Ladyboy Stories

231 results
Orientation
Length
Category
Source
Infinite Scroll

A Ladyboy for Master Hans

by justincbenedict on Sep 16, 2017
Fetish

After Chip had cooked dinner and waited on Hans, and had his own meal in the kitchen, cleaning up quickly, he got busy polishing Hans's shoes and boots. But in the middle of polishing Master Hans's last set of boots, Hans interrupted Chip. "Chip. How many times I must tell you? You have not written down your Stuhlgang, your poo-poo!." Hans, who was a st...

A Ladyboy

by Owmyballs on Apr 29, 2025

Hello. My name is Chantara Noi. I am a twenty- two year old ladyboy from Bangkok Thailand who recently emigrated to the United States. Today I live in Columbus Ohio. I have shoulder length black hair and gorgeous brown eyes. I'm five foot two and petite with average sized breasts. Please don't ask if my tits are real. I'm a ladyboy...of course they're fake d...

Hi, Polly

by MawrGorshin on Sep 16, 2017
Interracial Love

In Pattaya Beach, Thailand, Polly, a short, pretty young Thai prostitute, was chatting with her ladyboy friend Anchali. They were sitting on the steps of the entrance to an eatery owned by Polly's older brother. As the two friends were chatting, Polly watched the white male tourists as they walked by; she smiled at the better-looking ones. Anchali frowned....

A Pornographer's Apocalypse

by eneo on Sep 1, 2017
Humor & Satire

[Inspired by and dedicated to a very lovely Swedish woman The screenplay was submitted separately] Director's Diary 12.1.2011: We're waiting for Moi and Soi to get here, they're the asian ladyboys we've booked to play Toi and Noi. From their pictures they seem super hot and I think we'll get a boxcover that people will love. I picture Soi sucking off Moi...

NOT Waiting For Godot XXX

by eneo on Sep 1, 2017
Humor & Satire

Characters: Noi Toi Moi, the ladyboy actress who plays Noi Me, the writer, director and DP (director of photography you dirty-minded people!) Yes, I appear in all of my movies, usually as the lead actor, a balding Jewish nebbish who gets the best and prettiest asian ladyboys. and featuring Ron Jeremy, as Marlan Bondo Opening Scene: [Dialogue between T...

My Diary Ch. 01

by sexually__confused on Sep 16, 2017
Toys & Masturbation

This diary will chronicle my explorations into my sexuality and explorations of my deepest forbidden desires. Thank you for any feedback, D. Chapter 1. March 27, 2010 I am somewhat confused and frustrated in my sexuality. I am a 28 year-old male and am relatively straight. I do, however, enjoy anal play during masturbation - a fact I have not shared with m...

Business to Improve Sex Lives Ch. 05

by walterio on Oct 23, 2018
Novels and Novellas

MORE EROTIC TRAINING ON THE AGENDA Trace and Brittany woke up in a spoon position with his morning erection pressed into her curvy bottom. His hands encircled her upper body and fondled her lovely breasts. If they didn't have a client that day they would have made passionate love as they always enjoyed each other so much. "I really love your body and cares...

Lust and Love with Leona

by cbachtland on Sep 17, 2017
Celebrities & Fan Fiction

This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not stop thinking of Leona and that I stayed at home fretting and loo...

Thai Girls are the Best

by trueorfalse on Apr 3, 2018
Anal

My Thai girlfriend is Ping, and on one evening she had taken me to a bar area called the Nana Plaza in the steamy hot city of Bangkok. This is the largest red light area in Bangkok, and was very lively with many young ladies working the bars and the clubs. We sat outside one bar which had a dozen working girls and sipped our drinks. We liked to people watch...

A Nerds first Taste …

on Apr 22, 2025

Tyler Jones is a short and geeky nerd, always has been and always will be. Ty likes the way he is but the only thing that does bother him and scares him is the fact that no girls have any kind of interest in him at all, not even the geeky girls shows him any type of affection. One day by accident while surfing the web, Ty was typing beautiful girls to look a...