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.

Love Can Be Blind To the Point You Don't See It until It Hits You

By Borehamwoodman 24 Feb 2025

This is part one of a new story: Steven and Rachel's life is upturned when Josh and his mother move into the property next door. Josh is blind but that doesn't hold him back when he finds friendship with Steven

9.5 (41) 984 21 Min Comments

Detective Mark Stone's Undercover Assignment (ch. 2)

By Archer25 20 Feb 2025

Detective Stone reports back to the strip club for his first night as an undercover agent and has to entertain a bachelor party of twinks and they make him pay for all the jocks who used them in the past.

9.6 (106) 5152 30 Min Comments

Addicted to Piss (ch. 2)

By Michael Dee 19 Feb 2025

Ash explores his piss kink further.

9.3 (65) 5948 10 Min Comments

Love Found In South Carolina (ch. 3)

By Borehamwoodman 19 Feb 2025

Tim and Mark plan their wedding as their relationship evolves. Mark's sister arrives early for the wedding and the three of them become friends and not just family. What could happen to change things?

9.9 (29) 917 29 Min Comments

Love Found In South Carolina (ch. 2)

By Borehamwoodman 18 Feb 2025

Tim and Mark have fallen in love and their relationship continues to evolve. Tim's parents continue to monitor the progress of their plan sitting on the veranda each evening feeling satisfied with the good choice of a companion for their son although they still had doubts about the whole thing. This is part two of my three-part love story.

9.9 (39) 996 30 Min Comments

Love Found In South Carolina

By Borehamwoodman 17 Feb 2025

Tim was a shy young man. Joe and Linda his parents wanted their son to embrace his sexuality which was quite obviously not the conventional expected in rural South Carolina. Linda came up with a plan. They would hire a summer companion for him. This is part one of my new story. I hope you enjoy it.

9.7 (68) 1864 29 Min Comments

Captured On Canvas In The Isles of Scilly

By Borehamwoodman 15 Feb 2025

John is an artist. Steven is a visitor who admires beauty and is captured by John not just on canvas, but emotionally and physically on the island of Samson in the archipelago known as the Isles of Scilly.

9.6 (13) 897 60 Min Comments

Jeremy Out of Control (ch. 2)

By WedgieLover 13 Feb 2025

This chapter covers the next man to take advantage of Jeremy’s curse. How will he be humiliated this time and what’s to come before graduation day?

6.9 (15) 3016 6 Min Comments

A Round Of Golf Requires Firm Balls

By Borehamwoodman 12 Feb 2025

Steven meets Jack at a golfing hotel and teams up with him for a round. They managed 9 holes before distraction but they managed to finish the game in Jack's room.

9.4 (47) 1620 16 Min Comments

Jeremy Out of Control

By WedgieLover 12 Feb 2025

Jeremy our main character, is sharing his story on the curse laid upon him by his mother prior to leaving his life. It’s hell on earth for him, but pleasure to all others.

7.6 (14) 4351 9 Min Comments

Ben's Weekend Trip to Utah (ch. 25)

By BJCS Mines 31 Jan 2025

During a shopping trip at Costco with Ben and Caleb, John teases Caleb about the new underwear Caleb picks out. Things take a turn when they return home to discover something about JP they all didn't know. The situation escalates but ultimately leads to a moment of intimacy between Ben and JP.

9.6 (24) 1323 19 Min Comments

Gym Seduction

By lickme 31 Jan 2025

Fun in the sauna and shower for a first timer with a guy

8.2 (66) 5055 4 Min Comments

Mr Harrison the Sex Therapist (ch. 2)

By Borehamwoodman 31 Jan 2025

Steven returns to Mr Harrison for another session that might be his last with the guiding hand of Ms Smith who knows a secret. Steven suspects Ms Smith is a man but he is more interested in a cure for his panic attacks than what the supportitng sex therapist is wearing.

9.3 (31) 1013 28 Min Comments

Mr Harrison the Sex Therapist

By Borehamwoodman 28 Jan 2025

Steven suffers from panic attacks and his neighbour, Mr Harrison thinks he knows what triggers them. He extends an invitation to Steven to attend a free-of-charge session knowing that the young man will benefit from his expertise.

9.1 (43) 1579 15 Min Comments

My Sister the Matchmaker

By Borehamwoodman 22 Jan 2025

Rachel is fed up with her brother and plots a relationship with David who has the hots for Steven. First, she has to get him to wear tighty whities which David loves Steven wearing.

9.7 (22) 1779 40 Min Comments

The Rugby Team's Toy

By rt1047 20 Jan 2025

Derek Walker has taken a job as the equipment manager for the college rugby team during their summer training camp to help pay tuition, but after a chance encounter in the locker room with senior Ethan Frey, he finds there might be much more fun to be had at camp than a game of rugby

9.2 (208) 19013 10 Min Comments

A Lazy Afternoon (ch. 3)

By Borehamwoodman 19 Jan 2025

Our heroes, Steven and Richard wake up in the same bed. Selina brings bagels for breakfast and someone suggests a family picnic. What could go wrong?

