Gay Boxers Stories

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My Neighbor's Secret

by Caliber345 on Aug 30, 2017
Gay Male

In my late teens and early twenties, my best friend and I had some very intimate experiences. We both had trouble finding ladies where we lived, and eventually found release with each other. When he moved away, I found myself still fantasizing about men. I ended up having several more incredible encounters before meeting my wife. Tina, an on-and-off-again...

Brought My Straight Buds Together

by Titsanddicks on Dec 23, 2019
Gay Male

I'm 25 and this happened two years ago. This story is 100% true with no embellishment whatsoever. In case you haven't read the story of my first sexual encounter with my long time high school buddy Mike just a few days before this happened, feel free to read that first, or not. At that encounter I made a move on him and it worked out great. Mike has a best...

Feet Sex with Chemistry Professor

by indian_feet on Sep 1, 2017
Gay Male

It was the time when the exam papers are out and we, the usual bunch of students wait for our fate to be decided by our mentors - some of those who we have not even seen for months! It was just another lazy afternoon when I decided to stay back in the campus for some additional reads in the library. I had finished my lunch and headed to the library. It was...

Housesitting in the Suburbs Pt. 02

by ramon25 on Jun 5, 2018
Gay Male

I woke up the next morning, naked, with a hardon and the need to piss like a racehorse. I rolled over to look for Scott, but he was gone. I hadn't heard him leave. I quietly got out of bed and went in the small bathroom attached to Scott's bedroom loft and sat on the toilet to pee. I thought about our day together yesterday. Scott and I were best friends...

Underwear Friends Ch. 05

by ramon25 on Sep 16, 2017
Gay Male

During the middle of summer, while my little brother was away at camp and my dad was on a business trip, my mother and I had connected during a period of mutual loneliness. My dad had been having an affair, and my best friend and lover, Mark, had moved back to Texas. My mother and I had a drunken night of sex, that led to a few more exploratory sessions, bef...

Kissing Him Down There

by BenjaminG on Aug 18, 2017
Gay Male

Pulling back the covers I could see his erection in his boxers. I waited a little while trying to breath as calmly as possible while admiring the shape it made pressed against the loose cotton. Carefully I moved my hand up the leg of his boxers until I could feel his hairy testicles with my fingers, this made my skin shiver and my lips burn. He stirred a sec...

My Roommate's Toy Box Ch. 01

by brycemanning on Jul 27, 2020
Gay Male

Author's Note: This chapter sets up at least two more that will contain the action, the second coming in a few days. I'd skip the story if you're going to find large sex toys off-putting. The premise was way more fun with objects that wouldn't be easily explainable. *** I moved into my freshman dorm room on the very first move-in day available for the fall...

Science Block Suckoff

by NathanEngland on Jul 6, 2020
Gay Male

Well I'd sucked my first cock and received my first blowjob. Me and David had agreed to suck each other off so we could "practice lasting for sex with girls". We didn't stop there! Once I had sucked David's cock once I was hooked. I couldn't believe I actually enjoyed doing it, I enjoyed the pleasure I had given him too. And I bloody loved my dick sucked!...

Close Friends Get Closer Ch. 3

by cool_person on Sep 25, 2017
Gay Male

When I woke the next morning it took me a second to remember last nights events. I had sucked my friends cocks and had mine sucked by them, and had been finger fucked in the ass by my friend Gary. I smiled as I recalled last night and then got out of bed and went into the lounge room. To my surprise, Bob and Gary were already there, but Shane wasn't. It seem...

Roommate Ch. 01

by biaznboy on Sep 1, 2017
Gay Male

The day I got my roommate assignment for college I was joking around with my best friend and saying, "Hmm. I wonder if he's cute. I wonder if he's bi or gay? Wouldn't that be interesting?" My friend laughed and shook his head. Yet I wondered. After we moved in, much to my surprise I found he was really cute, a nice surfer blondie, about 5'8", a tanned body...