The Lad's Holiday (ch. 4)
By Spiritual Camera 27 Jul 2026
Paul and Michael's unexpected evening reaches a climax in more ways than one as Paul finally gets what he has spent years dreaming of
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.
A Most Unexpected Crossing
By BumFun 12 Jul 2026
After sacrificing years of his life to building a successful business, a solitary businessman boards a transatlantic cruise expecting nothing more than peace, whisky and ocean views. Instead, an unexpected connection with an older traveller leads to a night of passion, vulnerability and startling self-discovery, forcing him to confront desire, judgement and what it truly means to accept himself.
Italian Vacation
By wildthinghunter 1 Jul 2026
College Freshman Italian Adventure
Summer of Discovery
By Ezzer 28 Jun 2026
A college freshman returns home to his new stepfamily and discovers their hidden world of masculine bonding. When a party with his stepbrother's friends takes an unexpected turn, he finds the connection he's always craved.
Pool Boy
By 243907 26 Jun 2026
Meeting a guy on holiday
The Cabin (ch. 7)
By CassiNotSoSure 17 Jun 2026
The Return. After a day feeling ignored and rejected, Caleb decides to attempt another visit to Julian late in the night. He should now know what to expect now. And, it's not close to what he wants and needs.
The Cabin (ch. 6)
By CassiNotSoSure 16 Jun 2026
No sex. Short chapter. Caleb awakes the next morning fuelled with jealousy and betrayal. Mark and Julian seem to be getting on very well. How will Caleb handle this?
Shadows of Surrender (ch. 10)
By Exposed 9 Jun 2026
The group rewards themselves with a luxury Greek resort vacation. Alex stays completely naked the entire week, becoming a public attraction. He performs on stage at a bondage nightclub and models for the resort’s official nude promotional campaign.
The Cabin (ch. 3)
By CassiNotSoSure 6 Jun 2026
(Ch. 3 - The Boss's Bedroom) Caleb's night is not finished yet. After his 'self-care' was witnessed by Julian, the older gentleman takes him to clean off before they spend the night in the Master Bedroom together.
The Cabin (ch. 2)
By CassiNotSoSure 5 Jun 2026
Short chapter. Caleb struggles to comprehend his first interaction with Julian. After a restless night, his excitement returns and he tries something new.
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Amster-Damn Hot (ch. 10)
By The Men We Crave 4 Jun 2026
Two best friend. One wild holiday. A romantic awakening.
The Cabin
By CassiNotSoSure 4 Jun 2026
This is based on a true story. Characters and locations have been changed. Caleb goes on a yearly trip with his Dad, Mark, to a lakeside cabin. This time, they go to to Mark's boss's cabin. After Mark is delayed, Caleb's introduction with Mark is not what he expected.
Amster-Damn Hot (ch. 9)
By The Men We Crave 3 Jun 2026
Two best friend. One wild holiday. A romantic awakening.
Amster-Damn Hot (ch. 8)
By The Men We Crave 2 Jun 2026
Two best friends. One steamy, life-changing trip. A night of passion. Repurcussions for life. A romantic, youthful story.
My Uncle's Eight Inch Cock
By Prikz 30 May 2026
I loved staying with my uncle in Spain, he was a sexy randy Bi man who liked to fuck me with his eight inch dick. When he introduced another guy Brian we had the fucking time of our lives.
Dad's Helping Hand
By M. Harding 18 May 2026
Ch. 1: What Happens In Rome... // Matt Harding is rich, fit, and successful. But he also has a secret. When he takes his dad Richard, a retired football coach, on vacation, one night changes them forever -- and ends up affecting their whole family. (updated with new prologue)
Gay Summer Holiday (ch. 19)
By StrykerJ 13 May 2026
Christopher found on the Island what had eluded him back at home. This working holiday had turned into an extended stay. He found true love and dared to take the plunge. Chris took his man, Wyatt, on an in-depth house tour, hoping they could make it into their home. And he gave his short Asian guest the look he deserved: a butch Leather Jacket.
Gay Summer Holiday (ch. 18)
By StrykerJ 6 May 2026
Sometimes, the truth is weirder than fiction. If you can’t change it, let it go. Find your fun somewhere else. An unexpected midnight visitor, a phone call with home, and some rough outdoor anal, with a lifeguard you love, can be just what’s needed. Christopher thought so when the final puzzle piece finally fell into place.
Garcia Family (ch. 5)
By BigMilky 4 May 2026
Nathan's hot summer vacation continues at full speed and the hot action continues happening but who is fucking who this time?
Garcia Family (ch. 4)
By BigMilky 2 May 2026
Nathan's hot summer vacation continues with more hot action but with who?
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Dad and Son Cruise to a New Understanding (ch. 3)
By Graham Estes 1 May 2026
As the cruise nears its end, Andrew and Michael’s bond deepens fast. Strip card games lead to total nudity, playful cock comparisons, and candy-firing contests. On their final night, they step onto the balcony for an intense shared release under the stars. What started as a simple trip becomes something far more intimate and unforgettable.
Dad and Son Cruise to a New Understanding
By Graham Estes 29 Apr 2026
Michael and 20yo son Andrew share a upgraded cruise suite with one king bed. Over three days they bond through ship fun, rock climbing, off-road driving, drinks & cards. Andrew (recently gay) grows fascinated seeing his athletic dad casually naked; Michael stays relaxed. Subtle morning touching hints at tension.
Dad and Son Soak up the Sun (ch. 2)
By Graham Estes 23 Apr 2026
On their final full days in Key West, Dan and Kyle’s bond deepens through a fishing trip, a surprise tropical storm, and increasingly intimate “soaking” sessions. From shared showers and massages to raw, bare connection while spooning, father and son explore new levels of trust and pleasure before heading home closer than ever.
Gay Summer Holiday (ch. 15)
By StrykerJ 18 Apr 2026
After a long, hard day’s graft, Christopher set the plans to work. He had a path to build and Japanese guests to entertain. Chris found the poles he wanted. Wyatt, his friend, was rapidly falling in love with him. And with the other pole, he constructed a landmark flag. And to anchor himself on the Island, he found himself a home.
Costa Rica (ch. 4)
By GrantsXploits 12 Apr 2026
Twunk wearing boxer briefs walking around resort grounds catches my attention and I offer to help him out of a frustrating situation.
Ethan and Alex (ch. 5)
By ScooterB 10 Apr 2026
In this fifth chapter of six, the two guys have a major disagreement before their time at the resort comes to an end.
Ethan and Alex (ch. 2)
By ScooterB 7 Apr 2026
Part 2 of 6. The exploration of their relationship continues.
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.
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