8.8 (36) 1139 17 Min Comments

A Lazy Afternoon (ch. 2)

By Borehamwoodman 18 Jan 2025

Steven and Richard decide to spend a day by a lake inland this time, enjoying the warmer water and scenery. Steven's mother suspects something is going on and provides a solution most unexpected.

9.5 (49) 2102 35 Min Comments

A Lazy Afternoon

By Borehamwoodman 17 Jan 2025

Richard, Steven's neighbour, invited him to an afternoon hike to the beach. What started as a simple invitation soon became something more which would change their lives forever.

9.2 (86) 4522 18 Min Comments

A West Highland Journey (ch. 3)

By Borehamwoodman 15 Jan 2025

This is part 3 of our heroes West Highland journey. Steven and Hamish wait for the waiter to finish his shift. Hamish explains to Steven that Andrew enjoys a good spanking from time to time and Steven can provide essential support for the night's fun and games.

9.3 (31) 925 11 Min Comments

A West Highland Journey (ch. 2)

By Borehamwoodman 14 Jan 2025

This is part 2 about Steven and Hamish. Our heroes arrived in Oban and Hamish wondered if Steven would attend his invitation that evening. Steven wondered if the invitation was genuine but planned to make the appointment if only just settle his curiosity.

9.5 (42) 1185 13 Min Comments

A West Highland Journey

By Borehamwoodman 13 Jan 2025

This is part 1 about Steven on a train from Glasgow to Oban. He is joined by another traveller who asks a question, do men wear underwear under a kilt. He soon finds out they do but they are also quick to give them up.

9.2 (61) 2365 6 Min Comments

The Tighty Whities Thief

By Borehamwoodman 11 Jan 2025

Andrew Mercer is the proud owner of nice new Fruit of the Loom Tighty Whities. Steven likes them too and decides to steal them but get's caught. Andrew Mercer decides the best punishment for a thief is a traditional spanking over a spanking bench in the shed,

9.1 (18) 1550 11 Min Comments

Joaquin 2.0 (ch. 6)

By Stimle 1 Jan 2025

The guys' night out takes a turn.

9.8 (53) 5421 54 Min Comments

Bus Daddy

By Whitiesboi29 31 Dec 2024

Holiday shopping turns wrong for a tighty whities wearing boy when he has an unfortunate accident leading him to his daddy.

8.1 (52) 4283 4 Min Comments

A sock-sub's journey to slavery (ch. 4)

By Lowlifesocksub 12 Dec 2024

Out of control, Tom hands over more and more control to Keith as he realises his purpose in life is to serve men

9.3 (16) 2703 12 Min Comments

Joaquin 2.0 (ch. 5)

By Stimle 7 Dec 2024

Joaquin’s attempt to re-take control of his life takes an unexpected turn and leads to a shocking realization.

9.8 (46) 3953 53 Min Comments

Changing Things Up

By PaddedPrince 1 Dec 2024

Marcus decides to take charge in his life, and also decides to accept a few new Little things about himself. His friend Justin and other new friends he meets up with help him out as he's coming to reckon with his new lifestyle.

6.3 (9) 4444 14 Min Comments

Dennis My Menace (ch. 3)

By Skyreader 1 Dec 2024

Pete finds himself in Dennis’s sweltering apartment. Their coffee date has morphed into Dennis teaching his boy new tricks.

9.2 (20) 1927 8 Min Comments

Ben's Weekend Trip to Utah (ch. 20)

By BJCS Mines 19 Nov 2024

John comes out to his old TikTok followers on a livestream but gets a mixed reaction. Afterward, Cole calls John on Facetime to show him his new Ethikas. Back in WA, Ben drives up to Walker's sleepover birthday party in Sedro-Wooley where he meets Walker's high school friend, Egor.

9.2 (14) 748 19 Min Comments

My hot crush makes me horny

By Brief Lover 12 Nov 2024

We are introduced to the two hot main characters. One of them is obsessed with the other, and even masturbates to the idea of his big cock.

8.5 (19) 2251 3 Min Comments

Reunited with my dad (ch. 7)

By RWD 10 Nov 2024

Every man wonders how they measure up to their father. In my case, trying on my dad's underwear took a risky turn.

9.2 (26) 4900 6 Min Comments

Dennis My Menace (ch. 2)

By Skyreader 29 Oct 2024

In the opening chapter, young Pete has drooled over a hot older guy at the local bowling alley. The object of his desire noticed his interest and invited him out on a date.

9.1 (33) 2186 9 Min Comments

Jockey Store

By Lovemystories69 21 Oct 2024

How a young college going student who visited Jockey Store to buy an underwear was seduced and face fucked by the mature owner of the store.

8.4 (46) 5049 16 Min Comments

Josh's Many Surprises (ch. 3)

By Skyreader 21 Oct 2024

Uncle Ted and college kid Josh have gone to bed in the cabin at the camp in Maine. Ted needs to sleep, but Josh doesn't want the night to end.

9.7 (49) 3096 6 Min Comments