Ethan and Alex
By ScooterB 6 Apr 2026
Part 1 of a 6-part story about two men who find each other when the resort where they both are staying accidentally double-books an island getaway for each of them.
Gay Holiday Sex Stories
GayDemon's Stories: On this page you can find erotic fiction where you can read about men and gay sex during holidays.
The Decorators (ch. 8)
By 243907 31 Mar 2026
We take a holiday, and have several sexual encounters
The Straight Boys Took Me On Vacation (ch. 18)
By Broken Boundaries 25 Mar 2026
I'm Tommy, 18 year old college freshman on a vacation with my 5 rich, str8 friends at a luxury resort we have to ourselves. With no girls around, they've been using me to explore all of their new, kinky fantasies. After a wild few days of serving their every whim, I was caught completely off guard when one of the boys came by for a private visit..
Ben's Weekend Trip to Utah (ch. 33)
By BJCS Mines 23 Mar 2026
John's detour to Buc-ee's was supposed to be a joke. But when Ben unrolls the Cat's Meow bag in a Rocky Mountain campground, the supple nylon brings back memories he thought he'd buried. This time, with John inside him, Ben finally understands the difference between fumbling in the dark and being held.
Gay Summer Holiday (ch. 8)
By StrykerJ 21 Feb 2026
Being called a liar by his best friend hit him hard. And all Chris did was recall the amazing encounter with the Island’s only black dude. But sometimes you need to endure a little drama to solidify a relationship. This was a weekend from hell, and Chris ended up in the wrong bed but had no regrets about it. Jelmer just needed a bit more time.
Gay Summer Holiday (ch. 7)
By StrykerJ 14 Feb 2026
When you fall off a horse, you need to hop right back on. This holds true for Chris, too. He found a changed Jelmer. He needed his space after their shopping trip to Amsterdam. And opportunities arose when the BBC of Officer Tom wanted more than an autograph. He wanted to fool around with the white boy and knew the perfect spot with a gloryhole.
Gay Summer Holiday (ch. 6)
By StrykerJ 10 Feb 2026
Chris and the guys take ‘a walk on the wild side.’ Shopping and dancing in Amsterdam. Finding a kinky leather fetish shop to get kitted out and a raunchy nightclub with a leather and denim theme where they learn about subservience and obedience from a master and his sub. The building work on the Island had to take a backseat for a day or two.
The Spa Experience
By Happy to be Bi 10 Feb 2026
Horny story of 3 men in a hotel spa area
Straight stud on holiday dominates me
By cbrguy 5 Feb 2026
This is a fictional story about an older gay man on holiday inviting a straight guy to be his top.
Gay Summer Holiday (ch. 5)
By StrykerJ 3 Feb 2026
Christopher earned a break. With the cabins stripped and supplies ordered, he spent a few days at Jelmer’s place, stripping his lover of all modesty. A long beach walk led them to a group of senior Scouts in a public restroom, all willing to earn their ‘ass-fucking badges’ under Chris’s stern, expert command. The Island is getting wilder every day.
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Gay Summer Holiday (ch. 4)
By StrykerJ 2 Feb 2026
Christopher’s fame on the Island grew in leaps and bounds. Not just for singing with his idol, but for the daring rescue of a friend. He prevented a group of predatory bikers from abusing the young lad, humiliating them to the bone and blackmailing them into giving up their leather gear. Running them off the Island he had grown to love so much.
Gay Summer Holiday (ch. 3)
By StrykerJ 1 Feb 2026
Christopher’s working holiday had started. And that in more ways than one. He discovered something new. He liked sex with men and sex in kinky leather. And the Islander group of guys he used to hang out with delivered.
Gay Summer Holiday (ch. 2)
By StrykerJ 31 Jan 2026
The warm family welcome was a nice change from the nasty comments his siblings gave Chris at home. The holiday had started off warm. But the heat Jelmer and Jessie gave him late that day and into the following morning was even hotter. Turned out all three men arrived at the same conclusion. They were gay. The Island is begging to be explored.
Gay Summer Holiday
By StrykerJ 28 Jan 2026
Christopher (19) had finished school with excellent marks. He was set to go to a technical college. He planned a 4-month working vacation on his favorite paradise Island. To discover himself. The ferry ride over started out great. He had his first anonymous encounter with a burly leather-wearing man. The nasty blowjob gave him a taste for more.
Amster-Damn Hot (ch. 5)
By The Men We Crave 6 Jan 2026
Two Best Friend. One wild Holiday. An unexpected romance.
