Gay Rent Boy Stories

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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...

Close-Up

by KeithD on May 9, 2018
Gay Male

He wasn’t looking. He was talking to a woman sitting at a table across the pool from me, but he was looking sideways at her and giving me a full-frontal view, so I snapped off a few photos. I captured the whole effect of him, just out of the pool, body beautiful, with beads of water glistening off his body in the sun. Then a few close-ups. One of his male-m...

The Trouble with Dirk

by sr71plt on Aug 18, 2017
Gay Male

Karl pulled himself up to a sitting position against the headboard of the bed, pulled the used condom off his cock, tossed it in the vicinity of the wastebasket, and reached for the pack of cigarettes on the nightstand. Lighting up and blowing smoke at the ceiling, he watched as the rent boy came out of the bathroom and padded, unselfconsciously around the s...

Snitches Ch. 03: The Next Day

by sr71plt on Aug 31, 2017
Gay Male

Hardesty dragged into the Vice unit over an hour late, looking very much hung over. Phil, his sometimes partner of several years, took a critical look at him from across the desks they had shoved against each other so that they could discuss cases and strategies face to face and winked at him. "Quite a night between the sheets, I'm betting," he said, follow...

Rent Boy Shag

by alexcarr on Aug 18, 2017
Gay Male

It was like this - I was on a job down under, had three weeks to do a report on the sharks around Melbourne. Of course Kevin played up, first time we have been apart for that long since we met and decided to shack up four years back. To be frank I really didn't think I would miss Kev so much - it is all very well emailing and texting and the occasional mobi...

Total Submission

by August74 on Oct 6, 2020
Gay Male

I had just arrived at my college freshman orientation. I had decided to look for an apartment because the dormitory would be too expensive and I understood that living in an apartment would be much more economical. Of course I could not afford an expensive apartment. The local paper advertised a number of rooms for rent but most were way over my budget. Howe...

Mr. Steinberg

by Kent100 on Aug 18, 2017
Gay Male

The first time I met Mr. Steinberg, I was totally impressed with the way he carried himself. He looked pretty old to me, maybe in his 70's, maybe even older, but I could tell from the way he dressed and spoke and especially with his young physique, that he exuded confidence and self assurance. I don't think he was a body builder by any means, but dressed in...

Retribution

by sr71plt on Aug 18, 2017
Gay Male

Chapter One: Christmas Present for Himself Jan heard his voice in the foyer and glided away from the man who was circling in on him and went to the door. The big Slavic bear of a guy, who had been introduced to him as Victor, had been pursuing him for nearly an hour and Jan was running out of ploys to politely elude him. That couldn't last long, because a c...

Rent Boy Heaven

by alexcarr on Aug 18, 2017
Gay Male

I asked Ken if he really felt comfortable about the rent boy idea, stating that is was certainly solution for journalists like us who just don't seem to have the time for committed relationship, and it serves a very essential purpose, having come to the stage where my frustration keeps me from sleeping, like a quick masturbation does the trick for a while bu...

Lighthouse in the Desert

by KeithD on Mar 25, 2019
Gay Male

I heard the hum of a well-tuned engine out in front of the restaurant and turned to the window to see who was gliding in. The car, a beautiful, new silver Porsche 911 Carrera, didn't make it as far as a marked-off parking space before it stopped, at somewhat of an awkward angle, taking up two spaces. I paused with the thought of whether he'd parked that way...