Shemale Fucks Male Stories

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Infinite Scroll

First Time with a Male Ch. 02

by DarkAvenger49 on Sep 16, 2017
Transsexuals & Crossdressers

After her hair was rinsed, Travis squeezed the water from her hair. Then he wrapped a towel around her head and sat her back up. Before Travis unwrapped the towel from around her head, Mavis reached over and began to massage his crotch. "We have company, darling," Travis said, as Mavis continued to massage his dick through his pants. "Don't let me stop y...

The Society Ch. 04

by Barno on Sep 13, 2017
Transsexuals & Crossdressers

I have a little explaining and an apology to make. The last installment of The Society, called The Society part 4 was uploaded by mistake. If you are following this story you will find that the first part of this installment is very similar to part 4. Please take this story for what it is, parts 1 through 3 and then followed by this installment, part 5. Sorr...

My Mom the BBC Shemale and My Wife

by yarracuda on Sep 25, 2017
Transsexuals & Crossdressers

After the wedding, we didn't move out from my mother's house as my salary is not enough to cover our expenses and since my wife is also not working. Mom allowed us to stay with her since she will be living alone if we move out. I had no issues with this as I save my expenses and on an off without my wife's knowledge I can suck mommy's dick and be fucked by...

College Shemale babysitter

by tomf15 on Sep 15, 2017
Transsexuals & Crossdressers

Disclaimer: All characters are 18 and over. Jessica pulled up in front of a large house at the end of the street. She looked down at the text; 1278 Backstreet. "This is the right place," she thought. Jessica was a fairly normal, attractive college girl. She studied hard, partied on weekends, and liked to work out. There was one thing that separated her f...

'''CHAT'''

by Ssrd33 on May 10, 2019
Transsexual

Hi Jhon!, Hi Mike ... I answered lazily ... like all the days, my life had become very routine and repetitive, at home my wife does not serve me as a man or husband, I think I was dating I sneaked in with another man, but at this point in my life I did not care and the children made a mess everywhere. I wanted to escape this prison from which I felt trapped,...

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The Sissification Act

by kin1041 on Dec 9, 2018
Transsexual

Nobody knows why but for some reason the birth rate of females began to decline. It got so bad that mankind was threatened by the decline of females. The Governments of the world tried to force women to have multiple children but that barley helped, and then passed many laws that let men basically fuck women whenever and wherever they want in hopes to increa...

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Anal Fuck Toys

by RedragonLite on Jul 12, 2020
Fetish

Join the CHYOA Fan Server and discuss this story and many more with the community: https://discord.gg/DQn3bVH If you want to support me and my work, please check out my Patreon: https://www.patreon.com/redragonlite This is the first and last chapter out of context. Here the premise will be explained, and all characters you may choose from are listed, each...

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FutanariLove.com

by nikkikat on Feb 7, 2018
Transsexual

Wellcome to FutanariLove.com! A dating site that helps futanari and those attracted to futanari meet someone special. Whether you're seeking true love or just a new friend, start your search here.What's next? Man seeking futanari Woman seeking futanari Futanari seeking futanari What's next? Man seeking futanari Woman seeking futanari Futanari seeking fut...

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Trailer Trash Tranny Ch. 05

by Travel_by_day on Sep 26, 2017
Transsexuals & Crossdressers

Chapter 05: Porn Star It was a beautiful sunny Sunday afternoon, so Jeannie put on a yellow string bikini and went outside to get a suntan. Jeannie used to suntan topless, but she'd recently discovered that men seem to really like tan-lines, so she was wearing a bikini top that had small triangles of fabric which really only provided enough coverage to hid...

Swallowing My First Shemale

by Nitromethane on Oct 14, 2017
Transsexuals & Crossdressers

It's been a couple of years now that I've been intrigued by shemales, and though I've met up with a few I've met online, I've still not gone any further than some stroking or letting them blow me. I'm not sure what my hangup is, since I can't seem to stop watching these gorgeous girls on all the websites, but I'm still so nervous about taking that big first...