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 Big Hike (ch. 4)

By Borehamwoodman 21 Mar 2026

Billy was put to bed to recover. Brian, Rob and I went downstairs for a drink and a debrief, Steve, picking up the vibe that confessions were coming and perhaps a little overdue.

9.2 (17) 547 26 Min Comments

Galactic Husbands (ch. 5)

By Lance Gigas 20 Mar 2026

Lance wakes up in the underwear of his other husband, the 40-stories tall Wolfian Henry.

7.5 (2) 263 10 Min Comments

How I Became my Roommates' Slut (ch. 14)

By Sufficient_Offer 18 Mar 2026

Adrien and Steph plan to visit a Musuem. Maybe it's a bit difficult for our little historian to focus though, because his mind keeps coming back to cock.

9.0 (59) 4578 9 Min Comments

Taken in the Woods

By Skyreader 17 Mar 2026

The scene: The wilds of Massachusetts on a hot summer day. The characters: Me, my best friend Bram and two redneck types.

9.0 (70) 3031 11 Min Comments

The Big Hike (ch. 3)

By Borehamwoodman 17 Mar 2026

Steve and Billy eventually make it to Vancouver and then catch the ferry to Victoria on the last leg of their journey. Brian and Rob meet them at the ferry terminal with a few friend to congratulate them.

9.5 (24) 757 30 Min Comments

Practicing Cum Control With My Straight Best Friend (ch. 2)

By DanXWrites 16 Mar 2026

After weeks of increasingly intimate nude edging sessions, Tyler times Noah as he strokes nonstop. Noah hits exactly one minute and climaxes hard. Tyler praises him, kisses him softly on the lips, grins, then says they move to stage two before leaving, leaving Noah breathless and wondering.

9.0 (36) 2915 7 Min Comments

The Big Hike (ch. 2)

By Borehamwoodman 16 Mar 2026

Steve and Billy made a decision and resumed the big hike together, getting to know each other even more. In need of a break, they rest for a week, spending time together for educational and relaxation purposes, sealing their relationship, each day.

9.8 (24) 1045 35 Min Comments

The Big Hike

By Borehamwoodman 15 Mar 2026

This is Part One of Steve's new story seeing him attempt the Trans Canadian Trail that goes from Nova Scotia to Vancouver Island. Just a short walk as they say but he's doing it as a bet between him and Brian his friend who lives in Victoria, BC.

9.9 (24) 2103 35 Min Comments

Under the Crimson Swoosh (ch. 12)

By BJCS Mines 12 Mar 2026

Wyatt’s quiet sophomore year is nearing its end when Sigma Chi president Tate demands Wyatt and Elliot prove their loyalty on his UREC pickleball team. Their imminent trust funds mean nothing if they can’t win—and refusal isn't an option. On the court, the past serves back. Hard.

9.8 (25) 689 18 Min Comments

Dorm Bro: Winter Loaded (ch. 4)

By DanXWrites 7 Mar 2026

My Roommate Invited His Friend Over… and Offered Me Up

9.3 (71) 6165 7 Min Comments

Recovery (ch. 42)

By Furball 6 Mar 2026

Helmut takes Joey to his second circle jerk in hopes of a repeat performance, but all Joey can think about is Ben.

9.4 (8) 157 7 Min Comments

Outback Undies (ch. 4)

By Borehamwoodman 4 Mar 2026

In the final part, Steve, Brryn, and Neil have to do a photoshoot for the marketing material, then decide that a beer in town is much needed. Walking into the town's bar, they are greeted with silence until they see the poster Neil had put together.

9.9 (23) 1163 27 Min Comments

Outback Undies (ch. 3)

By Borehamwoodman 3 Mar 2026

We had to get Mr and Mrs Henderson on our side to sell the new brand of Outback Undies at their shop. The best way was to hold a fashion show, and all of us decided to be models helped with Bryn's mother preparing budgets and business plans.

9.6 (22) 636 22 Min Comments

Dorm Bro: Winter Loaded (ch. 3)

By DanXWrites 1 Mar 2026

My Roommate Finally Snapped and Bred My Juicy Ass All Night Long

9.6 (114) 9424 9 Min Comments

Outback Undies (ch. 2)

By Borehamwoodman 28 Feb 2026

After all the measurements were noted and sent, all the lads had to do was wait for the samples to arrive. When they did arrive, the lads knew they were on a winner, but they had to persuade Mr and Mrs Henderson to sell their brand of undies instead of the tired and ill-fitting Kangaroo briefs sold in the local store.

9.8 (21) 817 24 Min Comments

Dad's Helping Hand II: Camp Harding (ch. 2)

By M. Harding 27 Feb 2026

Ch. 2: His Special Touch // Richard Harding has a morning swim on his grandson's 18th birthday, sensing change in the air, and gets roped into offering his massage skills when one of their crew gets injured.

9.3 (32) 3318 22 Min Comments

Outback Undies

By Borehamwoodman 25 Feb 2026

Part One of this story sees Bryn have an idea he shares with his mates on his eighteenth birthday. "Lets design and manufacture our own undies instead of the Kangaroo brand we're forced to wear." Steve, Eli, Jamie and Neil initially reject the idea but come on board when the idea becomes more than an idea.

9.6 (35) 1891 39 Min Comments

Recovery (ch. 32)

By Furball 24 Feb 2026

Joey receives good news about Ben's improvement, and when he returns to the boarding house he is surprised to find Kevin and Helmut there and a feast ready to be served. Kevin shares an unexpected secret with Joey while Helmut gets upset with Phil.

9.4 (9) 104 7 Min Comments

How I Became my Roommates' Slut (ch. 4)

By Sufficient_Offer 23 Feb 2026

Steph is about to have his first swimming practice with the cocky Julien, things are about to turn wet and sexy.

9.3 (87) 7461 9 Min Comments

A Thief of Hearts

By Will Bottom 22 Feb 2026

Love envelopes you when you least expect it.

7.9 (12) 418 3 Min Comments

My Underwear Obsession Explodes (ch. 2)

By Will Bottom 20 Feb 2026

In less than 24 Hours Life Erratically Changed.

8.1 (22) 1567 2 Min Comments

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 (94) 8620 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 (65) 7389 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 (33) 2892 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) 1527 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) 1096 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 (31) 1992 30 Min Comments

Dorm Bro: Winter Loaded (ch. 2)

By DanXWrites 15 Feb 2026

Gym Sweat + My Fat Ass = Instant Hard-On

9.3 (134) 8407 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.

9.4 (24) 1298 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 (60) 2364 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

8.3 (49) 2654 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) 1133 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?

8.7 (56) 4007 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) 1989 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 (61) 3225 6 Min Comments