Gay Warden Stories

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The Warden and his Captive

by levyn on Aug 22, 2017
Gay Male

{Disclaimer: this story contains a transitioned ftm - female-to-male gay character. However, it's not classified under "Transsexuals and Crossdressers", as the author sees this as a gay erotica story regardless. If this does not suit your tastes, please do not read further. If you -do-, enjoy yourself! ] ( He had been waiting there all night. T...

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...

Kevin Pettifer - The Warden

by JASONSHOMOEROTICA on Apr 17, 2018
Gay Male

This is the third and last of a group of three related stories: Petty Officer Pettifer Pettifer the Gay Disciplinarian Pettifer – The Warden ***** CHAPTER 1 Kevin Pettifer: Warrant Officer Kevin Pettifer, to give him his full title, stood, cane still in his hand, and looked with a sense of great personal satisfaction at the richly welted, muscular arse...

Imprisonment Ch. 03

by AgentK on Nov 8, 2017
Gay Male

Justin looked up with a sigh as the warden opened his door at the end of the workday Friday. He'd been dreading this day all week, and he was just now starting to be able to sit down comfortably after the abuse his backside had taken the previous Friday. He'd considered perhaps trying to stretch and loosen his opening so the next round of penetrations wouldn...

Imprisonment Ch. 04

by AgentK on Nov 24, 2017
Gay Male

Justin was slightly surprised to see his boss, the warden, arrive at his door around four in the afternoon Friday instead of the usual time of five. Blinking up at him from his desk, he hesitantly asked "Something wrong, sir?" "Nothing's wrong. Is there anything you're working on that can't wait until Monday?" Justin considered for a moment. "No, I suppose...

Brent's Prep for the Prison Doc

by woofdaddy2 on Aug 18, 2017
Gay Male

After a few weeks of being used by first the prison ward and then rented by the prison to entertain local men, it was time for a full medical exam. The Warden did not want his rent boys spreading any diseases so they were tested every two weeks. The exams included tests of their mouth, penis, shit hole and blood. The exams were no too uncomfortable, it was t...

Imprisonment Ch. 02

by AgentK on Oct 9, 2017
Gay Male

Friday morning came too early for Justin MacDowell, who looked the picture of misery as he sat working at his desk in his small office at the prison. He'd barely been able to sleep since Wednesday, when the warden had discovered he'd been skimming money from the sales of prisoners' belongings to auction houses. The only way he'd been able to keep his job, an...

Two-Year Stretch

by sr71plt on Aug 18, 2017
Gay Male

"I still think you should bring the cops in on this, Logan." The two young men were sitting in Jan's car outside of the East Jersey State Prison in Rahway. They both worked for the Newark Star-Ledger. Jan was an entertainment editor. If he'd been the editor of the news desk, he wouldn't be letting the young city-beat junior editor, Logan Sinclair, go on thi...

The Discovery: Prison Inmates

by poshbillionaire on Sep 14, 2017
Gay Male

Disclaimer: The story is a complete work of fiction and story contains erotic situations between consenting adults, sometimes of the same gender. If it is illegal for you to read this please leave now. Any resemblance between the characters and any real life person is completely coincidental. Please do not copy or distribute the story without the author's...

The Discovery: Prison Inmates Ch. 03

by poshbillionaire on Sep 14, 2017
Gay Male

Disclaimer: The story is a complete work of fiction and story contains erotic situations between consenting adults, sometimes of the same gender. If it is illegal for you to read this please leave now. Any resemblance between the characters and any real life person is completely coincidental. Please do not copy or distribute the story without the author's...