Gay Boxer Stories

2,083 results
Orientation
Length
Source
Infinite Scroll

Joe The Weatherman's First Time

by sack on Aug 18, 2017
Gay Male

Sharon was in a great mood. As executive director of WTYT, she finally had Joe the Weatherman where she wanted him. Joe you see, was the newest and handsomest member of the WTYT community. Six foot four and 200 pounds, he had a slightly nerdy, clean cut look that was very appealing. Scott, his 19 year old intern, was almost a miniature Joe, about six foot tw...

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...

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...

The Education of Scott: Seducing Rick

by sack on Aug 18, 2017
Gay Male

After his unexpected encounter with Ben and Tom, Scott was anxious to have more sexual experiences with them both. Unfortunately, Ben was transferred to a different building, so Scott only saw him occasionally, if at all. However, Tom was definitely still available and the two men rapidly became good jack-off and suck buddies, sometimes having sexual encount...

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...

Uninvited Guests

by Nicolas_De_Lenfant on Jul 15, 2020
Gay Male

I had been on the housing list for about eight months before there was any sign that I might be getting a place to live. The couple I was staying with had moved to a smaller place and couldn't take me with them, so I was working my way through hotels for a couple of weeks at a time hoping at some point that I'd hear from the housing and be able to move into...

New Neighbor Ch. 01

by qbb123 on Jun 3, 2019
Gay Male

It was a sunny Saturday morning in June. I was jogging in the park near my place. The sun was starting to get hot against my skin. All around me, joggers were starting to lose their t-shirts to run bare-chested and enjoy the heat. The sight of all these lovely muscled guys was starting to excite me. I completed my running and decided to stop a few minutes o...

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...

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...

Three Men and a Motel

by sack on Sep 14, 2017
Gay Male

The three men rode along in total silence, as if they were going to the dentist. Each could not believe in a matter of minutes they would be doing the unthinkable. Holding another man's cock, taking it in their mouths, and maybe even having their butts stretched by a firm eight incher. It had all began innocently enough. Dan, the oldest of the group at 38,...