Gay Anonymous Stories

756 results
Orientation
Length
Source
Infinite Scroll

Anonymous Fuckhole

by rae121452 on Nov 27, 2017
Gay Male

One Saturday afternoon, I got an IM from a guy who was new on internet hookup sites. He said that he was newly divorced, about my age and a total bottom. We chatted a bit and he told me that even though he'd been fucked in the past, he had an unfulfilled fantasy for a totally anonymous scene where he was on his bed blindfolded and someone came into the room,...

Bathhouse Observations Ch. 02

by glory_first on Jun 9, 2020
Gay Male

Bathhouses are places with thousands of years of history, yet are extremely easy not to notice, unless someone is looking. That such places have existed is common enough knowledge, whether awareness of Roman decadence or when reading about certain Middle Eastern baths intended for men only. When there is a place where naked men can enjoy having anonymous sex...

Video Booth

by Taldor on Aug 18, 2017
Gay Male

David bought his three dollars in coupons and went into the back of the bookstore where the video booths were located. He checked a few of the booths. The booths were larger than most, and the sign said no more than six people per booth, which was strange, since usually these places did not officially allow more than one person per booth. Most places looked...

Oral Fixation Ch. 2

by BostonBeans on Aug 31, 2017
Gay Male

Pt. II: Discovered After my first experience with the gay 'glory hole' in the student union building, I became a semi-regular participant in the anonymous, illicit sexual activity there. Once or twice a week I would stop by, sometimes to get a good wet blow job from an unknown partner and sometimes to provide that service to an equally unknown cock. In the...

Realising I am Gay

by HardTimmy on Mar 25, 2019
Gay Male

Typical. Of all the days for my parents to be too busy to pick me up from school band practice, it had to be today. It's raining and cold and I'm stuck walking home. I'm Pete and I turned 18 last month. With it, my parents gave me some extra freedom, although I was still not allowed to use the car to drive to school and relied on my parents to pick me up on...

Gloryholes and Bathroom Stalls

by lapraline70 on Aug 28, 2017
Gay Male

It had been a while since I'd had any playtime with the boys. My cock kept swelling at the thought of being surrounded by naked men, all of whom were in the same place for the same purpose. I'd been to The Watergarden, San Jose's (only?) bathhouse a couple weeks prior but nothing was happening that evening, nothing worth my attention, anyway. Since The Water...

My Special Afternoon Pt. 02

by Plato on Sep 14, 2017
Gay Male

I finished sucking my anonymous lover at the glory hole at Club Orlando and watched him leave, me still on my knees. Well, that itch was scratched, I'd had my moment, I thought, I got to experience that feeling I need, to service a man, to suck him to completion. I started going to glory holes in the eighties, before aids, and once a month or so I'd find a...

Stranger Encounters

by Indianaboy6555 on Mar 2, 2020
Gay Male

Everyone is over 18. Being the advanced age I am, and from the area I grew up in, gloryhole encounters were my first form of experimentation. Naturally I followed the usual pattern. I discovered what they were. Then I enjoyed jerking off knowing someone was watching me and wanting my cum. Then finally one night, I got up the courage to slowly put my cock...

Craigslist Pt. 03: Fucking the Innkeeper

by Ken Nitsua on Apr 21, 2020
Gay Male

It's been years now since they vanished, but I still miss the Craigslist personals. Sure, they were filled with fakes, phonies and pic collectors. Even if you managed to hook up through one there was no guarantee that you'd actually have a good time. Once in a great while, though, answering an ad could lead to a unique, unforgettable encounter. Or more than...

The Gents

by ThomasStevenson on Sep 23, 2019
Gay Male

The sole of Will's gleaming patent dress shoes crunched on some discarded condom wrappers in the parking lot. The elegantly dressed young pre-law student checked the message he got from that daddy last night. This had to be it, right? The best and oldest cruising stop in the area? A run-down truck stop with a busted sign, dingy yellow lights, with one or two...