Gay Boxer Stories

2,083 results
Orientation
Length
Source
Infinite Scroll

Underwear Friends

by ramon25 on Sep 16, 2017
Gay Male

I was dreading taking a gym class in my senior year in high school. I missed gym in my junior year due to some surgery, so I had to take it as a senior in order to graduate. All of the other guys were juniors that i didn't know very well, but I had to make the best of it. Partway into the school year, a new guy transferred to our school from Texas. Mark...

Fantasy Finally Fulfilled

by bmxcali88 on Aug 18, 2017
Gay Male

Hey, I'm straight and have a gorgeous girlfriend. We're both 19 and go to school at an awesome university. We get horny all the time it seems like, but occasionally when I get horny I have this crazy fantasy of having sex with another guy. I told my girlfriend about this and she thinks it's really hot and it's now her fantasy to have a threesome with me and...

Life of James Ch. 01

by Wannabe Chick on Aug 18, 2017
Gay Male

This is my first attempt at writing gay fiction. I have written several transsexual stories which have been published online, but this is my first male-on-male story. Because I like to learn and grow from experience, I appreciate any constructive criticism, positive or negative. Also, I have decided to try including a synopsis for the first time to give the...

A Boys Only Weekend

by tosoaronhigh on Dec 30, 2017
Gay Male

The boys opened up the door to their hotel suite and explored the space where they would be spending the night. As the tour of the interior finished up, the boys opened the curtains to the patio and were surprised to see a large private hot tub. None of the boys knew about the hot tub, but each quickly agreed that they'd happily take a dip in their underwear...

Brock's First Cock

by kreme_filled on Mar 2, 2020
Gay Male

BROCK'S FIRST COCK A Story by kreme_filled Brock was sweating so hard he thought he might drown in it. He pulled his shirt up to his drenched face and attempted to wipe what sweat he could from it only to find that it was already drenched from the last time he tried to wipe his face five minutes ago. I know it sounds like the geekiest thing ever, but drum...

Caught Blue-Handed

by GuitarGuy92 on Sep 17, 2017
Gay Male

I'll admit it: I have a little bit of an underwear fetish. Nothing major, I just appreciate the way it fits a guy or smells like his crotch after he takes them off. And I've never been too particular about the type of guy I'm into. And that's where the trouble begins. One weekend, my neighbors asked me to look after their dogs while they went to their daugh...

The Education of Scott

by sack on Aug 18, 2017
Gay Male

Note: You may wish to review Donna The Dominatrix Parts 1 and 2 in the Nonconsent/Reluctance category to see what happened to Scott previous to this story. After their experience with Donna the Dominatrix, the four administrators were in a complete state of shock. Scott, in particular could barely walk after Donna plunged a huge dildo in and out of his ass...

Uncle John Ch. 02

by cummykaze on Sep 16, 2017
Gay Male

Of course I didn't mention anything about that to John and I imagined when he woke up he probably thought he had cummed in his sleep, but the sight and feeling of his cock that night stayed with me for a while. From there on I tried my best to catch him asleep again – just so I can try to repeat the experience – I really wanted to feel his fat cock in my han...

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...

The Train

by long_haired_lad on Aug 18, 2017
Gay Male

I board a train, going somewhere. The destination is unimportant, but I know there's going to be a long time between stops. It's an old fashioned train, with those first class compartments where you can shut the door and lower the blinds. I enter one on my own, and as the train seems pretty empty, I close the door, lower the blinds and pull a book from my ba...