Gay Jail Spanking Stories

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Infinite Scroll

Jason's Trip to Mexico Ch. 04

by beefylatn on Sep 25, 2017
Gay Male

Jason was pushed into the jail cell by the two officers causing him to stumble and fall, landing on top of a large snoring drunk inmate as the cell door clanged shut. "OOOOFFFFF!" the large hairy sweaty inmate exclaimed as his eyes flew open and he glared at the naked blond stud that landed on his belly. "I'm so sorry, the cops threw me in here and I trippe...

Fucked Behind Bars

by REINER BENT on Aug 30, 2017
Gay Male

Back where I come from a misdemeanor can get you to jail if it's repeated for three times in a row. I was stupid enough to commit the same petty offence three times and I had to stay three months in prison. Those were the worst three months of my whole life... In the beginning I could not believe I had been imprisoned. What was I doing with all these crimin...

Jason's Trip to Mexico Ch. 05

by beefylatn on Sep 25, 2017
Gay Male

Jason's revenge Jason eventually heard keys jangling and the cell door opening as he sat up to see El Capitán opening the door and Juan standing there with a concerned look on his face. "Dios Mio, Señor Jason are you all right?!" exclaimed Juan as he rushed over to help Jason stand from the cot. Jason was never so happy to see anyone in his life as he follo...

Man Fucked by Mannequins

by buttcheeks777 on Sep 16, 2017
Gay Male

I'm traveling again, in western Canada this time. On the way there I stopped at a little "pioneer village" sort of thing in a small town and it was totally deserted except for me walking around by myself. And, as usual, I started to get horny. It never fails; I always start fantasizing when I'm alone outside like this, thinking and hoping that something migh...

Enslaved Ch. 01

by hasnoalias on Sep 14, 2017
Gay Male

*All characters in this story are above the age of 18 years old* ***** Four men in expensive suits sat around a conference table, as another man made his presentation. The four men were all at the main office of the new and improved United States Male Slave Organization. They had been invited because of their wealth and influence for the possibility of buy...

Blackmailed Into Homo-Humiliation

by TheDarkCloud on Sep 14, 2017
Gay Male

When I started with the company Roger was the top salesman, he had the best clients, the best bonus and the best company car. Within three months I had eclipsed him. It stood to reason, I was fifteen years younger than his forty, I was hungrier, I was more ambitious. I was just plain better than he was. He didn't like it and resented me and I knew he plotted...

A Kid And A Cop Ch. 01

by DomQuiote on Aug 22, 2017
Gay Male

Chapter one "OOOOOWWWWWW! YOU'RE KILLING ME! NO MORE! PLEASE!" The boy lying naked over the cop's lap screamed, tears streaming down his cheeks as the cop spanked his bright red butt with the lexan paddle. "NO MORE, NO MORE, PLEASE." About an hour before, the cop had stopped the boy as he was leaving the store where he had just shoplifted 4 DVD's. He qu...

The Quarterback and the Tutor Ch. 10

by perihelion on Sep 25, 2017
Gay Male

I awoke at six thirty the next morning. So many years of early school classes had conditioned my body to wake up early. I looked around me and Tom was not in bed with me. I don't know why I'd thought he might get up in the middle of the night and come to me. I was miserable, distressed over the fight the night before and wanting to make up with him. But did...

Fixing It

by evolvingslowly on Sep 14, 2017
Gay Male

Howdy. This is a super short standalone that I had found on my laptop when I was cleaning out some files, it contains BDSM between two consenting male adults. I recognize that this is a far cry from the "Hooking the Hockey Player" series and rest assured more chapters will be coming in the near future. Hope you enjoy, Artie. ***** Anxiety boiled in my gut...

Public Warrior Dating

by sr71plt on Sep 14, 2017
Gay Male

"Fuckin' shit. Here, take this. Not a word about the other one," Tom said gruffly, as he shoved the paper bag containing a sealed bottle of vodka over into my lap. In the same motion he was pushing the opened pint bottle under his seat. In the flashing of the blue light bouncing off the dashboard of his Dodge Ram, I could clearly make out the "oh, shit" expr...