Gay Boxers Stories

4,022 results
Orientation
Length
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Infinite Scroll

Double Bunk Encounter

by Bitoffun2005 on Aug 18, 2017
Gay Male

The school holidays had finally arrived and I was going to spend the first night sleeping over at my neighbour David's house. We had both recently celebrated our 18th birthdays and had been good friends since Kindergarten. I was looking forward to the sleepover as it gave me a chance to enjoy the eyecandy that was David's sister. After spending the night...

Straight Football Mates Ch. 01

by johnboi86 on Apr 3, 2019
Gay Male

*Please note this story is based on my own true story, for the purpose of this I have changed the names and slightly altered the story however for the most part it remains true.* Justin and Andy had known each other since they we're both 11 when they started in the same class at high school, they had the same interests in football, school pranks and girls...

The Education of Scott: Trilogy

by sack on Aug 18, 2017
Gay Male

After Scott's intense three way with Tom and Ben, he walked around with a constant erection which could barely be contained by his khakis and boxers. Memorial Day weekend had been particularly rough for him, as his wife was out of town visiting her relatives and wouldn't be back until Wednesday. When he reported to school on Tuesday morning, Scott was more t...

New Neighborhood

by Sk8erboi89 on Oct 5, 2020
Gay Male

I had just moved into a new neighborhood and was getting used to the feel of it. I enjoyed walking, and so (almost) everyday I would go on a 30 minute to an hour walk, through my neighborhood and sometimes to some trails and paths close by. I loved staying fit, doing my best to keep in shape. One day, I was on my normal walk and a man approached me, steppi...

The Second Rendezvous...

by indian_feet on Aug 18, 2017
Gay Male

It was just another noon and I was lazing around in my hostel campus. I had cleared my exams and in particular the chemistry paper, thanks to my 'favorite' prof! I was getting bored with nothing to do. So, I decided to 'check' out the library, hoping to meet my professor. After what transpired last week in his staff room, I was wondering what was in store...

Joe The Weatherman's Second Time

by sack on Aug 18, 2017
Gay Male

After Joe and Scott had their humiliating first sexual experience under the command of Sharon, it was very difficult to work together the next day. They pretty much avoided each other the whole morning, finally getting to talk a little at lunchtime. As it worked out, both men basically enjoyed the experience, but wished Sharon hadn't been there so they could...

Wrestling and being fucked

by hndcuffguy on Apr 1, 2020
Gay Male

*English is not my native language* It is a real story, not a fiction. I am a 26 yo guy. I rent an apartment with an other guy who is 27 yo. The interesting thing is that he is gay. I never thought about myself as a bisexual before, but sometimes even the male body and genitals can make me horny. I love wrestling and soft bondage porn, and my roommate caug...

Girlfriend's Bro Takes Charge Pt. 01

by somebody123 on Apr 17, 2019
Gay Male

I couldn't believe what I'd heard. "Two months?! Your brother will be here for two months?!" My girlfriend and I had just bought an apartment together in Manhattan and we finally had a place to ourselves. For years, we'd lived with roommates in the close confines of New York City. Now that we finally had a studio apartment to ourselves, Stacy had invited he...

The Waiter

by little sebastian on Aug 18, 2017
Gay Male

Back in my hotel room I'd already stripped down to my boxers and vest in anticipation of his arrival. He'd been looking at me in the lobby bar for a while and we'd had snatches of conversation. He finished work at 2 p.m., so I figured there was an opportunity for him to slip up to my room before he left the hotel. At one point he hid from the view of the oth...

First Time With Barry

by Hot2TrotInWI on Aug 18, 2017
Gay Male

My name is Brent and this is my story. It happened one night back home while visiting an old friend. I've known Barry for about 10 years, and we've lost touch as of late. We used to work together, golf together, and do alot of drinking together. We had a group of friends that would all go out & during the week and on weekends. Barry and I got along the best...