Gay Convict Stories

445 results
Orientation
Length
Category
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Infinite Scroll

Doug Ellis Ch. 03

by muffinbod on Aug 18, 2017
Gay Male

The process of justice from arrest to conviction and sentencing can take years in some complex cases. Prisoners are moved, often on a daily basis from cell to cell, from police station to court, prison to court and sometimes to the relative freedom of bail. A busy and stressful time of 'hurry up and wait' with hearings, interviews with legal representatives...

Baker's Boy

by Penisleeve2020 on Apr 15, 2020
Gay Male

The prison baker was a convicted serial rapist and gay serial rapist and he'd been locked up a long time, I found out that like grandpa he was an old hand and knew how to get what he wanted and when he heard that I was available to drain balls, get fucked and suck he decided he'd get me when he delivered the daily bread to the quarters. Every day he rode a...

Clayton Pulls a Train

by Boxlicker101 on Sep 14, 2017
Gay Male

This story is a sequel to "Clayton's Available Ass", which was a sequel to "A Day in the Life of Dr. Smithers". It is about a group of convicts standing in a line, or train, to have anal intercourse with another man. If you find this sort of thing offensive, I suggest you not read it. * "That's him," Snake Hanson whispered to his cellmate, Bill "Rocky" Ro...

New Beginnings

by esefjeff on Aug 28, 2017
Gay Male

Driving back from his lifeguard job on a Saturday afternoon in mid-June, Ben thought back to a line in his favorite novel, "The Great Gatsby." "I had that familiar conviction that life was beginning over again with the Summer." He had turned 18 a few weeks before, graduated high school in the top of his class, filling out his days with his part time job, see...

The Quarry Ch. 01

by the_apocalypse on Aug 22, 2017
Gay Male

I bowed my head as the judge stared down from his chair to me. "I cannot believe that somebody without any previous convictions could have snapped the way you did over one small comment," he began. "But sir..." I started to reply. "Silence!!" The judge roared. "No matter what he said, or did, you had no right to leave him fighting for his life in hospital...

Bob Gives Me To His Friend Doug

by metrodetroitchris on Jun 9, 2020
Gay Male

Several weeks had now passed since my last encounter with Bob in his backyard. At this point I had given up convicting myself this these were one time encounters. I knew that older men desired my smooth, young and athletic body and I enjoyed their desire for me. By now I had discovered the wonders of craigslist and my friend Bob introduced me to another webs...

Clayton and Snake

by Boxlicker101 on Sep 14, 2017
Gay Male

After pulling a train on his first day in the cell block, Clayton Smithers settled into a life of being regularly and frequently fucked in his highly available and desirable ass. On that epic first day, the new queen serviced at least twenty of his fellow convicts, as many as had been able to get a turn with him over the two hours that they had available. Al...

Clayton Gives Head

by Boxlicker101 on Sep 14, 2017
Gay Male

In the wee, small hours of the morning, Clayton Smithers woke up with an urgent need to urinate, so he slipped out of his lower bunk and used the urinal in the back of the cell. After flushing it and washing his hands, he started to return to his bunk. His ass was still a little bit sore, but very pleasantly so, because it reminded him of the great fucking h...

Evolution Completed

by mikey2much on Sep 16, 2017
Gay Male

This is the last of the Evolution stories. I hope that you have enjoyed reading them as much as I have enjoyed dreaming them up and putting them down. If you find this story exciting sexually as well as otherwise then give it a vote. If not then give your opinion in a comment. Thanks Evolution Completed Phillip knew that it was no accident that the cops c...

Arabian Bromance Ch. 01

by bjmichaels on Sep 14, 2017
Gay Male

I have never been a true believer... to me, it seems the rich and powerful use religion to keep the masses of people under control... there is too much hypocrisy in every religion... the true believers seem to have their own agenda regardless of their God's teachings. Take Islam, for example, homosexuality is strictly forbidden and condemned, yet I saw and...