Shemale Literotica Man Caught Watching Shemales Pissing Stories

702 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Not So Boring Afternoon Ch. 04

by agpatch2 on Aug 30, 2017
Group Sex

So for the next few weeks I was Ed's bitch. I got him off pretty much everyday. Sometimes I would suck him off in a public bathroom. Sometimes, when his roommate was away, we'd have marathon sex sessions at his place. He really worked on me during those times at his place. He was really into stretching my asshole. He'd shove butt plugs up there and then try...

Rain and Sunny

by panther1282 on Sep 16, 2017
Sci-Fi & Fantasy

1 The sun rose and shined its beautiful light upon the campus town of The University of Texas. It was a Saturday, an elegant one at that where the neighbors of the school were walking their dogs, mowing their lawns, tending to their houses, and among others working out in the nice, warm, sun. Among the residence who took advantage of the nice, warm, weat...

"A Shemale Submission": A Lust Story

by silkstockingslover on Dec 23, 2019
Illustrated

"A Shemale Submission": A Lust Story Summary: Author Jasmine falls for a hot new teacher with a big cock. Note: Thanks to hfernandez1983 for the many pictures used in this story. He spent weeks getting these perfect for the many different scenes I requested. If you like the pictures in this story, please feel free to read the multi-chaptered series Cheerle...

Training Him to Take Dick Ch. 05

by magic_tantra on Sep 19, 2017
BDSM

Chapter 5 (The Lost Cherry!) (Chapter five is the end of this fictitious series about a submissive man named Michael who finally loses his virginity to another man with the blessings of his dominant wife! I dedicate this last chapter to the fantasies of all those out there who wonder what it would be like to have bisexual sex. I do not encourage or condone...

Sex Toys and Websites

by Equinella on Sep 14, 2017
Fetish

I didn't tell my girlfriend that I was moving out; just packed my stuff and disappeared while she was at work. There was no need to say anything. After weeks of sleeping on the couch she wasn't going to miss me. My new apartment was furnished so the move mostly involved traipsing boxes up the stairs and finding the right shelf, cupboard or drawer for their...

Genesis: Sucker Punched

by panther1282 on Sep 16, 2017
Sci-Fi & Fantasy

Chapter 1: Veronica "V" Stone V woke up after the blessing of the sun shining its light through the opened shades of the window. V did not need to go outside to tell how beautiful it is. To V it didn't matter if the clouds were dark grey, lightening lighting up the sky, or it would be pouring rain. Nature was beautiful. If only she could control it in he...

Not So Adverse Reaction Ch. 03

by ElliottEden on Aug 29, 2017
Fetish

Authors note. Chapter three is a continuation of the previous two chapters, just in case you have just started reading. Things are going to get progressively kinkier in Betty and Elliot's life, with that in mind please read the tags associated with this story. I hope you enjoy the ride. "...sex addiction is also progressive. It often starts with a relativel...

Hotel Californication Ch. 03

by Many Feathers on Aug 30, 2017
Group Sex

It was early yet. Carol and I decided to walk around for a bit checking things out before really committing ourselves to anything. It promised to be a long night, and we wanted to pace ourselves as opposed to wearing ourselves out, even as aroused as we both were. "Where might you be later?" I asked Diane just before we left. "Look for me at the Black Hole...

Kim Lazenby's Resumé Ch. 02

by PrimalRoots on Sep 13, 2017
Group Sex

I like to think of myself as a master of exploitation. Others will call me a bitch, a whore, or just plain evil. But my interference in the affairs of others is minimal; its victims further extend the problems I cause. Many solutions present themselves, but are neither explored nor realized. I feel no sympathy, and remain far from empathy. I only feel joy fo...

Toy Stories Pt. 01

by 1077ad on Sep 16, 2017
Novels and Novellas

Chapter 1: Urinal Gag This one is dedicated to M.S. It was during an email exchange that I sketched out the fantasy I'd had when I first came across the Urinal Gag online, and that gave me the impetus to write this out. That shows how valuable that feedback (especially emails and private messages) can be. It makes it feel worthwhile to know that these stori...