Gay Sissy Black Stories

10,754 results
Orientation
Length
Source
Infinite Scroll

The Warden

by TheGoodSick on Sep 14, 2017
Gay Male

Bryan walked away for a moment and left me standing in the shower. I dried off like he told me to and sat down on a three-legged stool. Only a few minutes had gone by when he came back through the door. My massaging had me relaxed and content, but the sudden loud jerking of the door startled me. Bryan carried a box over and put it down on the desk with a thu...

Hallowiener Pt. 03

by forummj on Jun 18, 2018
Gay Male

I yanked my cap down tightly and bowed my head. Hunching my shoulders forward I pulled my rucksack tight to my back and made a dart for the front doors. All my fellow students made their lazy way to class as the bell rang. I felt like they all knew what had happened last night, and I didn't just mean the party. I was nervous, almost scared that they knew. "I...

Party Pizzazz Ch. 02

by bjmichaels on Oct 6, 2020
Gay Male

Party Pizzazz Ch. 02 by BJ Michaels If Tommy hadn't kept such a close eye on me all night at the party I would've ended up as a boy-toy for one of those rich men. That's what he told me afterwards in the car on the drive to his apartment. "Lucky for you I happened to overhear those five assholes bidding on you or you'd belong to one of them now," he said...

Exploring a New Store

by TerriC on Nov 18, 2019
Gay Male

"I don't know how he did it, every day in those white tights." I thought to myself, as I pulled a pair of tights up my legs. The semi opaque white spandex stretched around my hardening cock. How the actor who played Robin, in the '66 Batman tv show, wore those tights without walking around hard all day, I'd never know. A wet spot forming on my tights as I sl...

Outed and Married

by keptsissy on Sep 26, 2017
Gay Male

He always threatened me with being exposed to my coworkers, to the world as the sissy I am to him. Usually it was part of what I thought was his dirty talk, sex talk. He'd tease me with it. He'd be deep inside of me, slow fucking me, talking dirty into my ear. Or he'd have me restrained and be masturbating me as part of 'my reward', as he called it, and woul...

Demographics

by male_sharmota on Sep 16, 2017
Gay Male

I woke up a bit before sunrise and climbed down the ladder of my bunk bed. My roommate laid sleeping in the bottom bunk next to my wife. I looked at myself in the mirror on the wall. My middle-aged body was still in good shape. The legs, ass, and chest were well shaved to provide a clear view of my smooth white skin. So was my face. My neatly trimmed bush lo...

A Perfect Confluence

by eviltwin52 on Sep 21, 2020
Gay Male

Sometimes shit just happens. Maybe it happens for a reason, maybe it's just the perfect confluence of events. In my case I honestly believe it was just that, the latter. An unseen force guiding me through life, steering me to and through events which shaped my future and ultimately my life. This is the story of how I went from a normal, pussy chasing asshol...

Submissive Sissy for 'Her' Man

by keptsissy on Sep 28, 2020
Gay Male

He toys with the lace ruffles on my panties. His fingers move over the ruffles and up and down the crack of my butt. I flick my tongue over the hole of his erection and then take it deeply into my mouth, holding it at the base straight up. His eyes are closed as he lays naked on the bed, his huge hard cock sticking up off of him. I start to pump, start to ma...

Owned:Fantasy Becomes Reality

by silkstockingslover on Sep 14, 2017
Gay Male

Note 1: This story was written and is dedicated to a true wannabe faggot-cuckold Dave. Note 2: A special thanks goes to Estragon for his copy editing work. 1. THE BEGINNING I blame Literotica. No seriously...if it wasn't for Literotica, none of this would have happened. Now in all fairness, some would argue it is my fault; as it was my own stupidity a...

The Boifriend Ch. 02

by AdmiralSquish on Jun 19, 2019
Gay Male

[pre-story]This story's not dead! I was a little stuck trying to figure out what to work on, and I got some comments recently asking for more M/M stuff, and then I got inspired and now here we are. Convenient that the first story to go public in pride month is M/M. Content Warnings: M/M, femboy, sissy, potentially offensive dirty talk Disclaimer: All chara...