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.

The Brothers and Him (ch. 2)

By Will Bottom 10 Jun 2026

"Can anyone join this hot manly fuck fest?"

9.3 (24) 936 3 Min Comments

The Brothers and Him

By Will Bottom 9 Jun 2026

Brothers get together for the long holiday weekend of man sex but with several surprises!

8.8 (40) 1518 5 Min Comments

Dad's Helping Hand II: Camp Harding (ch. 6)

By M. Harding 7 Jun 2026

Ch. 6: Coming Together // Finally caught, Richard and Matt Harding are forced to lay things bare for Uncle Patrick and Justin. But when Patrick has a plan of his own, can they all come together as a family under the stars? 

9.9 (24) 1459 31 Min Comments

Nested: Cocks of Stone (ch. 2)

By S. Lurpay 6 Jun 2026

Crystal patches cover every corner of the realm. The crew walks west into old forest where arousal builds with every step and every cock points the way. An Oracle of tentacles rises in a clearing and takes what is offered...

9.3 (2) 444 34 Min Comments

My Stepfather seduced me

By Will Bottom 4 Jun 2026

My CEO mother aged 60 meet and married a 25-year-old hunk. To put it into perspective ... I'm 18!

8.8 (85) 3477 7 Min Comments

Raw Timber (ch. 8)

By Sufficient_Offer 29 May 2026

He pulled me against him, and I felt it immediately: the difference in our bodies. His chest broad and firm, his arms wrapping easily around me, his hands settling at my back like they belonged there.

9.3 (30) 1401 8 Min Comments

My Straight Handyman Keeps Coming Back (ch. 3)

By Nico Reyes 26 May 2026

When his married handyman Derek texts that his wife is out of town, Rafael answers the door ready. Minutes later, the big straight stud is on his knees in the kitchen, gagging and drooling on his first cock while his wedding ring brushes Rafael’s balls.

9.3 (92) 4279 7 Min Comments

The Aggressive Plumber

By Will Bottom 22 May 2026

My toilet stopped working. Then called work and explained I had a plumber coming to my house.

8.1 (55) 2591 3 Min Comments

Mysterious Underwear

By HandyDan 16 May 2026

Dan finds a mysterious package of underwear at his door and decides to try them on...

8.5 (27) 3133 13 Min Comments

Wedgied at the Arcade (ch. 5)

By HandyDan 14 May 2026

Dan goes back to the arcade to enact his revenge plan but his Bully is one step ahead

7.7 (5) 958 22 Min Comments

My Straight Handyman Keeps Coming Back (ch. 2)

By Nico Reyes 11 May 2026

Rafael answers the door for married handyman Derek wearing nothing but tight black briefs that barely contain his hard cock. With gay throat-fucking porn playing loud in the background, Derek works on the deck while stealing hungry glances. After a cold beer, the straight stud nervously asks about getting his throat fucked and fucking ass.

8.8 (72) 4342 8 Min Comments

My Russian Billionaire Boss (ch. 3)

By StoriesByTroy 7 May 2026

Blackmailed by ruthless CEO Viktor Volkov, hacker Kai drowns in forbidden desire. Late nights bring teasing touches and grinding heat. After catching another man flirting, Viktor claims him with a bruising kiss. On the flight to Seattle, Kai realizes he is no longer sure who is seducing whom.

9.7 (39) 2032 15 Min Comments

Doing a Straight Guy (ch. 3)

By Skyreader 2 May 2026

At a gathering of his straight sports friends, Pete had slyly thrown out an invitation to one of them to come by and watch a Red Sox game at his apartment without the others. The fellow had ignored it until one hot summer night.

8.9 (21) 1978 9 Min Comments

Bestie Twinks Buggered by Our Older Brothers’

By Mr.X 30 Apr 2026

18-year-olds Danny and Owen, besties for life, cum out to each other on Danny's bed the night before they are about to go on a two-week camping trip with much older bro's Alex and Josh (27). It seems that Alex and Josh have also been having a 6-year bromance. They give in to their lust love and engage in feral off-the-charts first time everything!

9.2 (94) 3830 20 Min Comments

Wedgied at the Arcade (ch. 4)

By HandyDan 30 Apr 2026

Dan tries to get revenge on his roommate but learns what happens when you fail miserably...

7.6 (3) 894 8 Min Comments

My Straight Handyman Keeps Coming Back

By Nico Reyes 28 Apr 2026

Rafael keeps calling the same married construction worker, Derek, for every repair in his fixer-upper house. When the AC dies during a brutal heatwave, he answers the door wearing nothing but a low-slung towel. As Derek works, sweat soaking his tight jeans and sleeveless flannel, the tension builds with every lingering glance at Rafael

8.5 (97) 6844 8 Min Comments

Greg's New Life (ch. 2)

By Will Bottom 27 Apr 2026

Greg and Max become friends. Max starts encouraging Greg to start working out. His Uncle has a great idea and Greg's hot ass is involved.

