Shemale Fucks Guys Stories

133,662 results
Orientation
Length
Source
Infinite Scroll

Shortening His Sentence Ch. 02

by SugarandSalt on Sep 11, 2017
Transsexuals & Crossdressers

I knew when writing the first chapter that I'd get around to writing a follow-up chapter. This one definitely requires another installment sometime as well. I mentioned at the start of the last chapter that there wouldn't be tons of sex from the get-go, the same can't be said for this chapter. ;) * Foster's tongue lapped at Miss Julia's cock head. It'd bee...

The Deviants' Room

by sissyrikki17 on Oct 14, 2017
Transsexuals & Crossdressers

Upstate New York, 2007 - Day 1 They all kept talking—bitching—about "sloppy seconds" but if you're drunk enough, and these guys were drunk most all the time, you don't really care about dipping your wick into a hole filled to overflowing with other guys' junk. You just stick it in, numbly hump for a few minutes, then make your own delirious contribution to...

Showing Off For My Wife's Pleasure

by HotJennieh on Sep 19, 2017
Fetish

A first time effort based on real events. * There I was lying on my back, on the floor of a cheap adult bookstore. All I was wearing were 5" heels, black thighhighs, and a nipple chain. In one hand, I was jerking my throbbing shaved shaft while I was using my other hand to fuck my ass with a double headed dong. Cum was glistening on my face and chest and r...

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...

Amanda and Me Ch. 03

by Tallnhard1 on Sep 11, 2017
Transsexuals & Crossdressers

The sudden ringing of my alarm clock woke me up at 6:30AM sharp. Rolling over I turned it off and then rubbed at my eyes as I began to wake up. Slowly the events of the night before came back to me and I smiled as I thought about Amanda and how wonderful another night with her was. We had great conversations and another round of mind-blowing sex and I wonder...

Pool Party

by GuyIncognito06902 on Sep 26, 2017
Celebrities & Fan Fiction

Happy to share this story with you. This one is a bit odder than the usual fare and I warn you going in that this story involves well hung celebrity shemales. I kind of wanted to save it as a surprise twist, but that seemed a bit unfair to have the story seem like a typical lesbian celebrity story and then have it be about girls with hot cocks instead of cun...

Shemale Seduction - The Surrender

by BigAndy922 on Sep 14, 2017
Transsexuals & Crossdressers

I cannot remember what drove me to it. Cruising bars for sex had become a habit. Success can do that to you, but even steady success make you yearn for something different. I looked at her from across the bar and acknowledged her stare. She definitely looked hot and hungry, with eyes that seemed to size me up as a meal. I was about to approach her, when, sur...

She-Male Chronicles Ch. 2

by Anal Slave on Sep 12, 2017
Loving Wives

Shemale Chronicles Pt. 2 Well here I am again bent over the edge of the bed while my wife fucks me with her strap-on dildo. I am grinding my ass down hard on her big toy and she is fucking me with force. My cock is limp and is swinging around like a big clit but I enjoy getting ass fucked and my wife loves to fuck me with her strap-on sometimes she will s...

Mistress Coco School Wayward Boys

by tawnysuede on Sep 14, 2017
Transsexuals & Crossdressers

Where Boys Become Girls, Whether They Like it or Not by Mistress Tawny Suede assisted by slave Holly Introduction In Which We Meet Rich Bitch Kimberly and Domineering Mistress Coco Kimberly Caldwell's head thrashed about on the silk pillows; a cry of ecstatic pain escaped her luscious lips as she cupped her heavy breasts, her crimson fingernails ra...

Pool Party Ch. 02

by GuyIncognito06902 on Sep 26, 2017
Celebrities & Fan Fiction

It's time for a sequel and if you like imagining beautiful celebrities as hot, hung dickgirls with big tits and big cocks then this is the place to be. I hope everyone likes it. This story is COMPLETELY fictional and not meant for people under the age of 18. This is all fantasy and not any kind of reality. The story codes for this are FF, FF+, orgy, shema...