Gay Double Penetration Stories

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Double the Pleasure

by hornrocket on Sep 14, 2017
Gay Male

I stood dripping wet and cold on the doorstep, the brisk wind and cutting rain beating down on my body. I'd come completely unprepared for the sudden change in the weather and as I stood their in my long shorts and half unbuttoned, now plain see through white summer shirt I rang the doorbell for the fourth time. I was fast losing hope and having had more th...

Gittin' It All

by KeithD on Sep 14, 2017
Gay Male

"You sure he's on board with it? I mean other than you haven't told him." "Yes, Mr. Gillespie, we won't be popping any male cherries or working on tight holes here. I've had him several times and now he's beggin' for it. And he's been on a train with some of the football players. Just one more step into what we do—and I've already heard him being curious ab...

Caught, Blackmailed and Loving It! 002

by CSK on Sep 14, 2017
Gay Male

It's amazing how one day of laying out naked can change one's life. If you haven't read my first account of how my life changed, please read chapter one and then come back. If you have read it, you will know that it left off with me and Heather making out in a pool while her father (Mark) fucked me in my ass and his friend Jack fucked her in her ass. After t...

Drums in the Night

by KeithD on Oct 26, 2020
Gay Male

Rise, fall; rise, fall. This was usually when inspiration came to me—when I was riding a man's cock. It wasn't working today, though. Inspiration wasn't coming. Guido, an Italian-American hunk, even at fifty, was coming, however. The coming of Guido was well worth working for. I reclined back, grasping his knees, and continued rising and fall on his shaft as...

Married and No Longer Curious

by jamesale2003 on Dec 25, 2019
Gay Male

A few years ago James got the urge to seek out another cock. Curious about sucking and being sucked by another man, he decided to arrange this by meeting married men for a warm, relaxed introductions to this activity. Turning to online chat rooms he found Tony who was similarly curious and over the next few months they worked themselves up to their first mee...

Deep Ass

by SweetPrettyAss on Aug 18, 2017
Gay Male

On Friday night, Lenny Post walked into The Rodeo, a gay pickup bar where he was well-known. He had an itch his dildo couldn't cure so he was looking to find the most well-hung stud he could. He enjoyed sucking cocks but there were some times when what he needed more than anything was for his ass to get a good cramming and this night was one of those times....

Good Neighbor

by jimmito on Aug 18, 2017
Gay Male

I did not remember my neighbor's name. We had lived next to each other for two years and exchanged pleasantries but never visited each other's homes. We were both in our mid forties, about the same size all around. He was married and his wife would nod and smile at me but I had never spoken to her nor she to me. I am not unfriendly. I am however very reserv...

Boy Hole

by caeneus on Sep 14, 2017
Gay Male

You'd never believe the story of how I fucked a guy for the first time. He was a drinking buddy, nearly twice my age and a head taller than me. I didn't know I was even interested until I transitioned from female to male. Suddenly I felt the dick and the drive that I had been missing all my life. The hormone therapy, testosterone, made me as horny as a tee...

Racing with the Devil Ch. 03-04

by KeithD on Mar 30, 2020
Gay Male

Chapter Three: The Oil Company Executive, Ty Haskell How could I ever have imagined I'd be in a situation like this? But it is all about business—all about who was going to offer the best oil concessions. It was hard to tell whether the young blond was a willing participant or not when I was ushered to the pool house of Prince Sayeed el-Basir's palace. Ami...

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...