Erotic Stories Ts Surprise Stories

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A TS Friend Pt. 01

by crypticguy143 on Nov 14, 2017
Transsexuals & Crossdressers

Hello readers, hope you enjoy this story. I am 32 years old guy and live near bay area in California. I have had a thing for Transsexuals since long but have not been fortunate enough to meet one. This story is a work of fiction and inspired by some of my fantasies. I might commit some grammatical and factual errors and I apologize for those in advance but I...

A New Adventure... Ch. 04

by johnjinglez1 on Nov 19, 2018
Transgender & Crossdressers

This is the fourth installment of my "Sex Diary." For the better part of a year and a half I decided to try some new things in the world of CD / TS / Sissy boys. All stories are 100% real. After my last encounter with Mia things really started to cool down on the TS/CD front for me; I'd met a couple of girls who really interested me and were satisfying my s...

Vendetta

by RexEatapuss on Sep 17, 2017
Celebrities & Fan Fiction

This is a true story, I swear, up to a certain point. It then becomes a fantasy of what may have happened, had things continued. Conversations are repeated as closely as I can remember them. Some names and locations have been changed to protect the guilty. ---------------------------------------------------------- I love my wife, but due to various reason...

Building a Better Girlfriend

by DocGrok on Apr 22, 2025

Have you found yourself lonely for too long? Awkward conversations that were supposed to be a meet-cute, dating apps empty or non-responsive, clubs or nightlife not really your jam? Wishing for someone that gets you on your level? If any of these apply to you, read on. In the pages beyond we join our protagonist in a reality close to our own, wherein strange...

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TS Madison Simply Rocks!

by Samuelx on Sep 16, 2017
Celebrities & Fan Fiction

African-American porn legend, amateur Rapper, YouTube sensation and all-around brilliant entrepreneur Brian Pumper smiled smugly as he slid his long and thick ebony dick into Lethal Lipps tight butt hole. The big-bottomed, caramel-hued porn starlet with the infamously thick, luscious lips and ever-hungry pussy purred contentedly as Brian Pumper's big dick fi...

Mother's Secret

by pandsal on Sep 3, 2017
Erotic Couplings

Common sense, and eventually our own experience, tell us that even when we have become adults our parents are probably still having sex. Yet it remains uncomfortable to confront; on the whole we prefer not to think about it. That was certainly true in my case - until the day I came upon the clearest possible evidence of my mother’s very active sexual existen...

Fun in Dallas with a TS

by Stryk on Sep 16, 2017
Transsexuals & Crossdressers

This is the story of one of my first experiences ever with a TS. All of my stories are 100% true It is my goal to one day be able to tell all of the sexual escapades I've had, largely thanks to the Internet. I am an average looking, slightly overweight guy. I am no stud or jock by any means. . I'm about 6'0 and just over 200lbs. Slightly overweight, defin...

TS Madison Tops Brian Pumper!

by Samuelx on Sep 17, 2017
Celebrities & Fan Fiction

Lying on his back, legs spread, the African-American porn star and icon known as Brian Pumper was right where he was born to me. Smiling wickedly, TS Madison, also known as Big Dick Bitch, the world's most famous transsexual performer, was ready to give her biggest fan one helluva treat. Oh fuck, Brian Pumper said, moaning quite deeply as TS Madison pushed h...

The Black Porn King

by Samuelx on Sep 14, 2020
Celebrities & Fan Fiction

"You know you want this," TS Madison said, smiling as she worked her long and thick ebony cock into Sean Michaels ass hole. In this motel located in Van Nuys, California, the action was heating up. The tall, dark and handsome African American porn king made quite a splash in the adult film industry when he went from fucking sexy women of all races to banging...

Hero in the Erotic Dungeon

by Bonnermun12 on Apr 29, 2025

As the sun sets in the distance, you look around at the results of your decisive battle. your party members lie battered on the ground motionless as the dark lord stands triumphantly. "Kakaka! After all your your posturing, is this truly the best you can do?" The Demon King cackles mockingly. "Honestly, I'm a little disappointed. I thought it...

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