Gay Boxer Briefs Stories

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Pulled Over

by Nep9Sat on Aug 17, 2017
Gay Male

Here I was, driving in the middle of the night from one city to another. A friend was getting married in the capitol city where we went to college, but I had since moved away. I drove back for the wedding and was supposed to crash at an old buddy's place. The buddy flaked out on me, so I had no where to stay. I really didn't want to get a hotel room because...

Online Briefing

by Robert_Furlong on Aug 18, 2017
Gay Male

Part of the 'Butt Monkey' series of stories by Robert Furlong === I scrolled down the pictures of men's underwear filling the screen, trying to locate the Calvin Klein boxer briefs Jake prefers. If I bought him the wrong ones, he'd wear them once and then that would be it. He'd say they were uncomfortable or they chaffed at his thighs or they rode up into...

Prove It Ch. 02

by Gentleman44 on Sep 14, 2017
Gay Male

I awake the next morning with a start. It is early, so very early. The mixed emotions from what would seem to be the oddest night of my life seem muted by the pounding headache that cannot be ignored. Fuck! How much had a drank last night? The answer seemed simple: too much. I also quickly realized how cold I was. Apparently Jeff thought that the one flann...

Adam and Steve

by Robert_Furlong on Sep 16, 2017
Gay Male

Part of the 'Butt Monkey' series of stories by Robert Furlong === A few months after Linda had left me, when it was becoming clear even to me that my ex-wife wasn't coming back, I'd signed up to become a member of a couple of online dating sites in the hope that I might yet meet my soul mate. The endeavour had proven largely fruitless as the women who resp...

Roommate Ch. 02

by Mattay on Dec 9, 2017
Gay Male

Later that day Matt was back in his dorm room. He was working on his homework for the day but could not help thinking about all of the action that morning. He still had Chris' underwear in the back of his pants drawer. He hoped he would be up for it again. Crazy. Just as he thought that, the door to his room opened. Chris walked in with his friend Tom from...

Denial and Acceptance

by onejustforfun on Sep 14, 2017
Gay Male

I was 18, and my friend of several years (Jeff) was had turned 18 just a few days before. We played on the same baseball team, and every year for last few we had at least a couple of classes together. So we were pretty close. We were both in good shape, but Jeff always had that certain something. He was about 5' 10" and had kind of round face that made dimpl...

Boxer Briefs Left Behind

by BeltBuckle on Mar 11, 2019
Gay Male

I carefully stretched my arm muscles while flexing my entire body before the mirror and check myself out for a while. I could easily afford to do that - at this time, the gym locker room was deserted. Very few people came here this late at night, and that's what I liked. Privacy. It was almost absolute - I saw nobody else in the gym at this time and there wa...

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...

The Troubled Student

by Funone2020 on May 22, 2019
Gay Male

The bell rings, signaling the beginning of class. I sit behind my desk watching the students shuffle in and make their way to their seats. After the last few stragglers wander in, I start attendance. "Here, here, here," as I go down the list I reach one name, "Nick?" Silence. He's not here as usual! Once I've finished attendance, I get up from my desk an...

I'll Show You After Work

by jakeonthebox on Aug 18, 2017
Gay Male

This story is totally made up. Please don't repost it without talking to me about it first. I work in an office where I am one of the younger guys there and I am definitely on the casual side as far as dressing goes. A lot of the guys have to go out on sales calls and therefore do the shirt/tie thing, but my job keeps me in the office and also involves car...