Transsexuals & Crossdressers Stories

15,868 results
Orientation
Length
Source
Infinite Scroll

You're My Bitch Now Ch. 01

by nikkiesilk on Sep 12, 2017
Transsexuals & Crossdressers

Rick stifled a yawn. He had just come off a double shift on the IT help desk at the company where he worked and he was dog tired. It was a thankless job; he was constantly being yelled at by executives so inept he wondered how they managed to switch on a kettle. They possessed a seemingly infinite capacity to screw up their computers, and then blame it on th...

Home Alone with Beth

by Benny024 on Sep 19, 2017
Transsexuals & Crossdressers

Warning, this title contains the following: explicit sex, graphic language, and some violent situations. In addition, all characters in any sexually explicit conduct are over the age of eighteen (18) years at the time this story was written. * I had recently sprained my ankle badly at our annual, summer picnic softball game and was gimping around on a cru...

From a Husband to a Dutiful Sissy Ch. 11

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

The way this chapter turns out to be, I suggest one may need some tissues... Don't say I didn't warn you. ***** Chapter Eleven: Jack and Chantel, Life's Ups and Downs. I wake up to another new and exciting morning, It's cold out but sunny, Fall is soon moving to Winter. Out of my nightie and into the shower I am invigorated by the warm water. Getting out...

From a Husband to a Dutiful Sissy Ch. 09

by Sissy_Chantel on Sep 18, 2017
Transsexuals & Crossdressers

The story will now move one month forward to start at Chapter Nine. This will allow the setting up of Chantel's new career as a transsexual and higher class t-girl escort. The chapter will move through time from her first time as a t-girl escort to a couple of months as a t-girl escort... I hope you all enjoy. ***** Chapter Nine: My First Night as a T-Girl...

My Weekend Surprise Ch. 01

by pinkpanteez247 on Sep 19, 2017
Transsexuals & Crossdressers

This story is another fantasy of mine, of which I have many. My wife knows about my panty wearing and is OK with it but that's as far as she'll let me go, so I cross-dress when I get some alone time. I try to get into as much detail without making it a book to read. I like to read short stories that get to the point. I hope you have as much pleasure reading,...

Been Caught Cheating Ch. 03

by rebeldoll on Sep 15, 2017
Transsexuals & Crossdressers

I awoke in pain. I had slept bound all night. And it also seemed that I had been hit with something to wake me up. Angela was standing over me with one hand on her hip and the other holding my bounds that I slept in. She was already dressed and ready to go. I looked around to make sure we were alone this morning, only to find we were but I was still in panti...

Jamie's Descent Pt. 02

by nikkiesilk on Sep 18, 2017
Transsexuals & Crossdressers

'That's it, baby,' Vanessa purred as she snaked her hips forwards and back, gently sliding the strapon in and out of my mouth. I could no longer think rationally, as any self control I still had slipped away and trance like, my eyes closed, I sucked the rubber phallus in and out of my lips. 'Baby, you love this don't you?' Vanessa's voice took on a hypnoti...

Becoming Cassie Ch. 03

by TGJamie on Sep 25, 2017
Transsexuals & Crossdressers

For the next two weeks all I could think about was being Cassie again. All my life I've always had dreams of being dressed but the people in those fantasies were never real. My fantasies were now becoming realities. And I had to wonder what were the Warrens thinking this week. I had really been expecting the absolute worst scenario if I got caught in real...

His Son's Teacher Ch. 05

by GillianCD on Sep 15, 2017
Transsexuals & Crossdressers

~4~ Tiffany's world was black, almost pitch black although she knew it was still day. She tried to move, but could not. If she struggled too much the nylon ropes Dave had tied around her wrists and ankles would start to warmly chaffe. She could move her head from side to side and even lift it off the pillow. But she could not see anything through the thick...

Shemale Beauty: 1st Female Conquest

by silkstockingslover on Sep 13, 2017
Transsexuals & Crossdressers

Summary: 18-year-old discovers her powerful sexual persona. Note 1: This is the first of potentially many shemale stories starring the beautiful seductress Kara... Note 2: Thanks to... Tex Beethoven, Robert, and David for editing this story. Shemale Beauty: 1st Female Conquest Everyone has hobbies. For most people, hobbies can be activities like trav...