Gay Shemale Mistress Stories

370 results
Orientation
Length
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Infinite Scroll

The Jock and the Sissy

by AdmiralSquish on Sep 25, 2017
Gay Male

[pre-story]So, this happened. Mostly, I just wanted to try writing something new, something I hadn't tried before, and I've had a lot of requests for gay stuff. Personally, I consider myself like, a 1 or a 2 on the Kinsey scale, but I've never felt particularly inspired to write about male-on-male stuff, and, obviously, the market leans toward straight stuff...

The New World

by Cruel2BKind on Sep 14, 2017
Gay Male

*All characters are 18+* The group of men had left the road behind, and were now wandering through the undergrowth of a thick black forest. They had left behind their horses, and their carts and their fire, and they felt small and inconsequential in the primeval darkness of the Romanian forests. Fourteen of the fifteen men were natives, they were led by...

Rob's Story Ch. 02: Bangkok Amazon

by EarlytoRise on Aug 18, 2017
Gay Male

Amazon I had the oddest feeling as I left the restaurant and crossed the crushed gravel of the small parking lot and drank in the rich earth smell of the city. It was diesel fumes and shit, I thought, and decay. Everything here on this big town on the river with the canals- klongs, they call them- would return to mold and earth if left alone. And of course...

A Natural 'Gurl'

by sexyR2 on Aug 18, 2017
Gay Male

Yes, I know that it has been a few years since I last posted. I was busy. I hope, however, that this new story makes up for the delay. It is in a new category for me, gay male instead of gay female like two of my previous submissions. Enjoy! Debbie, er, sexyR2... ***** Today... When the somewhat urgent knocking came to the door, Debbie knew in an inst...

I Turned Myself Out Ch. 04

by drmweaver705 on Sep 14, 2020
Gay Male

All characters are over 18. This story contains bisexual and cuckolding activity as well as fetishistic name-calling. If you don't enjoy these things, this might not be the story for you. *** Porn seduced me early in life and, even as a married man, it commands part of my loyalty to this day. It happened that I became bored, or maybe just desensitized, to...

The Ingram-Lewis Chronicles

by JASONSHOMOEROTICA on Aug 17, 2017
Gay Male

THE INGRAM-LEWIS CHRONICLES OLIVER'S FIRST SCHOOL DAYS A Homoerotic Short Story By Jason Land This is the first of a series of, stand-alone, short stories set in the early part of the twentieth century, concerning the life and times of members of an English upper class family, the Ingram-Lewis's. ***** The cane was tapping gently across a splendid pa...

Aquata Cove Ch. 72

by Feare909 on Sep 14, 2017
Gay Male

Alright, so more of a filler, folks, I had fun writing this. So for those who are sick of looking at this story: If you have nothing nice to say, don't say anything at all! Don't ask me to end this series!! That is very hurtful when you guys ask me to stop Aquata Cove. Also, as for my grammar flaws, namely my problem mixing up my past/present tenses, I'm so...

Ancient Grudge

by DreamerOne on Aug 30, 2017
Gay Male

"Prodigious birth of love it is to me, that I should love a loathed enemy"~ William Shakespeare, "Romeo & Juliet", act I, scene V ****** "I'm hungry." The black-haired boy stopped walking, and looked at his female companion. "I reeeaaaally need something to eat," Lucy complained. Justin sighed. "Fine. Where?" She looked towards a dark alleyway. "That...

A First Time For Everything

by Wyldefantasy on Aug 18, 2017
Gay Male

Author's note: I did this for the pleasure of revisiting Veranon's past. I will do this from time to time for my own enjoyment and to give some glimpses into what makes him... Him. Usually, these will be short novellas of fewer than 15k words and are completely optional in most cases. Often, they may just be sex romps. They will invariably be m/m erotica. En...

Tangier Season

by sr71plt on Aug 18, 2017
Gay Male

Yorkshire, England, Late Summer, 1890 I felt the sting on my thigh and looked up to see that William had ridden up beside me and struck at me with his riding crop. I turned and twisted in the saddle and when he struck me again it was on the chest. Laughing, I gave my own horse the lash and its head and we were riding over the pastureland of Falconcroft, the...