fateful morning, I had no way of knowing that it would be my last day as Matt McCoy. After showering and dressing quickly (how I long for those days!) I bolted out the door for my train, looking forward to another manic day on the floor. Although I was one of the youngest traders at the Chicago exchan...

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

The Date

by Cagivagurl on Apr 17, 2019
Loving Wives

My name is Oliver, Oliver Jackson and I am married to Victoria. We have been married for fourteen years. We were married when we were both in our early twenties; we have two children, Keith and Russell who are now into their teenage years. I work for an accountants firm and my wife Vicky works for a local automotive parts distributor as an account manager....