Lesbian Ladyboy Porn Story Stories

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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...

Shemale in Porn Theatre

by Subman666 on Apr 14, 2020
Transgender & Crossdressers

This action begins with my weekly trip to the local porn shop, made up of the typical video booths as well as four open rooms with big TVs showing various movies. It's afternoon when I enter, and I immediately walk into the video viewing area, a dark open room with straight porn continuously running. The place is set up like a big square track, so as I walk...

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...

Makati Ch. 05

by massageaddict on Jul 15, 2020
Novels and Novellas

I sat at my favorite table smoking when Lilly showed up to ask if I needed anything. I asked for a bottle of Perrier and she smiled and said "Right away Mr. Bob." I sent off a few emails, sent some pictures of the new place to my wife and then scrolled through my WeChat deleting all the whores wanting to connect then checked my Whatspp. I had a message from...

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...

Made to Obey Ch. 01

by madetoobey on Jun 18, 2019
Transgender & Crossdressers

Let's get this straight. I'm not gay, not a sissy or faggot, I'm a normal 30ish heterosexual guy okay! So why you might ask am I writing this dressed in a dark blue dress, black stockings with suspender belt, light blue panties with a white polka-dot pattern and bow, matching bra, 3-inch-high-heels, with my cock in a chastity-cage and with my hair, make-up,...

The Lab Rat Pt. 04

by TheMarlboroMan on May 13, 2020
Transgender & Crossdressers

The Lab Rat Part 4 Karla Wasley, Leah Guzman, Robin Venters, and Anna Edwards were standing there in an observation room watching me in my total nakedness via the eight-foot wall screen thanks to hidden cameras in the examination room as I came all over the ladyboy's face after he could no longer swallow what I was spurting fast enough. What struck them as...

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...

Open in Reader

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...

My First Ladyboy Experience

by Junglist187 on May 11, 2020
Transgender & Crossdressers

I'm a typical man, big hairy and rough on the edges. For as long as I have had internet access I've always been drawn to watching shemale/ladyboy porn, just the sight of such magnificent female bodies always ignited a flame in my crotch area, I had masturbated to these clips thousands of times and I still do to this day. That was as far as that went. I r...