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.

Straight Boy desperately needs money

By Will Bottom 23 Oct 2025

Finding himself broke, young Kyle Striker's rent is due in two days What can a straight boy do to make money in two days? Why Kyle is willing to do anything ... anything to make the money he needs.

7.9 (114) 9114 6 Min Comments

My Boss Moved In After His Divorce (ch. 3)

By DanXWrites 23 Oct 2025

After opening up about his divorce, Greg admitted to Alex how long it had been since he’d had any real intimacy, how months without affection or release had left him restless and horny.

9.4 (92) 5774 11 Min Comments

Out With The Old. In With The New.

By Borehamwoodman 22 Oct 2025

Richard Shaw arrives home to find his trusty boxers missing from his washing line replaced with pristine Y-Fronts and matching white vests. Flabbergasted and confused, the incident takes a turn for the curious when he receives a text message saying, "You will look good wearing these and please meet me at 7pm."

9.5 (27) 2236 32 Min Comments

My 18 year old nephew pulled me out of the closet (ch. 4)

By Will Bottom 21 Oct 2025

Troublemaker, Top man Ray, who orchestrated the Gang Bang of the new dancer, Peter. Ray was given the choice of being fired or having the new dancer, Peter McHenry, buttfuck him.

8.9 (18) 1206 4 Min Comments

Alpha's Dirty Secret (ch. 6)

By DanXWrites 19 Oct 2025

I should’ve let him leave. I should’ve just let Cole walk away, stroke himself off alone, and pretend this night never happened. But I begged. I begged him to stay. Called him sir. Promised I’d do better. So now I’m here; mouth sore, throat raw, and still desperate for more. He called me a mutt, and I fucking agreed. I wanted his cock so bad

9.1 (44) 5004 6 Min Comments

My 18 year old nephew pulled me out of the closet (ch. 2)

By Will Bottom 19 Oct 2025

The new stripper, Peter McHenry is causing waves and sexy thoughts with his new Boss and the hunky choreographer. He finds a home to stay in where the action is always hot!

8.6 (38) 1496 5 Min Comments

The Cambridge Don And His Appreciation of Classic White Briefs

By Borehamwoodman 17 Oct 2025

In this longer story than normal, Steve accepts an offer he can't refuse allowing Professor Nevis to explore his underwear fetish of inspecting young men in their classic white briefs. Steve is just the person to share with him and he might have another candidate for the professor to inspect at the same time.

9.8 (21) 1402 57 Min Comments

Posing In The Gym in Underwear

By DanXWrites 15 Oct 2025

Posing In The Gym in Underwear

9.1 (77) 4983 6 Min Comments

The Education of Billy Boy (ch. 3)

By Will Bottom 13 Oct 2025

Billy Boy meets his new boss, Sean O'Toole under strange but sexy circumstances. Big Jim, the photographer, gets Billy stoned and "things" happen.

8.8 (23) 1636 5 Min Comments

The Chosen Jock (ch. 6)

By Marathonbrad 13 Oct 2025

Pulse exploded with sound and color as Coach Franco guided me inside, his grip sure, his intent clear. Every head turned. The lights caught each line of my body—tight tank, sheer pants, red jock beneath. My heartbeat matched the bass; my body felt alive. That night, I wasn’t just watched—I was claimed, the athlete on display.

9.0 (24) 2793 31 Min Comments

The Education of Billy Boy (ch. 2)

By Will Bottom 12 Oct 2025

Billy Boy adapting to his new life. From his first Photoshoot with Big Jim to getting used to wearing only a jock at Tennis Club meetings. Not to mention dealing with the crush he has on his sexy boss Sean O'Toole

8.6 (56) 2480 5 Min Comments

My College Life (ch. 5)

By Thatdude 11 Oct 2025

The weekend has arrived and so had the thrid and final roommate! Jaxon wants to get to know the jock more, and also wants the jock to know him better, both inside and out, and the jock did indeed satisfy.

9.3 (52) 3690 11 Min Comments

The Education of Billy Boy

By Will Bottom 11 Oct 2025

After graduating from College our hero, Billy, embraces adulthood, a new job in a new city and seeks out new pleasures when he comes out of the closet

8.6 (57) 3268 5 Min Comments

The Journey of Randy Dix (ch. 3)

By Will Bottom 9 Oct 2025

Gossip fiend and hunk model Rod Harden's Saturday night is hijacked by two masked men with big dicks and a score to settle. And can you believe someone filmed Randy Jr. & Randy Sr. in the dressing room.

8.8 (21) 1479 4 Min Comments

The Journey of Randy Dix (ch. 2)

By Will Bottom 8 Oct 2025

After Randy Dix accepted a role in a gay sex film, a fear struck him. What if he's bad at it? He's never acted or had a dick up his ass or in his mouth, accept that one time with dad. But the exciting part was finally getting fucked!

9.2 (37) 1545 3 Min Comments

My Boss Moved In After His Divorce (ch. 2)

By DanXWrites 2 Oct 2025

I woke up with a hard-on. Sure, part of it was just blood flow, the usual morning wood, but that wasn’t the whole truth. Most of it was Greg.

9.5 (140) 8229 18 Min Comments

Nights in the dorms

By Alt Iceman 29 Sep 2025

I just met my dorm roommate today, but we know from Instagram that we're both gay and both single. I've wanted him since I first saw his speedo pic, and I think he wants me, too.

8.9 (106) 6559 10 Min Comments

His Son’s Future Classmate (ch. 4)

By Jack R 26 Sep 2025

Gabe comes home to find Tom ready to see him

9.7 (34) 2829 11 Min Comments

Sam's Secret Campus Jackoff Spot (ch. 9)

By Alt Iceman 24 Sep 2025

Sam and his roommate have an understanding around jerking off at night, but something new from his roommate's side of the room opens the door to sharing more. Later, Sam's careless mistake leads to an awkward situation for his roommate, and a new experience in the dorm room.

