Gay Caught Jerking Off Stories

22,111 results
Orientation
Length
Source
Infinite Scroll

Remembering the First-a Second Time

by lhayes on Aug 18, 2017
Gay Male

It was a hot, lonely summer evening. My wife was away on a girlfriend's trip. I was out of town myself, spending the weekend at my parent's house. They were away on vacation and I was 'house-sitting' for them. With nothing better to do, I headed out to the local bar. It had been twenty years since I'd been to the place. I used to hang out there with my frien...

Senior Year Pt. 01

by holden_caulfield on Sep 19, 2017
Gay Male

A quick note before we start. This story is true the sense that everything really happened and fiction in the sense that not everything happened the way or in the order I tell it. It is neither a sappy love story nor a straight up pornography. If anything I'd say it's a story about growing up. ***** My senior year of high school I was a skinny, shy, yet br...

Auto-Erotic

by ABNnudist on Aug 30, 2017
Gay Male

From the very first time I did it, I loved jerking off. I did it often, as often as I could. I had some porn that I liked to get me started but I would let my mind wander and think of some of the girls from school or the memory of some porn that I had seen and it set me off. When I was getting ready to cum, I would look down at my dick and watch it shoot all...

I Tasted My First Cock

by jugster on Aug 31, 2017
Gay Male

First, all events described in this story actually happened to me. I've finally decided to put it to writing to see what others think. Just some details about me: I'm currently 33, I'm 5'11", 195 lbs and by most accounts most people say I'm attractive (black hair, goatee, olive complexion, hairy chest). I am currently married but this story is about events...

Caught on My Knees

by koksocker333 on Sep 24, 2019
Gay Male

It was all very innocent at first, I was at the mall and had to go pee, I found a washroom and headed in, there were quite a few guys standing around a urinal became free so I quickly took it I was peeing sort of minding my own business, when I look over at the guy beside me, he is in his forties I would say he is not peeing he is jerking his cock off, its n...

Submitting To My Roommate...

by chriscili on Aug 18, 2017
Gay Male

Submitting To My Roommate: My New Gay Life I was 18 years old when I had my first gay experience. I was at a private all male college (yes, a few do still exist), it was my freshman year and I shared a room with another freshman named Chris. It seemed that other guys could tell right away the Chris was gay but it didn't cross my mind – I was too concerned w...

Best Friend, First Time

by jwy12 on Sep 1, 2017
Gay Male

When I was eighteen I was going out with Jaclyn. We had been together for two years: I knew her family, her friends and her entire life story. Her older brother, Teddy, became my best friend. We just clicked, like we were brothers... which he always joked about because "if we are brothers, your girlfriend is your sister...dude, that's wrong..." We laughed e...

Jerking Off at Work

by SinisterD on Mar 18, 2020
Gay Male

A few years ago, I'd gotten a job at the local city college teaching martial arts. It wasn't for the money, because there wasn't much. It was mostly to get me out of the house a few times a week. I'd been retired for four years and realized I was bored senseless. The gig kept me occupied, kept me from getting too soft in the belly, and was honestly kind of...

Cougar and her Five Virginal Cubs Ch. 16

by SusanJillParker on Sep 19, 2017
Gay Male

Chapter Sixteen - "Now What Should I Do?" After watching Joey blow Stephen and Stephen blow Ralph, after watching them cum in one another's mouth, I was as shocked, as much as I was disturbed by the sight of two of my best friends having gay sex. Now what should I do? Should I rat on them? Should I tell the guys that Joey and Stephen just gave one another...

The Continuing Education of Dr. Paul Ch. 01

by sweetmichaeln on Aug 18, 2017
Gay Male

It was a normal fall day. A day like any other really, except this day was going to change my life. Whether it changed for better or worse, well you can decide that. My last class was over at 3:50. I returned to my office and locked my door. I opened my laptop and went to my alternative email account and scanned through the notes from various men (and a fe...