Gay First Time Stories

22,540 results
Orientation
Length
Source
Infinite Scroll

Kain

by SubjectiveJack on Aug 18, 2017
Gay Male

The following story is informed by real experience, but borrows liberally from long held fantasies and the promise of more. It is the first session of a D/s couple that will be followed by several more before their relationship reaches its peak. It wasn't the most gradual start to a relationship, Jack mused as he shook hands with the dark-eyed reception...

The Brownstone: Untold Stories Ch. 04

by jayjayk on Aug 30, 2017
Gay Male

Renny was dead quiet while Richard spoke. They had been at the restaurant for hours but no one had made a move to ask them to leave. Renny figured the obscenely large tip Richard had sitting on the table had something to do with it. Even the flirtatious little flammer that was serving them, that Richard barely acknowledged, kept people at bay and dutifully k...

Workout P90x Ch. 02

by jizzbits on Sep 1, 2017
Gay Male

Part Two I woke the next morning refreshed despite all the alcohol I drank, feeling a little fuzzy I just laid there letting my eyes adjust to the morning light that was cascading through the east window. My eyes fluttered open and I started to remember parts of a dream I had, the Tequila had robbed me once again of part of my night. My right hand slowly st...

Jock Pussy!

by funandbold on Aug 21, 2019
Gay Male

Colin and I had met at a party. We hit it off and we met up at his place a couple of days later. Colin is an upperclassman, very hot and very built! He's prime jock meat! I keep in great shape, and I have a big dick. Early on I fucked a lot of chicks and loved it, but when I got to college things changed, pussy was difficult to come by, and I was always hor...

Personal Coaching Ch. 01

by BeltBuckle on Apr 3, 2019
Gay Male

There was good news and bad news! Good news was that I finally turned eighteen years old. I was dreaming about this day for ages - finally being considered an adult. I was filled with a sense of personal freedom that made me feel like I could do anything. Well... almost anything. The bad news was that at my ripe age of eighteen, I was still a virgin. I was...

My First Bi- Black Cock Experience

by JJgreenville on Aug 30, 2017
Gay Male

I had always wondered what it would be like to have another man give me a blow job. Never in my wildest imaginings did I ever think it would actually happen, especially at my age. I'm a white male, pushing 82 years of age now. I'm single. Well, actually I'm a widower, having lost my wife of nearly 60 years, fours ago. We'd been quite happy during all that t...

Pizza Boy at the Door Ch. 01

by JKendallDane on Sep 14, 2017
Gay Male

8===> Waking up to a whole new beginning Author's note: For those of you that have been emailing and leaving messages on other stories...Pizza Boy is finally back! More chapters are still being added and new twists and drama for the boys will be coming. For those of you reading this series for the first time, I hope you will enjoy it as much as I have had...

The Champ

by gavinmlfletcher on Aug 18, 2017
Gay Male

Fuck! Why did I agree to meet his ass here in the first place, I thought. I shook my head and cracked my knuckles as I stood at the bottom of the dozen or so cracked cement stairs leading up to the gym entrance. For some reason I couldn't move. I just stood there looking up at the glass doors. I felt stupid. Five long years had passed since I'd seen or hear...

Andrew's Bum Boy Fantasy Cums True

by Johnkeats on Aug 30, 2017
Gay Male

Andrew arrived outside Tim's house, he parked and then got out of hi car, at the foot of the drive he hesitated, then steeling himself, walked towards the house. He nervously pressed the door bell, the seconds seamed like hours, he almost turned around and ran, the light came on the other side of the glass, and saw a tall dark form approach the door. The doo...

Business Escape Pt. 03

by morganjeffreydavis on Jun 15, 2020
Gay Male

Removing the Lines Part 3 It was around 3am once I got back to my room. After peeing I looked at my disheveled self in the mirror, this time with some guilt starting to creep in. I just had the most amazing sexual experience and thoroughly enjoyed it. And yes, the guilt was for my wife, not Morgan! But I kept thinking of that damn Morgan. He continued to p...