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 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.
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.
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.
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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.
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.
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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
Cruise to Cruise (ch. 11)
By 243907 5 Sep 2025
We tour the Caribbean
The Straight Boys Took Me On Vacation (ch. 10)
By Broken Boundaries 2 Sep 2025
I'm Tommy, 19 and fresh off my first year of college. Five of my rich, straight friends took me to a luxurious Hawaiian island resort that their parents rented just for us. With no girls allowed they have me serving as their kinky gay sex slave and I'm loving it. Today one of my friends told me he wants to piss on me.. and I'm gonna let him...
The Summer Lakehouse
By StoriesByTroy 29 Aug 2025
Theo is my hot British boyfriend, the one who can go from cracking jokes to pinning me against the wall in seconds. After weeks of exams and sharing our too small apartment with friends, Min and Yuki surprised us with the perfect gift: a key to Min’s uncle’s secluded lakehouse, tucked away in the forest with its own private dock.
The Bareback Oasis Ranch
By ScooterB 26 Aug 2025
A man vacations at a gay male-only nudist ranch and finds the love of his life.
Palm Springs Cotton Tails (ch. 2)
By Sean Stevens 25 Aug 2025
UCLA Boys Respond To The Post, Contemplate, Offer Extended & Accepted
The Straight Boys Took Me On Vacation (ch. 9)
By Broken Boundaries 25 Aug 2025
I'm Tommy, 19 and fresh off my first year of college. Five of my rich, straight friends took me to a luxurious Hawaiian island resort that their parents rented just for us. One problem - they weren't allowed to bring any girls. Solution: my friends know I like cock and are having me serve as their kinky sex slave. Today they want to try rim jobs.
Holiday extras
By just imagine 20 Aug 2025
Jake was off on holiday with friends but the start was a complete disaster due to flight delays etc but it all changed with a chance encounter at the port
Cruise to Cruise (ch. 4)
By 243907 18 Aug 2025
The cruise continues to Barcelona and Ibiza