Shemale Fucks Male Stories

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Chemical Flavor

by Miles63 on Sep 13, 2017
Transsexuals & Crossdressers

Introduction: Sorry that it's taken so long to upload a new story. I've been sitting on this one for nearly a year as I loved the beginning but hated the ending. So after a big deletion and a big re-write I now like the ending. I've been just mentally drained for awhile and no story was coming to me, but now finally something to upload. Any errors please be...

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...

Jenna & Stephen Ch. 02

by Naf_Noparts on Sep 12, 2017
Transsexuals & Crossdressers

AUTHOR'S NOTE: My intention all along was to follow up with the progress in our relationship shortly after my original story, but so much has happened since that the story I'd start to write would be scrapped again and again. Here is the latest. Thank you so much to those of you who gave it such a high score, for your comments and constructive feedback, and...

Nadia Ch. 02

by la_suppleante on Sep 15, 2017
Transsexuals & Crossdressers

I spend the rest of the week in a daze, attending meetings, playing my part for my job but unable to forget the taste of Nadia's thick she-male cum, or the feeling of her long, fat shaft between my lips. At any time and without warning I find my face going red as I remember Nadia pushing me down onto my knees, calling me her good little slut, slamming her th...

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...

A Shemale Vacation Ch. 02

by britneyfan on Sep 12, 2017
Transsexuals & Crossdressers

We sat there staring despondently at the ground. We had searched through all our bags and pockets and had nothing like the money we needed to pay for the hot sex sessions we had each enjoyed with the hot, hung Dutch whore. The guy, the pimp, who had previously been all smiles and friendly encouragement, very quickly changed in demeanour when he discovered we...

Danielle Ch. 06

by sexgundam666 on May 27, 2019
Sci-Fi & Fantasy

"Come on! It's my turn!" Casey whined. She leaned against the bathroom stall, watching and stroking herself to the scene before her. "Sorry, ahh, it's so good," Holly answered from her prized perch, though she didn't move from it. A train of complaints and insults danced between them, all while the albino bounced, swayed and clapped her body against a might...

Virginia's Luxurious Evening

by JonathanStone on Sep 16, 2017
Transsexuals & Crossdressers

West Palm Beach didn't have many cold snaps, but when one did rake the city the weather seemed twice as frigid as it actually was. Virginia Stanton sat alone in her office on the third floor of Prism Design's building overlooking the Intra-coastal Waterway. She had been chilly all day, mainly because of the dampness in the air; Forty-eight degrees outside wa...

The Midnight Alley (continued)

by MrGenius on May 9, 2018
Transsexual

Apologies for making another story. I lost my previous credentials so I cannot continue the previous story. Without further ado, lets proceed... Continuing from: You gasp... There you were, pressed up against the wall and being railed in the ass by this mysterious black woman. Even though it seemed there was no way it could've gotten worse, it had. Your frie...

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My Shemale Mother

by yarracuda on Sep 19, 2017
Transsexuals & Crossdressers

I know there is a similar story similar to these but be assured, the other story only served its purpose as a catalyst for this one. This is a pure fantasy, the top fantasy that has been lingering in my mind for several years..here it is... I am 35 years old and had always been living with my mother, who is almost 50 since my father left us 20 years ago. I...