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.

Fingering A Friend

By OldGayFox 28 Jul 2025

A warm afternoon, a beer or two, the smell of a sexy friend……

8.5 (26) 2823 9 Min Comments

Above and Beyond: Charlie's Park Ranger Summer (ch. 6)

By BJCS Mines 26 Jul 2025

Charlie trades his ranger uniform for a polo shirt to survive Drew's yacht party with Vancouver's lawyer elite. Between lawyer small talk and Phillip's scrutiny, stolen moments below deck spark something deeper than a summer fling. As fireworks light the bay, they face the real question: can this survive their different worlds when September comes?

9.7 (56) 1077 29 Min Comments

Above and Beyond: Charlie's Park Ranger Summer (ch. 5)

By BJCS Mines 20 Jul 2025

An early search for missing hikers on Grouse Mountain pulls Charlie into action, but his thoughts linger on Drew. As the tension between duty and desire grows, a day at the beach sparks a deeper connection, culminating in a kiss under Vancouver’s sun and an invitation to a yacht party that could change everything. Will Charlie take the plunge?

9.5 (45) 1011 24 Min Comments

The Weight of Obedience (ch. 6)

By Great Dane 18 Jul 2025

A lazy afternoon by the pool turns into a raw, three-man display of lust, dominance, and submission. Nick, in a transparent white Speedo, finds himself spit-roasted between Daniel and Marco—the devastatingly hot pool boy—both naked and hard. One fucks his throat. The other owns his ass. And Nick? Used, filled, and left begging for more.

9.6 (49) 2180 19 Min Comments

The Chosen Jock (ch. 4)

By Marathonbrad 17 Jul 2025

Outside, I recognize the quiet voices to be Nico and Robbie. I could see through the darkness two figures that appeared to be watching and filming with their phones near the pool. I felt their eyes on me, cameras lit, taking in every intimate moment, every inch of my athletic body as Carlos fucked me. They were quiet, but I knew they were there.

9.8 (27) 2529 15 Min Comments

The Chosen Jock (ch. 3)

By Marathonbrad 1 Jul 2025

Nico took the honor of parading me, and my wet leaking erected cock, around to the different groups. The kissing promotion was growing to be a large success as men were paying several hundred dollars for a long-lasting kiss with me.

9.7 (38) 3345 13 Min Comments

The Hardy Boys (ch. 2)

By Stimle 1 Jul 2025

Bayport High’s Fall Formal is the same night and at the same venue as the Bayport Chamber of Commerce Ball. Naturally, things do not go as planned for the hapless Hardys. This story takes place between The Hardy Boys and the Case of the Fitting Room Fiasco and The Hardy Boys and the Case of the Hypnotic Hijinks.

9.8 (18) 2375 73 Min Comments

Conquered (ch. 5)

By trappedinthecl0set 28 Jun 2025

Gay twink swallows stolen sperm sample from his str8 dad.

9.3 (22) 4522 32 Min Comments

The Mountain Pool

By Borehamwoodman 26 Jun 2025

Steve is hiking in the mountains and stops for a break, overlooking a mountain rock pool. Alex and Tom are also hiking and have decided to cool off in the refreshing water of the pool. Caught in their own world, they put on a show for Steve, who claps loudly in appreciation when they finish.

9.2 (31) 1191 15 Min Comments

My Stepbrother Slept Shirtless in My Bed

By StoriesByTroy 19 Jun 2025

My Stepbrother Slept Shirtless in My Bed. His Dick Was Huge. And He Knew I Wanted It.

9.1 (235) 18213 5 Min Comments

Addicted to Piss (ch. 11)

By Michael Dee 16 Jun 2025

Ash's geeky cousin comes to visit. However havning not seen him in 7 years, Ash is surprised at the stud who catches him Jerking off.

