Gay Men in Underwear Stories

GayDemon's Stories: On this page you can find erotic fiction where you can read about underwear fetish or men in underwear.

Getting My Straight Roommate Hard

By DanXWrites 19 Feb 2026

I kept pretending that the thought of my naked roommate was not a big deal. Zack was being so casual flopping around his cock, like he hadn’t just shattered every boundary I thought this shoot had. He was already back in full relaxed mode, stretching his arms over his head, rolling his shoulders like he was preparing for another set at the gym.

8.9 (96) 9061 13 Min Comments

How I Became my Roommates' Slut (ch. 3)

By Sufficient_Offer 19 Feb 2026

Stephane is gradually settling into the shared apartment. He's about to experience Julien's steamy sessions in the pool for the first time!

8.7 (73) 8474 10 Min Comments

My Underwear Obsession Explodes

By Will Bottom 19 Feb 2026

I stole my first under garment, a jockstrap, Senior year in high school. I was 18 and didn't know why I stole it. My name is David Hall Jr. and this is my story.

8.6 (34) 3104 6 Min Comments

My Boyfriend Deepthroats Better Than Anyone

By Nico Reyes 18 Feb 2026

My boyfriend gives the best blowjob ever. No for real. I’m not exaggerating. Theo can take my dick all the way down, nose pressed right to my pubes, throat hugging every inch like it was made for him. No gag reflex kicking in until the very end, and even then he just powers through it like it’s nothing.

8.8 (27) 1615 7 Min Comments

Twins coming out together (ch. 2)

By Will Bottom 17 Feb 2026

On the Saturday before classes began new roommates Gary and Tim explored the campus together. Autumn was coming and the boys were become good friends. While their brothers were getting down and dirty.

8.4 (21) 1141 4 Min Comments

The Curse of 100 Bottoms (ch. 8)

By Freckleman64 16 Feb 2026

Bottom For Bottom -- Willem's about to face his biggest challenge yet: another bottom! He'll have to figure out a way to get this pillow princess off the mattress and in his ass. But when he runs into someone unexpected, something happens that could threaten everything.

9.4 (34) 2172 30 Min Comments

Dorm Bro: Winter Loaded (ch. 2)

By DanXWrites 15 Feb 2026

Gym Sweat + My Fat Ass = Instant Hard-On

9.3 (137) 8909 7 Min Comments

The Chosen Jock (ch. 10)

By Marathonbrad 15 Feb 2026

An American college wrestling champ lands in Sydney for his first day at Milk Me Company—only to realize the job is more than business. Watching eyes, testing hands, and Mike’s quiet control pull Brad into a world where strength is admired, limits are tested, and being chosen means surrendering to it.

9.6 (29) 1426 28 Min Comments

Two Cabins, Two men, One Violent Storm (ch. 2)

By Will Bottom 14 Feb 2026

Having rescued Thor and stripped him of his wet clothes. Tries to wake up his naked neighbor as the storm rages.

8.2 (62) 2479 5 Min Comments

Two Cabins, Two men, One Violent Storm

By Will Bottom 13 Feb 2026

Tanner Finally gets his Cabin, and his next-door neighbor is Thor

8.4 (51) 2790 4 Min Comments

The Jock Showers (ch. 7)

By gonzomain 8 Feb 2026

Tyson clocks into his second shift, meeting a new coworker and crushing on a straight trainer. His new friend introduces Tyson to more intense manstink.

8.9 (7) 1184 9 Min Comments

The Jock and the Gymnastic Coach

By Will Bottom 7 Feb 2026

A sophomore at Dragan College develops a crush on his hot new Coach. But is he gay or straight?

8.6 (58) 4204 4 Min Comments

Dan's Wrestling Adventures (ch. 2)

By HandyDan 6 Feb 2026

Dan's excited for his next match but gets spitroasted before it, can he still hold his own against The Daddy?

9.4 (17) 2167 17 Min Comments

Mr. Sam (ch. 2)

By Will Bottom 4 Feb 2026

At 8 am there was a knock on the door. In my underwear and half-asleep I walked to the door and asked, "Who is it?" I heard a key enter the lock of the door ...

8.9 (63) 3367 6 Min Comments

Practicing Cum Control With My Straight Best Friend

By DanXWrites 3 Feb 2026

After admitting he barely lasts a minute in bed, Noah let Tyler back into his room for what was supposed to be a simple talk. Instead, Tyler surprised him by saying he’d researched ways to help and wanted to try the ‘start stop’ technique together. What began as awkward coaching turned into both of them stripping down and practicing side by side

9.3 (43) 5161 9 Min Comments

You're wearing my Underwear

By Will Bottom 2 Feb 2026

A sheltered, shy orphan rooms with a happy go lucky outspoke strong young man in freshman year.

8.4 (53) 2562 6 Min Comments

Blackmail (ch. 2)

By Will Bottom 31 Jan 2026

Revenge can be sweet. Just ask Mr. Armstrong who is currently naked and tied up with his legs spread wide opened revealing his untouched, hairy virgin butthole with Daddy's used jockstrap stuffed in his mouth

8.7 (41) 4845 4 Min Comments

Blackmail

By Will Bottom 29 Jan 2026

When a hot 'allegedly' straight neighbor catches sight of twin brothers making out, he wants in on the action.