8.7 (37) 1848 4 Min Comments

Upgrading to two twink roommates

By Alt Iceman 25 Apr 2026

For the past 2 and a half years, I've lived with twin football players as roommates. It's not as hot as you think. Their junior season just ended and they're leaving school, and I need new roommates. But sometimes good things can come from bad situations.

9.2 (36) 2452 29 Min Comments

Dan's Wrestling Adventures (ch. 4)

By HandyDan 23 Apr 2026

Dan gets trained, watches two tops battle it out before finally fighting his next opponent

8.7 (7) 1217 25 Min Comments

Wedgied at the Arcade (ch. 3)

By HandyDan 22 Apr 2026

Dan discovers more people have wedgie kinks than he first thought

8.7 (4) 1040 24 Min Comments

Wedgied at the Arcade (ch. 2)

By HandyDan 19 Apr 2026

Dan braves the arcade again but lets himself get distracted while his Bully is lurking nearby

8.8 (6) 1369 11 Min Comments

How I Became my Roommates' Slut (ch. 23)

By Sufficient_Offer 18 Apr 2026

He balled up the dirty, cum-soaked fabric and shoved it against my mouth. “Open wider.” Fuck… he wants me to eat it?

9.1 (52) 4506 9 Min Comments

The Hillbilly Incident

By Borehamwoodman 17 Apr 2026

This is part one of a four-part story that sees Ethan, John and me as good friends enjoying a vacation, mountain biking through the Appalachians, when we decide to take a break to enjoy a beer and sandwiches. We didn't know we were trespassing until Hal came along and found us and made us an offer we couldn't refuse.

9.6 (30) 1745 34 Min Comments

Costa Rica (ch. 4)

By GrantsXploits 12 Apr 2026

Twunk wearing boxer briefs walking around resort grounds catches my attention and I offer to help him out of a frustrating situation.

8.1 (9) 695 10 Min Comments

My Russian Billionaire Boss (ch. 2)

By StoriesByTroy 12 Apr 2026

A young hacker's life is turned upside down when a corporate CEO blackmails them into committing corporate espionage.

9.2 (41) 2461 10 Min Comments

Dan's Wrestling Adventures (ch. 3)

By HandyDan 11 Apr 2026

Dan is desperate to get his first win but can he outlast The Twink's endurance?

9.9 (10) 1060 16 Min Comments

Wedgied at the Arcade

By HandyDan 5 Apr 2026

Dan heads to the arcade to try and get the Hi-score but someone else has plans for him...

6.8 (15) 2419 4 Min Comments

The Big Hike (ch. 10)

By Borehamwoodman 1 Apr 2026

Steve and Billy returned to Vancouver Island with four kids in tow. Child services surprisingly gave them a clean bill of health. Jesse and Eli became the "responsible" big brothers. Billy returned to his art while Steve continued his career. Brian and Rob adopted the position of being the only mature men in the family dynamic.

9.9 (16) 423 69 Min Comments

The Big Hike (ch. 9)

By Borehamwoodman 31 Mar 2026

The its wedding and changes are afoot for Brian and Rob, along with Billy and Steve, with an impending change in the whole relationship.

8.7 (13) 278 35 Min Comments

The Big Hike (ch. 8)

By Borehamwoodman 28 Mar 2026

Brian and Rob are planning the wedding. Steve decides to seek sanctuary from the madness. Jesse and Eli want to buy a yacht. Rob and Brian argue over shellfish, and Hari reaches out to the troubled men, offering much-needed distraction while Billy continues to paint.

9.3 (13) 335 40 Min Comments

The Big Hike (ch. 7)

By Borehamwoodman 27 Mar 2026

Jesse and Eli celebrate losing their virginity. Brian has a big announcement, and Steve decides to learn about tantric meditation, much to the delight of Billy, who is also willing to learn more.

9.5 (10) 458 37 Min Comments

The Mechanic

By Will Bottom 27 Mar 2026

Bryce knew nothing about how a car worked, but he did know that when a knocking noise started coming from the engine, it was time to visit a mechanic.

8.3 (66) 4048 3 Min Comments

My Roommate's Older Brother

By Nico Reyes 26 Mar 2026

Milo’s roommate Taylor leaves for the weekend, leaving his older brother Cruz to crash at their apartment. The tall, heavily tattooed construction worker immediately takes over the space, stripping down to nothing and jerking his thick cock openly on the couch like he owns the place.

9.2 (141) 9854 6 Min Comments

The Big Hike (ch. 6)

By Borehamwoodman 26 Mar 2026

Billy and Steve settle into their new life, buying a home with Brian and Rob moving in as well. Steve gets introduced to Brian's machine, and Jesse and Eli apply to become life models for Billy.

9.8 (16) 439 46 Min Comments

The Big Hike (ch. 5)

By Borehamwoodman 24 Mar 2026

Steve and Billy decide to make Vancouver Island their home. Priority is buying a home. Second priority... sex is always a priority for them, but they soon broaden their horizons, realising that the island has more to offer than just Brian and Rob

9.2 (20) 410 38 Min Comments