Gay Dirty Anal Stories

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Photo Fuck Ch. 02

by buttcheeks777 on Sep 15, 2017
Gay Male

"This is nothing more than a fantasy of mine, a mind-gone-wild exercise. Those seeking a great work of written art should not expect more than that." Well, so much for my thinking about sexy mid-late-50's Leslie and fucking that bagel. I originally fantasized about fucking into Leslie's tight little ass but instead, the rough, 60+ year old dirty janitor jus...

The Quirks of Maldivian Life

by silvertongueMV on Aug 18, 2017
Gay Male

I was in the island for two days. Through one of my contacts I had arranged for a resident to show me around and a guy in his early 20s called Mussad (not his real name of course) was the dude who took up the job. Upon arrival in the island in the morning Mussad offered to let me sleep in his room 'because it will save me the money' but just to be nice I o...

Doubling Up Pt. 03

by Robert_Furlong on Aug 30, 2017
Gay Male

It felt odd for my son and me to be squatting naked together, his back rubbing against mine, but I was sure it must feel even stranger for his best mate Marcus who was lying out on our front room carpet, facing upwards at our two splayed bums and pressing the twinned heads of a double-ended dildo against each of our arseholes. It wasn't the most typical Sat...

Losing My Anal Cherry

by pescaderoblue on Sep 15, 2017
Gay Male

Mike and I had a very special relationship. In our senior year in highschool he and his then-girlfriend had invited me to a threesome which had developed into a more or less regular fucking session. After that relationship had been over Mike and I, ever horny, but without any female partners to blow off some steam, had taken to whacking off together to the...

Jack & Walt

by lovebuns on Aug 18, 2017
Gay Male

I lay on the bed naked. The window was cracked and a cool summer breeze circulated over my freshly shaved and squeaky clean body. I arrived back at the apartment early this Friday and took advantage of the extra time to prepare myself for the sexual adventure that hopefully was ahead this evening. My roommate and I had been friends since high school, and g...

Doing It For The Boys

by sissyboi on Apr 3, 2019
Gay Male

As with a lot of boys in my late teens I jerked off with other guys in a group. There were 5 of us me Paul, and Jason, Steve, Chris and Scott. We had all just turned 18 and were all horny as fuck. We met after school at my house to watch porno flicks or look at dirty magazines. My house was almost always empty until about 6 o'clock so we had plenty of time t...

Matt & Bradley

by almost_braindead on Aug 18, 2017
Gay Male

The first time I attempted to write this story, it was about a life changing experience for me. I felt I had to write it down, and even asked Matt, the other character in my story for permission. He didn't mind, as long as I didn't use his real name, which wasn't a problem. I'm not using mine either. It feels even more personal now, I don't even want him to...

Pegging Peter Ch. 06

by KenJames on May 23, 2018
Gay Male

Peter kept thinking about his first time during the drive to Mark's apartment. He and Janna had been dating for two years, gradually progressing from tongue kissing to mutual masturbation. The last time, in the back seat of his dad's Suburban, he'd pulled her panties down, then eaten and fingered her to orgasm. She'd given him a great blow job. After he'd c...

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...

Second Time

by married_but_curious on Sep 14, 2017
Gay Male

It took a while before I decided I wanted to do anal again, but I ran a few ads, and finally found someone who talked me into meeting him who didn't sound crazy or whatnot, and turned me on with his emails, talking dirty about how he'd slowly seduce me and "make me his bitch". I'd arranged to meet him at a condo in Honolulu. I didn't have a picture, just a g...