Literotica Tranny Accident Stories

351,351 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Who Killed Jenny Schecter? Ch. 15

by OGSalli on Jun 9, 2020
Novels and Novellas

Chapter 15 Divided Highway "Okay, pull over here," Detective Sgt. Collins said. Lauren put on her hazard flashers and pulled off the road onto the shoulder. "Be careful getting out," Collins said. "They'll clip you." The shoulder was wide enough for Lauren's cruiser, but just barely. Collins and Carmen, who was riding in the back, carefully opened their...

The Chuck Lutkus Story

by Sydney_Smart on Sep 1, 2017
Humor & Satire

My name's Chuck, Chuck Lutkus and yeah I do kill people for a living but I'm really just a regular guy you know. Sure I got a taste for the finer things in life. I like Ray-Ban sunglasses, Baracuta G9 jackets, Lactose polo shirts, Sansabelt slacks, Keds Champions, Browning firearms, white Corvettes, smooth jazz and shirley temples but if you take away all of...

After Church

by alien_freak_nugget on Jan 15, 2019
Transgender & Crossdressers

I was just horny. All of the time. I just wanted to fuck someone in the worst way. 18 years old, never had a date. Too skinny, too weird. I wore my hair long, not a very hairy body, not very athletic. Just a skinny kid who didn't get any attention. Lot of church girls in the bible belt but they weren't very interested in me. I guess. It didn't seem like anyo...

Mature Tranny & The College Boy

by puzziboi on Sep 14, 2017
Transsexuals & Crossdressers

-Sup -Just at home relaxing -Can I come thru -What time? -1 hr -Can you make 30? -Yea Annette sat her glass of Chardonnay on the coffee table and darted upstairs. She was excited about the impending rendezvous with the 21 year old Umar. She recalled how she met the college sophomore who was on a baseball scholarship at a local Christian university thr...

Once Upon a Tranny

by Art on Sep 14, 2017
Transsexuals & Crossdressers

Once Upon a Tranny Art Kautz Copyright March, 2005 Bob was having a time with the winter traffic. It had snowed last night, the roads were slick, and all too many people were driving like they had never seen the stuff before. He had started out early in what turned out to be a vain attempt to get to the office on time. Conditions were worse than he had expe...

Harry Boner's Sex Academy

by Jenny_Jackson on Sep 1, 2017
Humor & Satire

"What the fuck?" Howie Long exclaimed. "What are you doing Harry? Harry Boner's Sex Academy? Is this another one of your nut-ball ideas?" "Yeah. You're gonna like this idea? I might even let you in on it," Harry Boner said smiling. "Just think about it. All these horny women coming to my warehouse looking for sex because their wimpy husbands and boyfriends...

Erin & Jeremy Ch. 03

by JDay on Sep 16, 2017
Novels and Novellas

Erin & Jeremy Chapter 3: And She Thought The Ride Was Over . . . Author’s Note: I would again like to thank agirl2envy for her help in this project. The name has remained changed to protect the sexy one. Erin sped up as she pulled on to the nearly deserted road. As she drove, the events of the last few days replayed themselves for her: Meeting her cyber-l...

A One Night Stand for Tranny G

by Creamyirish on Sep 16, 2017
Transsexuals & Crossdressers

The time had arrived for me to travel to see Tranny G, yet something felt different. I mentioned that HE is a soldier and really, I was never angry about the rape. It was such an experience, that I wander back to and repeat in my mind again and again, wet with the memories of the fear, the fight, the ultimate pleasure. I might as well tell you that I see mys...

Shemale Fun

by orangemaestro on Sep 26, 2017
Transsexual

You are a good-looking man in your mid-twenties. You are 5'10, 170 lbs., and in good shape, with some muscle definition. You have always considered yourself a man's man, but lately you have developed a curiosity about women with...something more. When you fantasize, you sometimes find yourself imagining a cock between the girl's legs. Pretty soon, that's the...

Open in Reader

The Evolution of Tranny G

by Creamyirish on Sep 13, 2017
Transsexuals & Crossdressers

My beloved Tranny G was so devastated by the one night stand and had lost her confidence. First she was made fun of while shopping, ending the evening with the "perfect" man, having her first true intimate experience with a man, only to find that his promise to call her was false. I did not see her on my last trip, as she was devastated and in her own lovi...