Gay Sissy Black Cock Stories

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My Time in the Monastery

by brownmonkk on Aug 18, 2017
Gay Male

Brother / Sister/Slave, ("TML") November 1970 "Good loving & Good Scourging" The story of a MASTER and his slave! WOW, "it" finally happened!!! I had had my first sex, and it was with a fellow brother monk in the monastery. It was great. I always imagined having my "first time" with a sexy gal, but nonetheless my first sex was great! I often fantasize and...

First Time Fucked

by tinywhiteboi on Aug 18, 2017
Gay Male

It's a long story but I had by now been the chastised slave to my former Mistress for over 6 months. Over that time I'd been conditioned to be more and more subservient. She seemed to take particular pleasure in humiliating me in front of others, especially her friends. Most Friday nights she'd have a gathering at her house with 2 or 3 friends. I would serv...

Was I Raped? Ch. 04

by eviltwin52 on Sep 14, 2017
Gay Male

"What the fuck did you say to me bitch?" Uh oh. I'd pissed Daddy off. I'd been whoring for Daddy for three weeks now. I can't remember the number of black gentlemen who have enjoyed what I have to offer them. Still using my hotel room, every penny I earned went to Daddy. But that was a problem. The hotel wanted their room paid for and my credit cards have...

Off the Grid

by puzziboi on Jan 22, 2020
Gay Male

There sat a cabin. Small. Sturdy. Well-built. A short hike off the Appalachian Trail. Just two-and-a-half miles from the nearest town. The owner was a man in his mid-fifties with gray-green eyes, a dusting of frosty hair on his head, and a full, untamed white beard that covered much of face and came down to his upper chest. The man had two dogs - both mutts....

Discovered by a Black Guy

by chastity_sissy on Sep 14, 2017
Gay Male

I should preface this story by saying I've never identified myself as homosexual, but sometimes after being locked up in chastity for a long time combined with crossdressing, I must admit to some fantasies involving other men. I never expected anything to ever actually happen, and it's my own fault really. I had been paying a beautiful, very sexually fetis...

Nephew's Readjustment Pt. 15

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. ***** Nicholas was able to refrain from masturbating that night and the next morning, but only because of the tenderness of his ass. Without access to his genita...

House Rules Ch. 04

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Seven PRETTY PINK BOTTOMS The first step on my trip down that path happened one hot Sunday afternoon. I had just come out of my bedroom after spending a few hours in the pool. I was wearing a pair of loose fitting boxer shorts which hung low on my butt. I was drying my hair with a towel. Mr. Clemons was there to meet me in the hallway with that...

Uncle Marty Pt. 02

by Marty Fisher on Dec 23, 2019
Gay Male

This is a spinoff of my Brotherly Love series where my brother's son discovers his uncle's special talents...Part 2 *** I never thought "tomorrow" would arrive, but it did, and I woke up with my small penis tenting my panties thinking about what I was going to do today. Rose was sound asleep next to me as I thought about what had transpired between my brot...

Brother/Sister/Slave

by brownmonkk on Aug 18, 2017
Gay Male

Brother / "Sister" " TML", November. 1970 A Monk's monk or two virgins in the monastery; "Good loving & Good Scourging "Sissy" does her magic. WOW, "it" finally happened!!! I had had my first sex, and it was with a fellow brother monk in the monastery. It was great. I was a 20-year-old virgin and had fantasized about lots of women. I distinctly remember...

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...