9.6 (31) 2759 12 Min Comments

Above and Beyond: Charlie's Park Ranger Summer (ch. 2)

By BJCS Mines 31 May 2025

Charlie wrestles with boundaries as Drew’s presence lingers in more than just memory. A forgotten piece of clothing sparks temptation, and a message from Soraya threatens to snap him back to reality. Curiosity edges into longing in a way that asks: how close is too close, and when do you know you’ve already crossed it?

9.2 (55) 1445 26 Min Comments

Canoeing Can Be Fun

By Borehamwoodman 24 May 2025

Mark and Steve have been lifelong friends. Mark is straight and Steve is gay, and they meet a hiker called Tom who is having a snack beside the river the boys are canoeing along. Unfortunately, Steve had forgotten his trunks and had to wear his tighty whities that became very transparent when wet. Mark just laughed but Tom just oggled.

9.3 (120) 3498 34 Min Comments

Straight Gym Bro Lets Me Crash at His Place (ch. 6)

By DanXWrites 23 May 2025

I filmed my straight gym bro in just his jockstrap

9.5 (132) 8049 4 Min Comments

The Duck Pond Needs Clearing

By Borehamwoodman 22 May 2025

Steve gets a job for the summer on Larry's farm, which has a duck pond full of duckweed that needs clearing. Wearing only his tighty whities, Steve wades into the water and commences his work, much to the delight of Larry, who admires the young man's form.

9.6 (66) 2972 40 Min Comments

Straight Gym Bro Lets Me Crash at His Place (ch. 5)

By DanXWrites 21 May 2025

The Straight Gym Bro Brad Has A Spicy Twitter Part 2

9.5 (124) 7827 5 Min Comments

Straight Gym Bro Lets Me Crash at His Place (ch. 4)

By DanXWrites 19 May 2025

The Straight Gym Bro Brad Has A Spicy Twitter – Part 1

9.3 (103) 8215 4 Min Comments

Straight Gym Bro Lets Me Crash at His Place (ch. 3)

By DanXWrites 17 May 2025

Recap: Cody’s first night staying with the gym bro Brad is anything but normal. Between tight boxer-briefs, shirtless strolls, and late-night Instagram stalking, he's barely surviving. The next morning, while cleaning, Cody finds a red jockstrap under his straight friend Brad’s bed… and gets caught holding his jockstrap in his hand. Brad just grins

9.2 (112) 8996 5 Min Comments

Straight Gym Bro Lets Me Crash at His Place (ch. 2)

By DanXWrites 14 May 2025

Cody gets kicked out of his apartment with zero notice and ends up crashing with Brad, a jock from high school who now lives in what’s basically a home gym. Brad’s casual, shirtless, and flirty in that way that feels like a joke… but maybe isn’t. Cody tries to play it cool, but between blowing up a mattress on the floor and watching Brad walk aroun

9.1 (139) 10659 4 Min Comments

Lace and Loaded

By JT Holt 12 May 2025

Evan, a rugged forty-three-year-old construction site boss, leads a life of hard work, sweat, and steel-toed boots. But behind closed doors, in the sanctuary of his loft, a far dirtier secret plays out under flickering city lights. Laced in crimson briefs, rough hands clash with fragile lace, indulgent rituals blur pain and pleasure, and no one but

8.1 (11) 932 5 Min Comments

Plucking An Apple From The Top Of A Tree

By Borehamwoodman 10 May 2025

Steve gets a job picking apples. Mr Jenkins is his boss and decides he likes his apples fresh and ripe for picking.

9.4 (32) 1806 18 Min Comments

Above and Beyond: Charlie's Park Ranger Summer

By BJCS Mines 7 May 2025

Charlie, a 21-year-old forestry student, spends his summers working as a local park ranger. Lynn Canyon sees throngs of tourists in the summer, but many hidden dangers can turn the day deadly. Amidst a tragedy on the cliffs, an unexpected connection forms with a young survivor, forever altering Charlie's summer.

