Gay Underwear Stories

6,363 results
Orientation
Length
Source
Infinite Scroll

Fucked by a Stranger

by married_but_curious on Sep 2, 2017
Gay Male

I walk into the apartment of a stranger I've met on Craigslist, a bit apprehensively, ready to bail at the first scent of trouble. He seems nice, though, a slimly muscular Asian man in his late 30s with a welcoming smile. We talked via emails about me sucking his cock if it feels right. If we were chicks, this would be the part where we'd share and bond an...

8 Inches And Up Need Only Respond

by rcfox on Aug 18, 2017
Gay Male

It was Friday night at a local gay club and my friend had to leave to meet up with some other other people. We said our goodbyes and I stayed to finish my drink. I stood near the entrance looking at the go-go boys dancing on the bar, flipping their underwear down to expose their cock to the old perverts. I finished off my drink and was about to leave when my...

11:59

by steveleenow on Sep 14, 2017
Gay Male

Standing contrapposto, I stare at myself in the mirror and gently smile. The music on the radio fades in and out from a static to a strong signal as if each shift of my body entire affects its clarity. The day has been long and bleak, it's only positive occurring earlier when I got drunk and had such a wild time on the dance floor. And as I stare at my...

My New Young Sub Pt. 01

by koksocker333 on Aug 13, 2019
Gay Male

I met him online, his profile said he was a "Sub Bottom looking for a dominant top." we chatted online for a lengthy time, he told me his do's and do nots. He was quite extensive on what he would do and what he would not do. I was amazed at all the things he told me, here I had a sub bottom that wanted to dictate what he would and would not do. He wanted to...

An Accidental Public Performance

by Giganet on Aug 18, 2017
Gay Male

This occurred a year, maybe two, before I met Paul, who will be introduced in coming stories. I was 18 or 19 at the time, so, it all happened quite some time ago. I was in college taking Business Administration, for what would ultimately turn out to be my last semester. I was a dishwasher at a local mall restaurant to pay the bills at the time. There was...

Wrestling Buddies

by guybothways on Sep 14, 2017
Gay Male

My friend Jeff and I grew up on the same block. We did all the things teenage boys do. Our parents were good friends and once a week or so they got together to play cards and have a few drinks. We usually hung out at whatever house our parents weren't at. We were both eighteen year old seniors with a couple months or so before graduating from high school....

1st Strip Poker Game

by tryingitoutagain2 on Oct 13, 2017
Gay Male

This is a true story of the first time I swallowed a load of cum. I had just turned 18 and my neighbor, Tony, and I messed around a little bit. Tony was 3 years older than me but we were both living at home and going to college. He was in great shape with long hair and rugged, handsome features. We played around a little; mostly mutual jack offs and occasi...

Next Steps

by Jayski on Aug 30, 2017
Gay Male

This is the follow on from "In the Beginning". Thank you for the kind comments. Please remember this is a true story. The weeks that followed our first, brief meeting in the car park were filled with frantic sexual contact between Rob and I. I recall lying totally naked on my bed and stroking myself until I came all over my chest and stomach as he told m...

First Time With My New Friend

by Anonimous2 on Sep 15, 2017
Gay Male

I was 21 years old. Last summer actually! We would take a 5 day trip with our school. On an island. Doesn't matter where. My 2 school mates eventually didn't come, but that didn't stop me from going. I went with the idea that I will make new friends. So we took off a Wednesday morning from our school with a school bus heading for the port were we would t...

Bait a Hook Ch. 12

by VaRiverWriter on Sep 25, 2017
Gay Male

Chapter 12: Ebb & Flow I was in my room sitting at my desk when I heard my dad come back home. I heard him as he marched up the stairs and barged in my room. My heart was pounding and my eyes threatened tears as he walked straight to me before pulling me up and into a hug. "I love you Bobby. I'm sorry if I scared you." I let out an audible sigh of relief a...