Gay Jack Off Stories

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Jack-Off Buddy

by w.b.p. on Sep 1, 2017
Gay Male

Late one night, driving home from out of town, I was very horny. I had been having phone sex with my wife while I drove; my cell phone on the dashboard, the earpiece in my ear, and my penis hanging out of my pants, driving with one hand and stroking myself with the other. I had made my wife cum several times, talking about my dick and her vagina and our assh...

The Jack Off Sessions

by dlake on Sep 19, 2017
Gay Male

James closed the drapes, darkening the living room of his parents house while Brent inserted the DVD into the machine. With a press of a button, the movie started. The room was average sized. There was a beige corduroy couch with a small coffee table in front of it directly across from the covered windows. Against the wall to the right of the couch was a b...

A Jack Off Session

by John Hamilton on Aug 18, 2017
Gay Male

The following is a true account of what my average masturbation session was like back in college which involves both hetero and homo fantasies. I used to do this at least once a week. * * * * * Back in college my masturbation sessions usually involved looking up lots of sexual stimuli on the computer. Since I didn't have a computer in my dorm I always had...

Taking the Plunge

by jack_straw on Aug 29, 2017
Gay Male

Remember when you were 10 or 11, and your buddies double-dog dared you to jump off the high diving board at the local swimming pool? Well, something like that happened to me recently, and it was the most incredible erotic experience of my life. I still can't believe I did it, but I guess if you climb up on the board often enough, eventually you'll throw ca...

At The Party

by bi golly on Sep 14, 2017
Gay Male

It was billed as a jack off party. I found it by trolling gay groups on Yahoo. They said that they allowed no alcohol or drugs. They limited the number of men to 16 and you had to apply to get in. They mailed the invitation if you were accepted and that was your ticket for entrance. They said that you had to strip as soon as you got there and after that, you...

Rave Slave

by jack_straw on Sep 14, 2017
Gay Male

I had resigned myself to another frustrating night alone without relief. It had been two weeks since I had last been allowed an orgasm, and the need was deep in my groin. This was not the first time that a significant period of time had passed without contact from my master, but this was the longest he had gone without coming to me, and he had been very spe...

Jack and Jerome

by Ryan_Hero on May 7, 2019
Gay Male

Jerome looked at his phone. Nothing. "Damn!" he thought. He thought that maybe this time it would happen. Last time, years ago in Alberta, it didn't. And he'd been so ready to take the plunge. But the guy never showed. For some reason it felt different with Jack, their messages has gotten hotter and hotter, more detailed; less fantasy and more, well, plan...

Glory Hole

by Phreaky1 on Sep 5, 2017
Gay Male

I got off the airport with a hard-on. Atlanta was my favorite city. I have been coming here every month for the last year. When my company first started to send me here, I hated it. The time away from home and my family was hard and there really was not much work to do. So I started to spend my free time driving around touring the city. The drives usually le...

The Pictures Ch. 02

by Mike Cindy on Aug 17, 2017
Gay Male

Jack’s parting words of, “you can keep those three pictures, I have better pictures at home,” still rang in my head. I felt humiliated by what had just happened and stupid for letting it happen but I still had a raging hard on. I jacked off to the thoughts of recent events and had an explosive orgasm. Sleep that night was difficult at best. I went to work...

Jack's First Time

by JakeLogan13 on Aug 31, 2017
Gay Male

Jack always had been curious about bi-experiences, but never had a chance to try it out. He was 30 years old and had several girlfriends. However, what drew him to trying out a gay experience was more of a power game of giving up control and being "forced" to do something forbidden. One day he even put up a craigslist, but never went through with it. This d...