Shemale Fucks Guy Stories

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My Speciality

by jazz4bj on May 11, 2020
Exhibitionist & Voyeur

I turned 19 and was pretty sure I was hot enough as a female to get hired by the porn industry and continue working till I am considered a milf. Why specifically? I would love to suck the biggest dicks and swallow the entire thick cum loads. My favorite thing in the world and here is how it went.. Pretty, teen sexy and a nice tanned and toned body with perk...

My First Shemale encounter.

by luv2getnaked on Apr 20, 2020
Transgender & Crossdressers

Only recently I had developed a strong desire to be with a hot looking shemale. I really did not know how to make contact with anyone in the small city I lived in, and figured it would likely never happen to me. One day at work at my computer support job, I was informed that another branch of our firm in Las Vegas had experienced a server failure, and I was...

Custom futanari

by MAXENCE12345 on Mar 21, 2021
Transsexual

It was a rainy day, nothing like a storm but a light drizzle. You decided to stay inside to watch some videos, at some point you got bored and opened your browser for some futanari porn. Once the research done you see that you visited all the websites showed on the page except for one new called Custom futanari. After the new page opens you see questions abo...

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Lust and Love with Leona

by cbachtland on Sep 17, 2017
Celebrities & Fan Fiction

This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not stop thinking of Leona and that I stayed at home fretting and loo...

Out of Town Meeting

by AfroerotiK on Sep 16, 2017
Transsexuals & Crossdressers

Dinner was seamless, the food, the music, the wine, the company. Tony's out of town business meetings were usually painful, in that he hated living out of a suitcase and eating alone in overpriced restaurants. This trip, he was enjoying every second of it. He'd met up with Chantal, a woman he'd met online a few months back. They'd hit it off and started talk...

Happy Birthday Threesome

by mothman34 on Sep 4, 2018
Transsexuals & Crossdressers

"Happy birthday baby," my wife Tina said as she wiped my cum away from the corners of her mouth. "I hope you enjoyed your first gift." "My first gift??" I replied. "You'll see," she said with a mischievous grin as she got up from the bed & walked into the bathroom. Waking up to a blowjob from my beautiful wife, maybe this will be a good birthday, I though...

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...

A Shemale Christmas Carol

by ThomX on Sep 16, 2017
Fetish

I got a job working as a mall Santa at the local mall during the Christmas shopping season one year. It had been a real shitty year for me. My wife of almost twenty years left me for a younger man, I lost my other job due to layoffs and, on top of all that, my doctor diagnosed me with high blood pressure (gee, I wonder why?). So believe me when I say the las...

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...

My First Shemale Sex

by available269 on Sep 26, 2017
Transsexuals & Crossdressers

I had developed a strong desire to be with a hot looking shemale for a long time. I really did not know how to make contact with anyone in the small city I lived in, and figured it would likely never happen to me. One day at work at my computer support job, I was informed that another branch of our firm in Las Vegas had experienced a server failure, and I wa...