Gay First Time Gay Stories

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Gay Sex for Gregory

by JASONSHOMOEROTICA on Sep 14, 2017
Gay Male

An Imaginary Homoerotic Tale FOREWORD This is a story about a timid young school leaver, Gregory Parry, who is totally unsure of his sexuality and is about to enter college in Berkeley, California. His mother, Elizabeth Parry, convinced that her son is gay, pays Sven and Liam two training assistants at Chris Newman's, Ringboy's Gym, a well known naked body...

A whole new world

by Dark Warrior on Feb 6, 2002
Gay

I'm Joel, and I'm 19. I'm going to College at the moment, having completed all my high school years. I must admit, I was always interested in girls, but never really got very far with them. Ok, ok, I'll tell you the truth. I never even got past kissing. I thought I was a bit sad, but I really felt like I hadn't found "the one" yet. It sounds corny,...

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Lockdown Amateur Stars

by ErectileKai on Jul 15, 2020
Gay Male

5 weeks into the coronavirus lockdown, my resistance finally cracked. My roommate, John, and I were broke as hell and we had been fired from our workplace at the local mall. The landlord, who was a Mexican gangster, wanted rent paid on time or else we were in serious trouble. We had only a few days supply of food remaining. I was horny and I had not heard a...

First Times Getting Sucked

by nakedsteve on May 22, 2019
Gay Male

First time in an ABS: It was 1980, I was a tall, thin, 18 yr old Marine stationed in San Diego. This was back when you could drink at 18 and there was no random drug testing. I spent one of my first nights there wandering around downtown in a pot and alcohol induced haze. I was eyeing the prostitutes but didn't think I had enough money for them, since I'd a...

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...

Nephew's Readjustment Pt. 06

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed and sought after! ***** Cynthia spent the first few days of the week getting Nicholas accustomed to anal o...

Straight Chris Makes a Bet

by dunnohowtosex on Aug 18, 2017
Gay Male

Chris chortled and said "No way that's true! I've had sex with women multiple times in one day but I've needed a couple hours in between 'sessions'." I rolled my eyes and just face palmed. He had been talking about how unfair it was for women to have multiple orgasms when he was pretty much just one and done. I had just said, "You know what foreplay is? Wel...

First Bathhouse Experience

by Matt B. on Aug 18, 2017
Gay Male

When I was 19 I had joined the army and found my first taste of freedom. I had had some gay encounters with men in public washrooms and such, but I still considered myself straight. One summer I came back to my hometown, Montreal, on leave. One night I ended up getting very drunk and flagging a cab downtown. The driver was older and asked me a lot of questi...

Show Me Yours

by BuckyDuckman on Sep 14, 2017
Gay Male

I hate labels. I don't consider myself gay. Hell, I don't even think of myself as bi, either. Slightly bent? Straight with a slight curve? Fuck if I know because I love sex with women. Really, I do, except I've had a dick or two inside my mouth, too. So, what does that make me? Before Todd, I never thought much about it. Best to think of myself as a horny ba...

My Journey Ch. 03

by lonesomejones on Sep 14, 2017
Gay Male

I slept very soundly that night. It was a combination of the alcohol and that I was feeling more comfortable about being bi. I woke up with a stiff cock and was feeling very horny which was probably partly due to the erotic dreams I had had overnight about sucking off men with big cocks. Despite this, I still thought I was only bi and that I'd probably go...