Gay Boxer Stories

2,083 results
Orientation
Length
Source
Infinite Scroll

Web Ch. 01

by Cubanizer on Aug 18, 2017
Gay Male

Web Ch. 01: Greg & Ruben If there was one thing Greg loved about himself, it was his tongue. In his wildest naughty laughs, that tongue would climb out, long and wet. And when he wanted to be particularly filthy, he'd work his tongue like a seductive belly dancer. True, his body wasn't bad at all, but that was something he could work to perfection. His ton...

Craigslist Adventures Don Ch. 01

by hornyyoungguy69 on Aug 18, 2017
Gay Male

Before these events, I had successfully met with 2 other people from Craigslist for safe play at different times. I am bi and like women more, but when I need some quick relief, I turn to Craigslist, usually guys because the w4m posts are typically scams of some sort. Anyway, onto the story... I was extremely horny one day, as usual. I posted an ad searchin...

The Bitch Top

by TuxedoPirate on Sep 21, 2020
Gay Male

He was tall and handsome and toned. He was like Adonis. Even his cock was the epitome of manliness. It was ten inches long and as thick as my wrist. When it was hard, it was like sculpted marble. I was going to enjoy tonight. I was laying on my blue satin bedsheets, arms behind my head and legs spread out. My cock was hard and was straining against my boxer...

Storms

by tantric9725 on Aug 18, 2017
Gay Male

The walls were lit with the candles left in the storage room. It was a terrible way for both Drew and Jay to be spending their Friday nights. As usual the weather in the city managed to keep them. The power was out and the entire building was dark. Luckily they found a couple of candles and some food left in the company fridge. Being quarantined in a small d...

Used By My Temp Assistant

by Jaime_Westside on Aug 18, 2017
Gay Male

This is a true story that happened at work about a year and a half ago. I was between assistants and had hired a temp named Jeremy. He was fine looking, but the truth is I had hired the first temp with a resume that remotely resembled what I was looking for. When he first showed up I at first thought he was a client. He was tall, dressed for success, and 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...

Hangout with Harry Pt. 02

by periergos on Aug 18, 2017
Gay Male

** Hi - Many thanks for clicking - I hope you enjoy my humble efforts. I'm really interested in any comments or feedback - please let me know your thoughts! I'm also looking for someone who could assist with editing and other bits prior to publishing - feel free to get in touch. Do let me know if there's interest in this story continuing. There are a coupl...

The Guy at the Pool's Friend

by GuyTraveler on Aug 18, 2017
Gay Male

After my hot session with Jim, I was lounging in my hotel room. I pulled on a pair of boxer briefs and stretched out on the couch. I guess still in the afterglow of that hot fuck. I was drained but very satisfied as I relaxed. I was caressing my own body thinking about how hot it had been and I guess I sought of dozed or just faded away. Suddenly I realized...

Oral Sex While Sleeping Ch. 02

by david112822 on Aug 18, 2017
Gay Male

This is a continuation of my last FICTIONAL story, "Oral Sex while Sleeping," where Tim receives a blow job while he is sleeping from me (Dave.) You may remember that Tim has insomnia and his doctor prescribed a very powerful sleeping pill that he must take every night. Once he is asleep, he is out like a light until the next morning. While he is sleeping, I...

Best Friend's Brother

by LilJacks on Aug 30, 2017
Gay Male

Me and my best friend would Skype each other since we finished high school. I was now doing computing in college while he started work straight away in a diner somewhere a few towns away from where I lived. This meant we couldn't really hang out as much as we used to. It was in about 10th grade that I came out, and my best friend did about two months after I...