Tranny Stories

1,390 results
Orientation
Length
Source
Infinite Scroll

The Remedy is Worse...

by mykaltrent on Sep 17, 2017
BDSM

*IMPORTANT, PLEASE READ* The narrator of this story is a post-op FTM transsexual. "Hello?" "Hey, Michael, it's Trent. Listen, you wanna come over? See what trouble we can get into together tonight?" "Uhm... Sure?" I chuckled, "Why uh... Why so sudden, Trent?" "No reason. But I want you here. Now." "Okay, I'll see you in a minute, I guess. Bye...?" H...

Gillian's Justice Ch. 05

by MicheleNylons on Sep 23, 2019
Transgender & Crossdressers

Chapter Five - Porridge Annabelle Creighton and Brian McCaffey both gave their closing remarks to the jury. Annabelle summarised the case against Gillian. Gillian was found at the scene of the murder locked in her office with Lord Edward Beaumont's body on the floor, stabbed repeatedly in the back. She was covered in his blood and had his semen was inside...

Maid to Order Ch. 06

by MicheleNylons on Oct 13, 2020
Transgender & Crossdressers

Michele and Bill talked late in the night stopping whenever their lust for each other overtook their need to converse. Arrangements were made, compromises reached and finally a mutually beneficial arrangement was entered into. "Ok Bill let's call it a night and tomorrow we give our plan a try," Michele said yawning as she stood. Her maid's uniform was quit...

The Fappening

by YKN4949 on Sep 25, 2017
Transsexuals & Crossdressers

Part I: The Data Breach I padded quietly down my stairs and crossed over into the kitchen. I felt the need to be absolutely silent for some reason even though I was, as usual, totally alone. Maybe it was something about the absolute silence of the early morning, with the crisp orange light pouring in through the window, that I didn't want to disturb. Maybe...

Ebb Tide Ch. 04b

by FinalStand on Sep 19, 2017
Erotic Couplings

*Editing magic performed by KJ24 and Shyqash, plus contributions by the regular gang of brigands and neer-do-wells* *Riptide: a strong tidal flow of water within estuaries and other enclosed tidal areas.* *This tale is an espionage fantasy under assault by reality* *The 'hero' of this tale might be considered a Libertarian, though the label means nothing...

New Gurl in Town Pt. 02

by GavinIsaNuisance on Oct 5, 2020
Transgender & Crossdressers

This story and its contents is entirely fictitious. Any similarities to persons or things living or dead is purely coincidental and entirely unintentional. All persons depicted in a naked/sexual manner are 18 and up. Andy begins his sissy adventures as Bianca, but will he be able to woo his crush Riley, or will he be forced to be Carol's bitch forever? We...

Trailer Trash Tranny Ch. 07

by Travel_by_day on Sep 26, 2017
Transsexuals & Crossdressers

Chapter 07: Odyssey Jeannie boarded the bus in Omaha, excited to be finally moving to New York City and starting her dream. In her hand, she was clutching her tickets to New York and a catalogue from a school in New York that offered a fashion design degree. She could feel her heart beating quickly in her newly enhanced chest. Unlike the clothes which Jean...

The Girl for Me Ch. 01

by bleepblorper on Apr 18, 2018
Transsexuals & Crossdressers

"Oh, don't stop," Phoebe moaned at me. Her hazel hair lay flopped back and forth on the pillow as her head flopped back and forth. "Don't stop! Fuck me, Will, fuck me!" I wondered why she thought I would stop at this point, with my dick already pounding her tight little pussy, or how I would even manage to. I was really just trying to hold back the flood of...

Blood

by Adrian Leverkuhn on Sep 1, 2017
Humor & Satire

If thus thou speakest, thou wilt have hatred from me, and will justly be subject to the lasting hatred of the dead. But leave me, and the folly that is mine alone, to suffer this dread thing; for I shall not suffer aught so dreadful as an ignoble death. Sophocles | Antigone +++++ October He was tired. He had been all week, but there was nothing new about...

Money Shot

by GavinIsaNuisance on Jul 6, 2020
Transgender & Crossdressers

All persons depicted in nude/sexual situations are 18 and up. This work is entirely fictitious. Any relationship to persons living or dead is unintentional and entirely coincidental. Shy nerdy virgin Danny is gets a project of a lifetime: photographing his shemale classmate in the nude which leads to new sexual experiences and a new lease on his formerly se...