Shemale Mature Stories

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Mistress Melody's Wanton Evening

by RobinTVDaniels on Aug 18, 2017
Fetish

Mistress Melody had become my mistress recently and I was very deeply in love with her. Melody is not that tall but is a very sexy black woman with long braided hair. Her dominant personality was over six foot tall though. I was a transvestite submissive sissy and I was her total slave. We both knew my little 4 inch dick would never satisfy her so she had...

Paradiso Ch. 08

by SlyKink on Sep 19, 2017
Transsexuals & Crossdressers

Day 2 Continued My head was buzzing with alcohol and anticipation as we walked back to our room; Sara, Jessie and I. I intentionally let myself fall behind a couple of steps so I could watch their asses sway from side to side as they walked. It was a lovely sight; Sara's toned body with its fair skin and dark hair flowing down her back and Jessie's curvaceo...

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...

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...

How Dicks ended up in My Mouth Ch. 01

by ret123 on Sep 19, 2017
Transsexuals & Crossdressers

My name is Joe. I am a married, successful business man with a pretty wife. I lead the life of an upper middle class guy. I grew up in a small Texas city and had a great childhood. I was a football star in high school and college and dated lots of attractive women. Most people would say my life is ideal. However, I have some secrets. The story begins when m...

Swinger's Paradise

by DickThePimp on Mar 26, 2019
Celebrities & Fan Fiction

Pure Depraved Hedonistic Sex Parody Hedonism is not for everyone. Open sexual boundaries lead to pure sexual bliss. This is a look into the world of sexual exploration with no rules. I'm a hedonist. I'm all about seeking out my pleasure, at all times. Join me and my perverted crew as we explore an open sexual world. Welcome to... Swinger's Paradise... "Bab...

Brazilian Shemale

by Thorsten007 on Dec 30, 2017
Transsexual

Rules: Needs to be a brazilian shemale with big tits, a fat cock and a nice round bubble butt! Feel free to continue and create new storylines.What's next? James Kingston Pablo What's next? James Kingston Pablo...

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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...