Ladyboy Stories

202 results
Orientation
Length
Source
Infinite Scroll

One Night in Bangkok

by trouser on Sep 26, 2017
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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What Happens in Bangkok

by daddyslittlebitch on Sep 14, 2017
Incest/Taboo

I was in Thailand with my brother. Two years my senior, Dom was always the slightly more adventurous of the two of us and had proposed this trip to South-east Asia in the summer between my graduating from school and beginning at college. At 18, I remained a little self conscious and unsure of myself. I had seen very little of the world and the exotic sights...

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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-...

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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...

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Seduced and Hoodwinked

by walterio on Dec 27, 2017
Transsexuals & Crossdressers

INTRODUCTION Darin Thomas loved his job as a masseuse working at an upscale spa in California. He loved massaging the bodies of wealthy and horny women. There were some who just had a massage and others who wanted sex following the massage. Each massage room was private and the door could be locked to insure privacy and no interruptions. He was still stud...

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Ladyboy for my Thai Wife

by StarfireMayo on Sep 19, 2017
Transsexuals & Crossdressers

Dear Reader: Some people are not comfortable with their own sexuality and they object to cuckold stories and wife sharing. That is okay - To those people I would suggest not to read this story or to leave negative comments. To all the many others, and especially my thousands of readers and fans please read on- and enjoy. If you like this story, do not forget...

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My Cleaner Ch. 03

by gendidi on Sep 15, 2017
Transsexuals & Crossdressers

My father had a second stroke recently. The moment I got the news, I was asked to fly back immediately by my mom. I can fully understand, a man in his 80's...My wife was getting frail and could hardly walk. So, I decided to hire someone to look after her and I went back alone. I bought the next available flight flying East. After 13 hours' flight I finally...

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Ladyboy Loves Up The Midwest

by danielblue on Sep 16, 2017
Transsexuals & Crossdressers

When Jasmine, a Thai ladyboy, moved into a small town in Iowa the locals didn't know what had hit them. She was instantly the talk of the town; initially for being so different and exotic but once she opened her club her reputation spread right across the county and state line. It was only a really small place with just room enough for eight tables. But you...

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My Cleaner Ch. 02

by gendidi on Sep 15, 2017
Transsexuals & Crossdressers

I only went back to my home country once a year. This year, I went back alone because my wife wasn't physically fit to travel. I had to leave her back in UK because my parents were in their late 70s. I needed to spend as much time with them as possible. When I arrived in Kuala Lumpur, it was late afternoon. I didn't sleep well at all on the flight and I wa...

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A Perfect Life

by FarangPrince on Sep 13, 2017
Transsexuals & Crossdressers

As I write this, I am sitting at my laptop computer on the balcony of my apartment in Bangkok, Thailand. Behind me my ladyboy lover is puttering around in the kitchen, washing the dishes from our breakfast. My lover is a beautiful Thai ladyboy. She has gorgeous features – lovely almond-shaped dark eyes, upturned sexy lips, dark smooth skin, thick black hair...

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