Trans Surprise Stories

136,543 results
Orientation
Length
Source
Infinite Scroll

Lost Empire Ch. 23

by Pars001 on Sep 14, 2017
Non-Erotic

Cold, it was deadly cold, shivering the man tried to move but found that almost every bone in his body was broken or fractured. Reaching in he began to use his training to deaden almost all the pain, then began to painstakingly drag his body to the escape capsule. A small smile briefly crossed his lips, that bastard was going to pay dearly for what he'd done...

Kerith and Kamilka Ch. 03

by NormaJane on Dec 3, 2017
Erotic Couplings

In 'Kerith and Kamilka 1,' lesbian and trans-woman met, in a fantasy based on the imaginings of another Literoticist. 'Kerith and Kamilka 2' covered their second mating, Kerith narrating. Kamilka now narrates the final episode. PROPOSAL On our third anniversary we arrived home from work together. Without delaying to snack or shower we began to undress each...

Lost Empire Ch. 37

by Pars001 on Sep 15, 2017
Non-Erotic

Johnathon Hartwell and Derrick O'Toma were on the exercise mat facing each other. Lucie Hartwell, Shelby, Mary 2, and 1 were all standing on the side. A worried look was on Lucie's face. "Why can't you stop them? This is complete insanity! They could kill each other! Mary you have to prevent this!" Lucie was pleading with Mary. "Under mandates, rules and o...

George, Donna and... Charlie? Ch. 02

by MattblackUK on Jul 6, 2020
Transgender & Crossdressers

I'd like to thank Randi for her editorial help and assistance in making this story more polished. Several months after the events at the airport, George was working in his office when his secretary buzzed him and said, "George, your 10AM appointment is here. I have sent her into conference room three. I have made sure she has a drink. Are you needing a drin...

Lost Empire Ch. 09

by Pars001 on Sep 13, 2017
Non-Erotic

Laughing Derrick read all the reports that came in, the commander of the ship that had fired on them screaming that they were an ancient evil that needed to be destroyed. Leave it to be said that the man, was placed in a restrictive jacket and holding cell. After Shelby detected the change in scan designed to specifically to detect them, Derrick became very...

The Molly Virus Ch. 02

by Sissyhalo on Sep 13, 2017
Transsexuals & Crossdressers

There this absolutely hot girl at the frat party called Cherry. She came with a bunch of hot chicks, but she, she is something else the classic blonde with these huge tits that have to be implants, they're too big, too firm for her to be going braless but those nipples are poking through amazingly. I dance with her and she has me so turned on my balls hur...

Trans-girl Exercise

by Green_Fingers on Jul 6, 2020
Transgender & Crossdressers

I was in Glasgow for work and had to stay overnight. I wasn't staying in the usual hotel so I didn't know the area well, and in the evening I went outside of the hotel to look around. There were not too many places to go for an evening drink it seemed, so I went round the streets. It was dark, wet and I was tired, so I was not to fussy where I would end up....

Working Out Issues Ch. 11

by blake1 on Dec 30, 2019
Transgender & Crossdressers

"You're so good with your fingers," I cooed. Cara smirked, "Yeah. It comes with the territory." She continued plucking away at her bass. Her fingers danced confidently up and down the fretboard as she played, filling the store with deep rhythmic music. I watched her in awe. We had been going out for almost three weeks but it was still hard to get over jus...

A College Tryst Remembered

by red_dee_f on Jun 5, 2018
Loving Wives

My husband and I married very young. I had attended college one year and he two years when we decided to tie the knot. As soon as we were married we went away to college, about 3 hours away from our two hometowns, which were side by side. Things went pretty well for a while because we didn't really know anyone at the campus except for each other. Once we got...

Trans Desire

by blozo on May 22, 2018
Transsexuals & Crossdressers

This story is meant to be somewhat funny, while also being stimulating to a small group of people who enjoy the unusual fetish of autofellatio, and the larger group of people who think transgender women are hot. It is complete fiction, and in real life, although the author's junk is slightly larger than average, there is no way on earth his short, stocky t...