The Office Christmas Party
By JustinWritesXXX 24 Dec 2025
When Eli and Marcus have a few too many drinks at their office Christmas party, what begins as a normal party leads to something much steamier.
The Straight Boys Took Me On Vacation (ch. 14)
By Broken Boundaries 20 Dec 2025
I'm Tommy, and my rich str8 friends have taken me on a luxurious, all-expenses paid vacation after our first year at college. With no girls allowed, I have to serve as their sex slave and provide for all of their kinky fantasies. Each day brings new fetishes and humiliations, and more of my inner slut. Tonight was all about "gold stars".
When We Travel at Night (ch. 21)
By Chris Lewis Gibson 18 Dec 2025
The conclusion of our oddysey.
Christmas Package
By GrantsXploits 7 Dec 2025
Arjun and I spend Christmas at a cabin with a surprise gift.
A Thanksgiving Surprise
By JustinWritesXXX 27 Nov 2025
When Hudson's sister Sarah invites a friend from university to spend the holidays with their family, the last thing Hudson expects is to make a steamy connection of his own.
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A Thanksgiving to Remember (ch. 2)
By StrykerJ 25 Nov 2025
Liam’s Thanksgiving party at the Ryders turns into a feast. He gets to suck Dom Colton off during halftime. The afterparty brings Blake, his bro Colton, and sub Maurits together for a high-stakes encounter. Liam, embracing his new path to Leather domination and obedience. Blake remains terrified, but Liam is all in. A Thanksgiving to remember.
A Thanksgiving to Remember
By StrykerJ 23 Nov 2025
A freshman skips a toxic Thanksgiving at home. Craving the leather look of his ebony buddy’s bro. Sneakily admiring a Leather jacket leads to rough first-time sex with a dude. The Inexperienced man gets collared, dressed in leather, and bred hard. The brutal domination lesson transforms him into a leather addict. A Thanksgiving to remember.
The Big Boys Club
By StoryTime 31 Oct 2025
26-year-old Jake has come to Spain for a relaxed holiday job. But when he gets introduced to the Big Boys Club, his summer plans take a major turn. And so does his life.
Ben's Weekend Trip to Utah (ch. 29)
By BJCS Mines 29 Oct 2025
Ben’s Thanksgiving trip to meet John’s Wisconsin family is a minefield of polite interrogation and unspoken rules. Navigating his boyfriend’s conservative Catholic home is hard enough, but the real test comes at night, inside John's childhood bedroom, their secret intimacy feels more forbidden and more thrilling than ever before.
The Straight Boys Took Me On Vacation (ch. 13)
By Broken Boundaries 29 Oct 2025
I'm Tommy, 19 year old and on a luxury vacation with my 5, rich str8 friends. With no girls and no other tourists at the resort, my friends have been using me as their dedicated, kinky sex slave, with almost nothing off limits. I've been in chastity and desperate for their attention the entire time. Each day brings something new.
A Week in Paradise (ch. 8)
By Beefy Colby 24 Oct 2025
Meeting his dream daddy in a clothing-optional gay resort, Bruno learned what absolute freedom is like. This time they made his first porn video that includes a sexy dominant stranger.
Tropical Resort
By GrantsXploits 23 Oct 2025
Stumble upon a hunk napping on a hammock in only a jockstrap. Bring him back to my room for a three-way with my husband.
Friends in Need
By Rufus Jones 19 Oct 2025
Stan and his close friends are at a stag week when one of them, Sergio - who is gay - asks Stan to pretend to be his boyfriend because his ex is there with his boyfriend. Stan agrees, but reluctantly...and things get interesting.
Impaled in Curaçao
By Father of dick 12 Oct 2025
What happens when a gay dutch tourist strays away from his resort on a tropical island? Find out exactly what happens when he comes in contact with the local boys.
The Guncle & The Army Dad
By Boy Mercury X 12 Oct 2025
A gay uncle on duty and a rugged army dad keep bumping into each other in a crowded airport between flights. Between wrangling kids and boarding calls, they find some layovers are way hotter than expected.
The Summer Lakehouse (ch. 3)
By StoriesByTroy 23 Sep 2025
Fucking on a hammock
Cruise to Cruise (ch. 15)
By 243907 15 Sep 2025
More sex as we cruise the Caribbean
Cruise to Cruise (ch. 14)
By 243907 12 Sep 2025
We do a Panto and fly home
The Summer Lakehouse (ch. 2)
By StoriesByTroy 12 Sep 2025
Under The Stars
Change of Plans
By Jaradon 7 Sep 2025
A man on a Caribbean vacation meets a sexy Latino