Gay Gloryhole Anal Stories

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All My First Times

by CronicCruiser on Aug 31, 2017
Gay Male

When it Began I rang the doorbell. I was on the job delivering pizza to an apartment in a high rise complex. A late 20ish Arab dude opens the door. He's in a one piece white robe looking very Middle Eastern. I hand off the pie. He sets it down and he gives me enough money to cover pizza. Then he takes out an extra twenty and pushes it into my front pocket...

Waiting in the Dark

by Popper_Papa on Jan 13, 2018
Gay Male

I am naked... vulnerable...defenseless...sitting in the dark of my house waiting for a stranger to come over. He is coming over so I can suck his cock. I have never met him. I don't know what he looks like. He says he has an 8 inch cock! The stranger answered my ad on Craigslist about a private Gloryhole. I have it here at my house. I made the glory hole f...

Adult Bookstore Evening

by Slimstud24 on Aug 30, 2017
Gay Male

I am 21 years old. I'm completely straight acting but I classify myself secretly as bi. I've had sex with plenty of women and been in long lasting relationships with a few girls, as well as had a few gay hookups when I felt bold enough. This particular evening I was hanging around my apartment bored and kind of horny and I was tired of internet porn so I dec...

The Mudroom Ch. 02

by Kent100 on Sep 14, 2017
Gay Male

Recap of The Mudroom Part I... To catch you up... In my mind, my worst fears had just been confirmed by my cousin John. It was actually his big cock that I had sucked off at what I thought was my anonymous gloryhole setup at my house. We had hooked up off a Craig's List ad that I had posted and I was mortified with what he just said to me at the family par...

Gym

by MVP6 on Oct 5, 2020
Gay Male

This is my seventh letter describing my expanding awareness from a naive man with a desire to suck a cock to a man willing to explore. (M+M, oral, anal) In my first letter "Costume in a Costume" I describe how I dressed as a girl in a Halloween costume to trick unsuspecting men into letting me give them my first blow job. In my second letter "Gloryhole Il...

Rushing into a Threesome

by glory_first on Aug 18, 2017
Gay Male

After finding more free time on a Wednesday, in part due to my wife having serious back pain, the opportunity to revisit a downtown porn booth/glory hole around lunchtime was impossible to resist. I first spent an hour or so working in the forest, drinking a cold pint of beer, then drove downtown. I was wearing jeans, a flannel shirt, and old down jacket fr...

Glory Strokes

by glory_first on Aug 28, 2017
Gay Male

Riding to the original glory hole on a free but threateningly clouded Thursday mid-afternoon, my desires and hopes created a wave of anticipation. Desires starting while massaging the feet of my bi friend, who had come by to enjoy fresh strawberry jam on fresh bread, Thai soup, finishing with strawberry shortcake. She did turn down the offered gin and tonics...

Bathhouse Heaven Ch. 02

by glory_first on Sep 14, 2017
Gay Male

To open the brown bottle now would result in his being in control yet again. I would have to remove the hand sliding my cockhead over the outside of his delightfully slippery soft ass, meaning it would be replaced with a stranger's hand, possessing more direct intentions. I could not stop myself from doing the hit, knowing what it would mean, wanting it, hav...

Eat the Seed Pt. 04

by Digger66 on Sep 25, 2017
Gay Male

Carl and I walked out of the strip club part of the Spice Warehouse, and into the porn store part. The place was busy. Surprisingly, it was full of mostly middle-aged couples. There were a few scattered individual women and men. I walked straight to the counter. "Welcome back," Marybeth said. "You fellows look like you lost your wives." Carl replied, "The...

Bathhouse Heaven Ch. 35

by glory_first on Nov 20, 2018
Gay Male

I had been expertly seduced into cumming into and around his waiting hot hole, seduced by how good it felt to fuck a man without a condom. He had perfectly exploited two advantages - my sluttiness and his. It has been over a month since my last sauna visit, a much longer interval than usual over the last years of having sex with other men here. And it had on...