Gay Gay Punishment Stories

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Length
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Infinite Scroll

Daniel's Initiation

by dhope75 on Aug 18, 2017
Gay Male

Daniel walked slowly across the room to the chest of drawers as Roger had instructed him to. He opened it and looked inside. There were several bondage-style items present, including a couple of lengths of strong-looking rope, what looked like a blindfold and of course a leather strap, curled up around itself. When he saw it his heart sank - even though Rog...

A Male Escort by Accident

by JASONSHOMOEROTICA on May 1, 2018
Gay Male

CHAPTER 1 Hi guys; my name is Jeremy; I'm a Chicagoan and I'm what is euphemistically called a Male Escort. Any guy who does not go around with his head in the sand knows more or less what I do when they hear that I am a Male Escort, but frankly I don't know where that expression comes from, for escorting, which implies accompanying someone somewhere, usual...

Boot Camp Training

by Jmasterson155 on Aug 18, 2017
Gay Male

Run, Sweat, Push-ups...the past three weeks had consisted of those three words. Every day, every hour, every second, the mind was consumed by these three "tasks". The men of Alpha company, if they weren't running, sweating or doing push-ups, they were thinking about it, and usually within a few minutes they'd be partaking in it. Alpha Company was a part of t...

A to Z and In Between Ch. 06

by mowbaby82 on Sep 16, 2017
Gay Male

Honey was leaving this morning to head down to Miami to visit her cousin Holly for a couple days. I took the day off of work so Zane and I could drive her to the airport. We both kissed her, told her to be careful, and she was on her way. On the way back to the house we were both pretty quiet, usually Honey kept up the conversation. About half-way home Zane...

Michael Found His Discipline

by stud28 on Aug 21, 2019
Gay Male

Michael was a 40 yo man who stumbled across an app designed especially for those with kinky interests. He located a profile that peaked his interests. Mr. S was 71, 6'5, stocky, hairy chest, hairy back which was silver/white. In his profile pic, he wore a leather harness, leather jock strap, and leather hood and held a paddle in one hand and flogger in the o...

The Journal Ch. 09

by thebionicman on Sep 1, 2017
Gay Male

I watched as the Master continued pounding his massive cock into the young culprit's ass. Andrew had stopped comforting Elias with his gentle kisses and was now whimpering apologies into the boy's ear. Elias had collapsed into the boy's arms, leaving Andrew the arduous task of trying to remain standing while the Master slammed into his friend. Each thrust mo...

Higher Education Ch. 03-04

by MelvinMhk on Aug 17, 2017
Gay Male

Chapter Three : The First Talk I don't remember the last time I spent so long taking a shower. Usually I'm in and out quickly, but then normally I am showering alone. Jake and I spent so much time in the shower that the skin on our feet was beginning to shrivel up by the time we were done. We didn't really do anything of a sexual nature while in the showe...

Punished Asian Shoplifter Ch. 04

by asianspankee on Sep 15, 2017
Gay Male

A few days after my second punishment session, I decide to return to your store for some much-needed shopping. While I am inside I spot the two college-aged employees doing some stocking and price-tagging work. They must have recognized me because I see them whispering to each other and snickering while looking at my direction. I feel so embarrassed I quickl...

And Spoil the Child Ch. 03

by sr71plt on Sep 16, 2017
Gay Male

"Oh, shit, Pete. You have me filled." I was flabbergasted. One of my students had turned the tables on me and had me skewered and pinned to the floor. "And you're starting to love it, aren't you?" Pete responded with a laugh. "It's that big black cock that's in you, Professor. The one you admired so much. Admit it, you love having me inside you. I've seen y...

My Brother, My Slave Pt. 03

by WoeIsMe on Aug 28, 2017
Gay Male

A/N: This story/series will contain gay sex, gay incest, vampires, bdsm, bondage, and some non-con/reluctance. Don't like, don't read. ***** It was nearly sunset when I went to visit my brother again. The servant that I'd come across must've been guarding the room, because my brother was still securely fastened to the bedframe. Jacob looked relieved an...