Asian Ladyboy Stories

12,026 results
Orientation
Length
Source
Infinite Scroll

Naughty Thai Student Gets Extra

by StarfireMayo on Sep 12, 2017
Fetish

This is the third instalment from my Thai Journals. They recount the sexy autobiographical adventures of an expat working in Thailand. * When I held out the tub of Vaseline to the middle-aged Thai woman at the counter of Boots Chemist in Chiang Mai, she gave me a brief knowing but brief smile. "Another horny ex-pat "fareng" walking around with a sore di...

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...

One Night in Bangkok

by trouser on Oct 25, 2015
Transsexual

You were extremely nervous. Not only was it your first time to Bangkok, or Asia in general, but you had also arranged to turn one of your most secret fantasies into reality: One night with a thai ladyboy. And since your company had sent you for an important meeting to Bangkok the chance was finally there. You had already hooked up with some potential ladyboy...

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Thai Travels Ch. 06

by S_Queen on Jan 4, 2018
Transsexuals & Crossdressers

Welcome back, readers, for the final chapter of my story. If you've been with me since the beginning, you will have accompanied me on a taboo shattering journey, both geographical and sexual. I discovered a flair for public sex, I engaged in group sex and threesomes with lesbians, I fucked gays up the arse and received expert blowjobs from them, I played wit...

Anal Anywhere, Anytime Ch. 02

by walterio on Jan 22, 2020
Anal

BEFORE CHARLOTTE As long as Walt could remember he had been drawn to a shapely female bottom. I didn't have sex until I was 18 but I had hundreds of boners from just looking at the outline of curvy buttocks contained in skirts and slacks. I found myself watching TV hoping to get a look at an actress's derriere. Even during commercials, I checked out a curvy...

Ladyboy DP for Thai Wife

by StarfireMayo on Sep 19, 2017
Transsexuals & Crossdressers

Part five of the erotic photo journals of an English Teacher in Thailand. * Dear Reader: Some people are not comfortable with their own sexuality and they object to cuckold and bi-sexual stories. That is okay - To those people I would suggest not to read this story or to leave your negative comments. * I opened my eyes and lay still in bed, awake unusu...

Ladyboy Maid

by HarlanPilate on Sep 25, 2017
Transsexuals & Crossdressers

'Hi,' she said, her voice sultry. 'I'm the new maid. Lisa.' The new maid had turned up at the house of Mark and Susan Reynolds. Mark had answered the door, and he was impressed. Lisa was around thirty, with large brown eyes and wide red ruby lips. Her exotic features made Mark think that she was from somewhere near Persia. She was about 5'6" in black high-...

Alone In Pattaya

by gendidi on Mar 9, 2020
Transgender & Crossdressers

That must be almost 10 yeas now. I was in my late 30s and married back then. I was working for an international company as Regional Director. Every few months, I had to fly to Asia for business meetings. One year, I went to Southeast Asia for a business trip but unfortunately the meeting in Bangkok was cancelled at the very last minute. so I had a few days...

The unexpected housekeeper

by manhasso on Mar 30, 2020
Transgender & Crossdressers

After experiencing difficulties in his personal life, a lawyer discovers the benefits of having a live-in housemaid. 1.Prelude After almost 20 years of legal profession, I was now an accomplished lawyer: I had my own firm, several younger lawyers working for me, big and important clients, a sports car, and a house on the hills overlooking the city. But...

Craigslist Encounters Ch. 01: Craigslist Cumslut

by xploring96 on Feb 5, 2018
Transsexuals & Crossdressers

The following story includes transgender characters, Domination/submission, and denigrating terms used to humiliate. If this offends you please do not read any further. Feedback on my stories is always appreciated. There maybe additional chapters to this story depending on how this is one is received. If you would like to see a second chapter let me know b...