Ladyboy Stories

221 results
Orientation
Length
Source
Infinite Scroll

Seduced and Hoodwinked Ch. 04

by walterio on Jan 7, 2018
Transsexuals & Crossdressers

SHOPPING, MASSAGES AND SEX On Tuesday morning Darin and the ladyboys passed on sex and after breakfast they went shopping. They picked up supplies first and then went to a boutique and picked up some new clothes and accessories. They stopped for lunch afterward and at the restaurant many eyes were on the three beauties. Darin was sure that people were wonde...

Tales From the Netherworlds

by JackOLantern on Jul 20, 2018
Fan Fiction

The Netherworlds. There are a countless number of them in the universe, all with their own societies and customs. Why, nearly anything you could think of could be represented in the form of one of these demonic worlds. A world that has been converted into a gigantic spa resort run by slimes that poison their customers instead of detoxifying them? Why not? A...

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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...

The Incident

by Evenite on Oct 14, 2015
Fetish

"Three months, three months since I've moved here yet I've still not unpacked everything," you mumble to yourself "Slacker as always". Looking around your one bedroom apartment you notice not much has changed. Packing boxes are still piled unopened in the corner, at least the important stuff is set-up you think to yourself noticing the du...

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Blackmailed by a Bitch

by HarlanPilate on Sep 25, 2017
Transsexuals & Crossdressers

'I got it,' Laura said, running into the kitchen. 'I got the job!' That's great,' Dave said. He hugged his fiancée, full of joy at the news. Laura had been desperate to find a new job. Anything to get away from the place where she worked under her nightmare boss, Gloria. 'When do you start?' Laura's smile disappeared. 'As soon as I get my reference.' 'Fro...

Sexy Thai Student Welcomes Teacher

by StarfireMayo on Sep 12, 2017
Fetish

Episode nine of the erotic photo journals of an English Teacher in Thailand. I guess this all began nine months previously while drinking with my buddy Dave in the UK. After a few beers, he had turned to me and said: "Tony, why don't you leave that f... lazy, money grabbing slag wife of yours? Tell me, Joanne fucks you how many times a day?" I looked...

The Neighborhood Ladyboy Ch. 02

by Rstyusameg on Sep 16, 2017
Transsexuals & Crossdressers

All characters are fictional, except me, everyone in the story is over 21. My stories will involve, male/male sex, cross-dressing, and bad language, so if this offends you please don't bother reading. * It's been a week since that nameless Mexican fucker used and abused my asshole. What? He's not going to hit me up? Am I not good enough for him?! These th...

My Cleaner

by gendidi on Sep 13, 2017
Transsexuals & Crossdressers

I'm a 40 years old married man. My wife is much older and we stopped having sex a few year ago. We spend a few months a year in our homes in UK and Malaysia. I have never had experience with a ladyboy my whole life. Just not my cup of tea. We went to LOS a few times and saw ladyboys on the street but nothing happened. Due to my looks, I did attract some femb...

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...

The Chief Pt. 02

by Aunt_Joanne on Sep 16, 2017
Transsexuals & Crossdressers

I awoke the next morning to the aroma of bacon frying. I was alone in a strange bed, and for a moment, I couldn't remember where I was. Then it all came back to me. It hadn't been some vivid erotic dream. I was lying in another man's bed, naked except for a pair of pink nylon panties. My stockings and garter belt were discarded on the floor, and my male clot...