8.3 (67) 5615 4 Min Comments

Home Field Advantage (ch. 6)

By Alan J 24 Jan 2026

Thank you for hanging with me, it’s been a busy week. This chapter will be two different stories. It will feature Hudson on his trip and Austin at camp. Next Chapter will be all Cole and Jacob on their trip. A lot will unfold separately here and then in part 8 things will develop.

9.5 (47) 822 23 Min Comments

Straight roommate asked me to make him look fuckable (ch. 4)

By DanXWrites 24 Jan 2026

Eli and Zack’s gym training session pushed their banter into charged territory, with Zack’s hands-on coaching leaving Eli rattled in ways he tried to hide. The showers made things worse, or better, depending on how you looked at it. Zack’s soaked underwear left almost nothing hidden, and he asked Eli to take photos of him while still dripping wet.

9.7 (72) 2798 8 Min Comments

The Jock Showers (ch. 5)

By gonzomain 24 Jan 2026

Tyson learns more about his new coworker as they service gym jocks together.

8.5 (12) 1993 16 Min Comments

Canary Islands Model (ch. 3)

By GrantsXploits 23 Jan 2026

Model gifts husband and me underwear and fun times ensue.

9.6 (7) 817 11 Min Comments

House of the Hungry Pirate (ch. 2)

By Will Bottom 20 Jan 2026

Eric learns all about the Ghost that haunts the House.

8.4 (29) 980 3 Min Comments

House of the Hungry Pirate

By Will Bottom 19 Jan 2026

A college freshman moves into an old Victorian Manor with five other students which is haunted by a very horny Pirate

8.3 (34) 1388 4 Min Comments

Thonged Up

By NattySoltesz 19 Jan 2026

Two muscle guys develop an underwear fetish.

9.4 (54) 2626 9 Min Comments

I Told Him I Cum Fast (ch. 3)

By DanXWrites 18 Jan 2026

After breaking up with Ava, Noah finally opened up to his best friend and roommate, Tyler, about the thing that’s been eating at him for a while. He admitted he barely lasts a minute in bed, something that’s been wrecking his confidence. Tyler tried to joke it off at first, but the talk got real, honest, and a little too intimate.

9.5 (70) 4111 13 Min Comments

Darks & Pales (ch. 16)

By Hunknown 9 Jan 2026

Jason returns to the Temple, where Laudon stuns him with his revelations and his analysis of Eclipse’s situation. As always, Jason seeks moral support in Deimos’ arms and, after mercilessly teasing him, is rewarded with the most intense fuck he'd ever gotten.

9.1 (11) 302 19 Min Comments

The Chosen Jock (ch. 9)

By Marathonbrad 5 Jan 2026

A discreet Sydney tailor shop becomes the stage where the Office Boy is measured, admired, and quietly claimed. Under hot lights and knowing eyes, Brad learns this fitting is about far more than clothes. Power shifts with every command, control tightens, and he steps fully into his role as the Chosen Jock—seen, shaped, and proudly owned.

9.8 (27) 2064 22 Min Comments

Ben and Azhars charity night (ch. 2)

By Davidc 29 Dec 2025

Part two of charity night, now nearly naked the guests get more than an show

8.3 (23) 1352 13 Min Comments

Ben and Azhars charity night

By Davidc 28 Dec 2025

Ben and Azhar blackmailed into serving as waiters at a gay charity….. what could go wrong

8.0 (26) 1840 11 Min Comments

Raw Timber (ch. 7)

By Sufficient_Offer 26 Dec 2025

Luc will soon be faced with a harsh reality: Bastien's fat cock is just way to thick and long to fit into his throat. But maybe with some training, Luc could become the perfect wife for the straight woodman?

8.6 (50) 4545 12 Min Comments

Dad & Lad

By Will Bottom 23 Dec 2025

Gordon makes a new friend, Jimmy, at his new job and takes him to his Dad's cabin for a hot weekend.

8.7 (40) 4044 4 Min Comments

Dad's Helping Hand (ch. 6)

By M. Harding 21 Dec 2025

Ch. 6: As We Used To Be // Richard Harding visits his brother Patrick at his new home, where a moonlit swim gets steamy and secrets surface at last.

9.6 (34) 5655 22 Min Comments

The Chosen Jock (ch. 8)

By Marathonbrad 21 Dec 2025

Brad arrives in Sydney for his new job, excited and unsure. Everything is ready for him—the apartment, the clothes, the attention. The men around him treat him like someone chosen. Brad trusts them, still innocent to what this role will ask of him, as he begins to realize he is being shaped for something more.

9.8 (28) 2096 23 Min Comments

Dad & Lad

By Will Bottom 20 Dec 2025

Handsome young Dad and his hot Son revisit the past.

8.9 (70) 6018 4 Min Comments