Gay First Time Bottom Stories

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Breaking My Cherry

by bilove69 on Aug 23, 2017
Gay Male

Previously being a happily married 36 year old straight male I couldn't believe after my first fleeting time man to man how much I desired more cock. My first time took me slightly by surprise as I had gone to a nudist beach to look at girls and before I knew it had found me being jerked off by this amazing stud. I wanted more and as much as I tried to resis...

Teen's Submissive Journey Ch. 02

by abiguy on Sep 14, 2017
Gay Male

I was on my way to Paul's hose now. Driving there in my moms mini-van, I kept having an urge to turn back but my raging boner kept me going. It was hot that day, i was wearing a pair of cargo shorts, a t-shirt and sneakers. I parked across the street after finding Paul's house. My heart was racing and if I decided to jerk off right then I'd barely last a min...

John the Usher Ch. 01

by koksocker333 on Sep 23, 2019
Gay Male

I met the grooms brother at my cousins wedding, we first met at the engagement party, he was across the room, our eyes met when I first walked in the door, he quickly turned away trying to avoid eye contact. I caught him a few times checking me out, I looked pretty good if I do say so myself. He was a strapping lad, he was twenty four years old, single, stra...

A Changed Life Ch. 01

by ingarlm on Sep 19, 2017
Gay Male

Author's note: This is a slow and (I hope) romantic story that builds up to sex in later chapters. It's written from both perspectives. If you've read any of my other gay stories, this is the tale of Mark and Charlie, who are Simon's neighbours in A New Life. * * * * * * Mark It had always been my ambition to run a restaurant, since I was a child. I cou...

Nephilim's Bliss Ch. 01

by we_all_kneel on Sep 23, 2019
Gay Male

Most of the soldiers have not yet returned from war, so the tavern was almost empty, despite the evening time which used to change it in the most alive place in the city. There was a depressed bartender, one bored waitress pretending to clean some tables and him – handsome thug in a leather armour, sipping beer and playing with a sack of gold. "Don't be af...

Center Stage Ch. 06

by Gryffindor on Aug 30, 2017
Gay Male

I’ve always heard the expression ‘like a deer caught in headlights’ but I never truly understood the meaning of it until this exact moment. Time seemed to slow down. I could feel myself stop breathing. There is no way this is fucking possible. It is supposed to be Lucas. He’s supposed to be the crazy nut job that’s been harassing me. I could practically hear...

Housemates Ch. 03

by FrankieJunior on Jul 13, 2020
Gay Male

Alex was lying on his bed staring up at the ceiling. He was thinking about what happened between him and Brayden two days ago. He had jerked off with his sister's boyfriend. But not just that; he had put Brayden's cock in his mouth and swallowed his cum. Alex covered his face with his hands. He couldn't believe what had happened. What does this mean for him...

Another First Time Ch. 02

by sr71plt on Aug 18, 2017
Gay Male

"Hail to the Tutweilers. Charles, Anne, hello. So good of the American embassy to send a contingent to the polo match. And who might this young man with you be?" Marc looked up at the imposing figure astride the equally massive and magnificent horse. Charles had told him who the rider was before he'd broken away from his team after the first chukka and had...

Learning from Older Men Pt. 02

by letsplayhard1994 on Jun 1, 2020
Gay Male

This tale is a partially fictionalized account of my first time being seduced and sucking off an older man following my introduction into the world of gay sex online. Names have been changed as well as locations but the following story is based off of real events. By the end of 2013 I had discovered that I was sexually attracted to men following a chance e...

Growing Up Hung Pt. 03

by funandbold on May 29, 2018
Gay Male

I left with a spring in my step and headed to my place. It was getting late and I grabbed a bite on the way home. Soon I was at my place studying and when I got tired, I flopped on my bed and decided to stroke out another load before getting some sleep. *** So drifting off I'm thinking about how wild it was and how great it was to get my first amazingly h...