Shemale Literotica Man Caught Watching Shemales Pissing Stories

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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...

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...

When Sara Met Bob Ch. 05

by yellowfrog on Sep 14, 2017
Fetish

Bob remains the love of my life, the fountain of my admiration! Handsome beyond words, virile and composed, sexually insatiable in many ways, Bob has become what every woman wants - in addition to her own husband, of course. In the intimacy of our extra-marital affairs I enjoy massaging his prostate, deeply and slowly, my fingers moving very deliberately to...

The Sex Star Ch. 08

by pinata on Sep 12, 2017
Sci-Fi & Fantasy

When Kayla woke up, it wasn't in the department store fitting room she had fallen asleep in. She was in a white room filled with bright flourescent light, almost like a hospital or something. She tried to get up, and realized she had been immobilized... leather restraints bound her wrists and ankles, and another, larger strap encircled her torso just beneat...

Pounded Into Submission Ch. 02

by Jamesjones52 on Sep 12, 2017
Transsexuals & Crossdressers

*This is the prologue that leads up to Joe being "Pounded into Submission". Also, I read the comments about this being a repost. It is; I am the lonejackman. I got rid of my yahoo email account and couldn't get my password reset for here. * Two days ago Joseph was checking out porn like he usually did at his favorite site xhamster. A couple of BBW vids here...

Jabba's Shemale Slave Pt. 01

by mkh78 on Sep 24, 2019
Celebrities & Fan Fiction

This story is from the imagination of the writer and inspired by Return Of The Jedi. ***** The Hutt's sexual appetite was growing. He had been thinking about expanding his harem of gay sex slaves to include a transsexual. This was all due to a drug dealer who caught the eye of the exalted Hutt. Although they had done business only two times in five months...

The Fine Print

by smothermeplz on Sep 16, 2017
Transsexuals & Crossdressers

How did I get myself into this position, I wondered to myself. I couldn't say it out loud, with the large and uncomfortable O-Ring gag in my mouth preventing any sound except a gurgle and some drool. I was strapped down to a long bench, face up. My hands where cuffed together underneath the bench, and my ankles cuffed to the leg at that end. I had several st...

When Sara Met Bob Ch. 04

by yellowfrog on Sep 14, 2017
Fetish

PART IV: Sara sculpts Bob's lovely penis Days turned to weeks, weeks turned to months and Sara derived ever-growing joys from milking Bob's prostate. The implanted micro-devices gave Sara the ability to massage his prostate remotely, be it from a distance in the same room, to the other end of the bar at the shemales saloon they frequented often, and even ov...

Blossoming Shemale Ch. 02

by TheTitLover on Sep 25, 2017
Transsexuals & Crossdressers

This is inspired by:http://www.literotica.com/s/reluctant-shemale tawnysuede's Reluctant Shemale if you enjoyed it, I hope you'll enjoy this series. * * * My name was James. It was, before everything that happened, anyway. I'd come from pretty good stock, as the snooty, upper class would likely say. I guess I still did, although it would take a DNA test to...

Attack of the Chakra Witches Ch. 02

by Nocturnal_Ferret on Sep 16, 2017
Transsexuals & Crossdressers

########## Chapter Two I witness others broken to the chakra ########## I awoke not to the sound of fighting, but fucking. And not the high-pitched squeals and cries of women, but the throatier entreaties of men who were either pleading and begging or moaning out their pleasures nearby. And around me there appeared to be several Altan men, some still...