Trans Cuckold Stories

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Orientation
Length
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Infinite Scroll

George, Donna and... Charlie? Ch. 02

by MattblackUK on Jul 6, 2020
Transgender & Crossdressers

I'd like to thank Randi for her editorial help and assistance in making this story more polished. Several months after the events at the airport, George was working in his office when his secretary buzzed him and said, "George, your 10AM appointment is here. I have sent her into conference room three. I have made sure she has a drink. Are you needing a drin...

Hentai World Ch. 04

by PrevertOne on Sep 14, 2017
Sci-Fi & Fantasy

Settling In By The Preve Thanks to Todger 65 for the edit Pussy Wagon The Fourth arrived at the Hansen Hilton and opened its doors. The passengers' rush to leave the van nearly became a melee. "Oh! Please do be careful," the A.I begged. "The safety protocols for the resort haven't been fully implemented yet." "I don't care!" Kathy shouted. "If I ha...

Diva Las Vegas Pt. 02

by tgirl_Mary on Sep 12, 2017
Transsexuals & Crossdressers

This is the second of a three part series. Please read Part One first for the character's backgrounds. ***** The story so far: Hal and Rona are a married couple from Kansas who lead fairly mild, vanilla lives. Rona has an obsession with watching Ru Paul's Drag Race on TV. Hal enjoys it too. He really loves how excited Rona gets when she watches it. For th...

The First Time She Fucked My Ass

by jangole on Jan 31, 2018
Transsexuals & Crossdressers

I dated a non-op mtf trans girl for some time, and we had lots of fun, but I wanted to write about the first time that I let her take control of me. We broke up years ago but I think about this almost every day. She was shorter than me, with dark hair and B cups, and a feminine face, and though she always wore her hair short, it never seemed boyish. I alway...

Futaristic

by Safi05 on Aug 10, 2018
Science Fiction

I was lying in her bed surrounded by scientists with all sorts of weirds instruments and flying drones scanning me. "The genetic pen is ready, sir." "Analyse the fetus, one last time..." "...Yes, Sir " 'sigh' The guy with multiples monocles on his right eye reinserted the probe inside my vagina for the seventh time as her hospit...

Open in Reader

Andrea Millhouse Pt. 07

by ThickAsThieves on Nov 4, 2019
Romance

__________ 17 __________ "How far is it from the hi-way?" Andrea now asked as we passed another shack. "He told me over the phone that it was eight miles." I replied. It was quite obvious that we had left suburban America behind us more than twenty five miles ago. The lavish farmland that we had seen an hour ago had now turned into clapboard squatter's s...

My Trans Sex Life Ch. 04

by EzraLewd on Nov 18, 2019
Transgender & Crossdressers

So I went to a party last weekend! It was my buddy's birthday, and it happens to coincide with Halloween, so he always does something fun. Last year a group of us got together, got tipsy, and went to a haunted house. The year before that a whole lot of us dressed up and went to see Happy Death Day (which honestly is a way better movie than we were expecting...

Luk in a Lincoln

by KeithD on Jan 7, 2020
Transgender & Crossdressers

"Park it in a safe, remote area, please. A girl wants to feel safe." The voice was soft and deep, with an alluring foreign accent. The figure was small, shapely, with long, black hair, a China-doll face, and a slinky crystal-beaded-covered spaghetti-strapped top, buttoning down from the cleavage split, above a matching, tight, miniskirt—a figure that sparkle...

The Clinic

by AlinaX on Sep 24, 2019
Transgender & Crossdressers

The clinic was in Bangkok, which made a certain amount of sense. What little I'd been able to find out for sure had been positive, and certainly there were a number of world famous gender correction specialists associated with the place. They wouldn't talk to anyone, however. They insisted that if I wished to learn anything about their procedures that I vis...

Tag Teaming a Trans Man

by altar boy on Sep 19, 2017
Transsexuals & Crossdressers

The store was pretty empty at that time of night when I went in. There were a few guys lurking around, pretending to look at the stripper clothes for their 'girlfriends'. But it wasn't like that inside the darkened theater at Adult Emporium. I bought a ticket after giving a sidelong glace to a couple of them who looked up when I walked in. I knew why they we...