9.2 (42) 2116 21 Min Comments

Alpha's Dirty Secret (ch. 5)

By DanXWrites 22 Sep 2025

Good Boys Beg

9.7 (54) 7426 13 Min Comments

Washing Day

By Borehamwoodman 22 Sep 2025

It's washing day, and Steve and Tom discover they both appreciate classic white cotton briefs. Due to their age, they call them tighty whities, but while hanging them on the washing line, they discover that having a thing for classic briefs is just the start of a friendship.

9.5 (24) 1306 24 Min Comments

The Chosen Jock (ch. 5)

By Marathonbrad 15 Sep 2025

Packing day in Philly explodes into temptation when Brad’s coaches arrive. Encouraged to slip into his skimpy G-string and bow tie, the young wrestling champ is teased, handled, and worshipped by older jocks. What starts with boxes becomes an unforgettable scene of lust, exposure, and Brad proving he’s truly the Chosen Jock.

9.1 (19) 2832 22 Min Comments

Tales From the Campus Locker Room Towel Counter

By Alt Iceman 14 Sep 2025

Luke is the student lead of the towel exchange counter in the men's locker room in the student RecCenter. All of the guys who work at the counter are gay. They know every hookup, cruising, and solo jerk off that happens in the locker room, hot tub, and steamroom, and sometimes join in, like Luke did the other day with the brand new twink.

9.6 (53) 4133 22 Min Comments

Sam's Secret Campus Jackoff Spot (ch. 7)

By Alt Iceman 11 Sep 2025

A pair of underwear lead to Sam's frustrations with his roommate boiling over. Tyler is gone for the weekend, so Sam is not expecting any action, but an unexpected visitor leads to secrets being revealed in Sam's dorm.

9.7 (38) 2013 29 Min Comments

Raw Timber (ch. 5)

By Sufficient_Offer 10 Sep 2025

Bastien keeps asking for more hugs at night. Will Luc submit to his desires and slowly replace Amanda?

9.7 (57) 4473 12 Min Comments

Sam's Secret Campus Jackoff Spot (ch. 4)

By Alt Iceman 8 Sep 2025

After a second day and first real "date" for Sam and Tyler, they make plans for a third day together. However, a sweet moment together turns into a compromising situation, and the two of them are forced come out to someone, which in turns leads to something more

9.7 (39) 1851 31 Min Comments

Sam's Secret Campus Jackoff Spot (ch. 3)

By Alt Iceman 7 Sep 2025

Sam and Tyler originally met when they both jerked off in separate stalls at an out-of-the-way campus bathroom, but met up for real at Tyler's dorm yesterday and jerked each other off a few times. Today they're going to meet again, for a real date.

9.7 (37) 2369 27 Min Comments

Sam's Secret Campus Jackoff Spot (ch. 2)

By Alt Iceman 6 Sep 2025

Closeted college freshman Sam had been using a quiet and out of the way campus bathroom as his "secret" spot to jerk off uninterrupted, but so did Tyler, and a few days ago they were both there, jerking off in separate stalls. After they finished, the met and decided to meet up together in Tyler's dorm room while his roommate was away.

9.7 (59) 2757 27 Min Comments

Yellow Bike Guy Unraveled in Montpellier (ch. 6)

By hairyexposed 6 Sep 2025

Haunted by erotic nightmares of office exposure, Tanguy obsessively unravels his last clothes during a barefoot night ride, embracing total vulnerability while craving further forced humiliation. The brass band festival offered the stage for a new level of public naked embarrassment.

9.5 (27) 1142 20 Min Comments

Above and Beyond: Charlie's Park Ranger Summer (ch. 9)

By BJCS Mines 5 Sep 2025

A formal letter from Sloan arrives, a thinly veiled threat praising Charlie’s “appropriate” silence. Paralyzed, Charlie cancels plans with Drew, creating a rift. Their passionate reunion at the PNE is shadowed by the firm’s looming presence. Charlie must navigate the fallout: the cost of their secret and the powerful man who now holds it.

9.6 (41) 825 34 Min Comments

Alpha's Dirty Secret (ch. 4)

By DanXWrites 5 Sep 2025

Getting throatfucked by a gym trainer

9.7 (69) 8156 6 Min Comments

Yellow Bike Guy Unraveled in Montpellier (ch. 2)

By hairyexposed 2 Sep 2025

In private park rituals, Tanguy experiments with exposure, but his colleagues ambush him in an alley, commanding him to tear his briefs and socks, rip buttons from shorts, and clean up the mess barefoot.

8.6 (23) 1589 14 Min Comments

Yellow Bike Guy Unraveled in Montpellier

By hairyexposed 1 Sep 2025

Tanguy, a controlled PhD student, meets predatory colleague Jaxon, who forces him to discard his briefs and socks in a campus cafeteria, igniting public humiliation and secret arousal as he throws them away and bikes home commando. This started a play of constant unraveling and forced public embarrassment.

8.9 (23) 2552 9 Min Comments

Sam's Secret Campus Jackoff Spot

By Alt Iceman 29 Aug 2025

College is great, except Sam's roommate is in the room all the time, and Sam needs a place to jerk off. He finally finds one, but he's not the only one who thinks it's his "secret" spot.

9.5 (81) 4607 24 Min Comments

Alpha's Dirty Secret (ch. 3)

By DanXWrites 24 Aug 2025

My Alpha Roommate Caught Me Sniffing His Underwear

9.5 (106) 8784 8 Min Comments