9.3 (92) 2907 30 Min Comments

Beauty And The Beast

By Borehamwoodman 23 Apr 2025

Steven had terrible Gymnophobia from an incident when he was much younger and hated the way he looked. Alex was fishing from the rocks, taking time out from his therapy practice. It's strange how random events are sometimes not so random after all as Alex helped Steven cum for the first time. From acorns come oak trees.

9.6 (38) 1829 20 Min Comments

Rookie in the deep end (ch. 4)

By ShawnRs 23 Apr 2025

I melted into it, the warmth of his body against mine making my head swim. At some point, his hand slid lower, passing between my thoighs to find the plug nestled deep inside me.

9.8 (24) 2691 9 Min Comments

The Big House In The Country (ch. 3)

By Borehamwoodman 22 Apr 2025

Daniel and James become an item, and the housekeeper starts her new role. Did James find what he was looking for? Would Daniel be happy with his new status? Would the big house become a home after so long being just a reisdence?

9.8 (12) 705 26 Min Comments

Ben's Weekend Trip to Utah (ch. 26)

By BJCS Mines 19 Apr 2025

Roommates Ben, John, Caleb, and JP grow closer during an afternoon out at a Colorado Rapids match. What starts as friendly teasing in a cramped car ride turns into heartfelt conversations and unexpected confessions. As the game winds down, tensions rise—and by the end of the night, so do desires none of them can ignore.

9.5 (18) 934 28 Min Comments

The Big House In The Country (ch. 2)

By Borehamwoodman 17 Apr 2025

James and Daniel's relationship grows stronger. Marion, the housekeeper, sees the difference between the two and still approves, certain that the match might be made in heaven.

9.3 (16) 897 26 Min Comments

The Big House In The Country

By Borehamwoodman 16 Apr 2025

Daniel has applied for a job as a companion to a man called James. James is rich, owns a big house in the country and is looking for a companion to share his life. Daniel is effeminate and subservient in his demeanour. Marion, the housekeeper, approves and supports the growing friendship. What could go wrong?

9.1 (24) 2084 35 Min Comments

Step Brother Catches Me Sniffing His Underwear

By StoriesByTroy 15 Apr 2025

My Step Bro Catches Me

9.1 (101) 6455 3 Min Comments

A Week in Paradise (ch. 4)

By Beefy Colby 10 Apr 2025

During their holiday in a clothing-optional resort, Bruno’s Daddy gets more and more control over him, showing him new things and turning him into a real dirty slut.

9.8 (51) 4866 10 Min Comments

Oh, Henry! (ch. 3)

By Great Dane 7 Apr 2025

Henry, a notorious top who, due to his athletically honed physique and massive cock, had earned the local title of “King of the BBC Gang Bangs”. His aggression was legendary; he had only one gear. But tonight that would change forever.

9.5 (37) 2039 12 Min Comments

Ollie's Weekend (ch. 3)

By Mark Mortland 6 Apr 2025

Ollie and Corey's first night together hits a few bumps and Ollie's first morning with the dads gets a little embarrassing. But nothing compares to Corey's stories. After solving a hard problem, the boys finally start their bike ride through Fort Worth.

9.7 (40) 679 27 Min Comments

Gay Train on the Public Beach

By Aussie "Speedo" Guy 4 Apr 2025

My two fuck buddies finally meet and we have a day at the beach. It started with some road head before we even hit the beach. In the dunes, we couldn't wait to get inside each other and while I fucked Matt, my young Asian fuck buddy, fucked me.

8.9 (25) 2764 11 Min Comments

Oh, Henry! (ch. 2)

By Great Dane 2 Apr 2025

Against all odds, Thomas, the subject of a gang bang, and Henry, one of his assailants, meet for an actual date. But to their mutual surprise, it becomes clear that they each want a very different experience than the last time they met.

9.6 (40) 2263 12 Min Comments

Speedo Universe

By Ravy 2 Apr 2025

The protagonist lands in a weird Universe- where everyone wears speedos

7.7 (16) 2613 7 Min Comments