Shemale Fucking Guy Stories

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Infinite Scroll

The Sexiest Shemales Ch. 01

by cleanly_shaven on Sep 13, 2017
Transsexuals & Crossdressers

When I wake up in the morning, I wake up next to the sexiest shemale in the world...right after me, of course. I woke up this morning next to Holly, my beautiful shemale girlfriend. She was still sleeping in our big bed. The sun was shining in on our bed with our white sheets and white comforter. She was naked of course, except for a bright pink g-string....

The Society Ch. 03

by Barno on Sep 13, 2017
Transsexuals & Crossdressers

Heidi's erect penis was sliding in and out more easily now. When she first mounted me being gentle wasn't her first priority. It was my first match and I had almost beaten her according to the wrestling judge. In fact many in the crowd of 60 or so spectators had disagreed and showed it by booing the decision, it had been that close a contest. This didn't sit...

Tits Have Benefits Ch. 10

by hottchic on Sep 18, 2017
Transsexuals & Crossdressers

Did Andrea die in a hate crime, killed by 2 Rapists? If Andrea did die how can she write the story? The answers to these questions and more will now be revealed..... "Unexplained events in our lives have led many of us to the conclusion that there are some events which clearly fall into the realm of what might be called paranormal or supernatural. Many...

Sam and Jodie - A Fairy Tale

by 33shadesofmorg on Jan 21, 2020
Transgender & Crossdressers

THE CHRONICLES (AND THE CHARACTERS) OF SAM AND JODIE (A FAIRY TALE) PREFACE THE HORN I am looking for a unicorn. But I cannot find this beautiful and magical creature. Something so rare and special that few believe exist. But I believe. I know she is out there. I also know that when my unicorn and I find each other - boom - explosions of sparkle dust, a...

Amatuer Strip Night Ch. 02

by Travel_by_day on Sep 16, 2017
Transsexuals & Crossdressers

Sasha stood in her bra and panties looking nervously out over the crowd at the topless strip club. She shuffled her feet and looked down, her blonde hair covering her face and she wondered to herself if coming back out onto the floor had been a good idea at all. Sasha had just won first place at the topless bar's amateur strip night, putting on a rocking co...

Dark Life

by Samuelx on Sep 14, 2017
Transsexuals & Crossdressers

Kiara looked at herself in the mirror. She liked what she saw. A tall girl with long black hair and pale blue eyes. Her skin was light bronze. She stood five feet eleven inches tall in her bare feet. She had just stepped out of the shower and finished drying herself up. Kiara was a pretty girl and she could hold her own against most of the other females out...

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

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Life for Futa

by GCStarnen on Jul 22, 2018
Fetish

Disclaimer: This story is the story "Living in a Futanari society"/Shemale Worldo but kind of reborn, somethings in the story have been edited here and there and some characters names and traits they have might also change from the original. (Such as the mothers name being changed). Also this story is hugely inspired by Futanari World/Shemale World...

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Hot Massage

by william125 on Sep 26, 2017
Transsexual

It's been a busy day at the spa. You decided to stay on working at the spa in your university town over the summer break rather than move back in with your parents. The spa offered an excellent training program for new starters and you found you were a natural. You quickly went from collecting used towels to massaging regular clients. As you wash the oil fro...

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Finding My Shemale Goddess Ch. 01

by TheGuyInBlack on Sep 11, 2017
Transsexuals & Crossdressers

Hi, and thanks for reading my first ever submission on this site. I want this to be a multi-part series, so if you have any suggestions I'll be happy to read them. Also, I'd be grateful for any constructive criticism you may have. Thanks again for reading and enjoy! -TheGuyInBlack ********** My hand was trembling as I knocked on her door, I've never been...