Thai Ladyboy Stories

2,151 results
Orientation
Length
Source
Infinite Scroll

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...

28-year-old Bisexual Stepfather Ch. 18

by walterio on Apr 16, 2018
Novels and Novellas

AUTHOR'S NOTE: Reader feedback was to continue with this series. Thank you! Reminder: This series contains straight sex, bisexual sex, gay sex and incest. ***** DAY TWO OF THE CRUISE That morning Dustin was up early and decided to get a quick workout in before breakfast. He went to the fitness center whish was virtually empty. There were only a few other...

Agnes Dourville Ch. 12

by ValoryG on Sep 16, 2017
Transsexuals & Crossdressers

When the massive shovel at the bottom of the open-pit mine drops its load into my oversized dump truck, I shudder along with the entire vehicle. In fact, the earth itself shudders. I'm being loaded with taconite by one of the largest hydraulic earth-shovels in the world. Wearing panties while doing so gives me such a perverse pleasure.... I gun the diesel e...

Wild Asian Adventure Ch. 05

by SubBiLover on Sep 14, 2017
Group Sex

It was time to go. I threw on a pair of shorts and a shirt and watched as Karin slipped a little sun dress over her naked body. See that I had a feeling our clothes wouldn't be on long where ever we were going. We walked out and found grabbed a quick bite to eat before getting into a cab and going to an address that Karin gave to the driver on a piece of p...

My Thai Ladyboy

by TheSevenSeas on Apr 27, 2020
Transgender & Crossdressers

There is a saying that 'when one door closes, another opens.' That was certainly true for me. My relationship with Jen (see my previous story: My First Ladyboy) continued for some time, but we rarely managed to see each other. I was mostly working in Africa and just couldn't get over to the Philippines very often. Eventually we drifted apart. Yet I was truly...

Cockatoo Pt. 16

by nikkiesilk on Sep 14, 2017
Transsexuals & Crossdressers

I live for feedback. ***** We decided to have a celebration dinner tonight downstairs and Alex disappeared to the restaurant to organise the dinner. Areeya had to go down to Cockatoo to sort out some issues they were having and so I was left to my own devices for a while. We agreed we would all get together at Cockatoo for a drink before dinner. The firs...

Meat

by xploring96 on Sep 15, 2017
Transsexuals & Crossdressers

The following story includes a transgender character, Domination/submission and derogatory terms used to humiliate. If this offends you please do not read any further. * James was supposed to meet a friend for a late dinner at "Meat," the best steak restaurant in town. Then just as James arrived, he received a text informing him something had come up, and...

Cockatoo Pt. 17

by nikkiesilk on Sep 19, 2017
Transsexuals & Crossdressers

Previously in Cockatoo James, recently divorced, travels to Bangkok on business for a fresh start. He meets Alex, a friend from their university days, whom he discovers is now transgender. Alex and her partner, Areeya, a Thai girl, run a successful restaurant and ladyboy bar on Koh Samui, an island off the coast of Thailand. James falls in love with Alex an...

Friend in Need is a Friend Indeed

by StarfireMayo on Sep 12, 2017
Loving Wives

Episode eight of the erotic photo journals of an English Teacher in Thailand. * Noi held me tight. I felt her warm body press against my back. I counted myself very lucky indeed to have settled down with this particular girl. Noi is always very attentive, loving, and obedient. Thai women are very shy and prude in public, and make up for repressing their e...

Without You I Have Nothing Ch. 28

by JAScooter on Sep 15, 2017
Novels and Novellas

Resuming his position at the kitchen doors, the old Chinese carefully controlled the waiters as they successfully served Dingo's guests. Then, tiring of the charade, he turned, pushed on the swinging doors into the kitchen and grunted an order in Cantonese. Carrying a roasted pig's head on a huge platter, two waiters appeared. They followed the old Chinese...