Gay Travel & Holiday Stories

GayDemon's gay porn library: in this category you can find gay sex stories involving travelling, on holiday, road trips, hitchhiking & hotels.

Caribbean King

By A. Williams 17 Jun 2016

I was on my vacation for a month in Jamaica, sitting in the hotel bar sipping on a Red Stripe Sorrel, a Jamaican brewed beer and relaxing. I'd worked 6 months straight without a break and I was so ready to relax. Then he walked into the bar. Damn he was so handsome and sexy in those painted on Levi jeans. His eyes were an electric blue against his dark brown tanned skin and I couldn't ignore them. They burned into my very soul.

8.7 (102) 5242 34 Min Comments

A Chance Encounter turns into a Week of Hot Fun

By hotmalefun 16 Jun 2016

As a business traveler spending weeks out on the road can get long and lonely. I met this great guy and spent a week of fun as he found new experiences.

8.7 (87) 7375 19 Min Comments

Speedo Sex in Fiji

By Aussie "Speedo" Guy 14 Jun 2016

My first time being an 'escort' was travelling with Patrick to Fiji where we hung out in speedos and fucked each others brains out. Patrick had planned the trip with his long time boyfriend but when they broke up just a month before the trip, Patrick invited me.

8.9 (126) 4663 3 Min Comments

Men of Mykonos

By Habu 13 Jun 2016

Grieving young American sub comforted by hunky Greek island tops

9.0 (104) 6106 45 Min Comments

Byron Bay Foursome

By Aussie "Speedo" Guy 2 May 2016

Alex (I've written about his first gay experience) was dumped by his girlfriend so we went on a bit of a surfing/sex road trip up to Byron Bay. We ended up hooking up with 2 English guys who were on holidays and the four of us had some speedo fun.

9.0 (138) 4950 5 Min Comments

Air BNB

By Robert Furlong 1 Apr 2016

When Dave rents a room from a gay couple to save money on a hotel, he gets a surprise in the morning after he knocks on their bedroom door...

8.1 (64) 8881 12 Min Comments

The Hitch Hiker

By Mighty Mouth 28 Mar 2016

After I have watched for an hour a cute young hitch hiker trying to get a ride from in front of my house under the blistering sun in vain, I invite him in for a glass of ice water.

7.2 (96) 7527 3 Min Comments

The Truck Stop

By charles-smythe 16 Mar 2016

For those who didn't read my first story let me introduce myself again. I'm in my mid-thirties and just an average guy. I'm married, six-feet tall, one hundred and eighty-five pounds, with dirty-blonde hair and deep blue eyes. Some say that they're bedroom eyes.

8.4 (34) 4091 12 Min Comments

Saint Thomas Holiday

By charles-smythe 14 Mar 2016

The man behind the counter when I got back was a solid built black guy, maybe late 30s, dark skin and with a really nice smile. The name sewed on his shirt over his left pocket was 'Jamal.

7.8 (38) 2701 7 Min Comments

Truck Drivers

By charles-smythe 17 Feb 2016

I had to drive from the east coast to Texas a couple years back and being a very sexual person decided to explore my bi side. I've always fantasized about being with a man sexually and even masturbated to gay porn a couple of times, but never had the opportunity to actually act out my urges. I decided that this road trip would be my 'sexual awakening' for want of a better title.

8.3 (61) 5523 8 Min Comments

Trucker Mike

By The Bear 1 Feb 2016

Bryce always had a dream of travelling in a huge truck on a trip along the East Coast of the country. They meal and drinks went over very well before Mike invite Bryce for a week on the road with him were he got to deliver a load down to Miami Florida.

7.5 (26) 2383 9 Min Comments

Annual Business Trip

By charles-smythe 28 Jan 2016

I reached for my laptop and thought about browsing some porn but instead typedin Craigslist. It didn't take me very long to find Travis'sadvertisement: "Married man seeking cocksucker. Prefer marred anddiscreet. In town for the week. Will meet in hotel lobby. Attached is apicture of my cock."

8.6 (90) 12927 15 Min Comments

The Encounter

By Dirtsoil 19 Jan 2016

Two men meet in a hot tub in a sleazy hotel in a remote area of the country. Once they are out of the hot tub, they do more that meet up.

8.4 (38) 1689 4 Min Comments

Madagascar Paradise (ch. 3)

By newbi 18 Jan 2016

The house-boys set to work on my body and a close shave prepares me for losing my virginity

8.9 (44) 1702 10 Min Comments

Unexpected Vacation fun

By charles-smythe 27 Dec 2015

I was on my two weeks' vacation with my best friend Austin. We'd returned to a bed and breakfast that we'd stayed at the previous year when a group of friends had also been there, but this year it was just the two of us, Austin and me.

7.0 (43) 3179 4 Min Comments

The Bus Driver

By charles-smythe 26 Nov 2015

Like often happens I was sitting near the front and the driver and I were talking. Then out of nowhere the driver told me, "One of the other bus drives told him that you sucked his cock for him."

7.7 (58) 7520 5 Min Comments

Time for an escort

By Musclenutz 18 Nov 2015

a horny business travel is in for a real treat

8.5 (33) 3803 7 Min Comments

Keeping it fresh

By Musclenutz 14 Nov 2015

Two businessmen work out their differences on the wrestling mats.

8.7 (30) 3793 17 Min Comments

Hitch Hiking in the Rain

By charles-smythe 10 Nov 2015

He told me to get out and leave the passenger side door open. While I stood outside the car in the cold, damp air, he went back to the trunk and retrieved a bath towel from his suitcase. Then he sat on the passenger side facing out through the door, with his legs spread apart. He motioned for me to stand between his legs and rest my forearms on the car's roof.

8.1 (77) 6942 10 Min Comments

The Hitch Hiker

By charles-smythe 5 Nov 2015

I carefully slow down and stop. The hitch hiker rushes up to the car. As the passenger door opened a pleasant enough looking young man in his early 20s smiled as he dropped his backpack on the floor and said, "Ah man thank you so much, I didn't think anyone was going to come along."

7.8 (46) 4795 6 Min Comments

The Tour of Italy

By Brooksie 27 Oct 2015

Two widowers, one gay and one straight, meet on a tour of Italy with romantic results.

9.0 (54) 1767 20 Min Comments

MR Darcy

By The Bear 15 Sep 2015

We had to share a bed that day since the Hotel made a huge mistake with Frank reservation. I then began laying there still and notice that he was slowly beginning to touch himself as my cock grew much harder.

7.4 (46) 4578 7 Min Comments

Anniversary Trip - The Marine And The Attorney Start The Celebration Early

By BillyC 4 Sep 2015

My husband and I are celebrating our third anniversary of wedded bliss this week. This is the story of two horny, middle-aged, boring, married men who can't seem to keep their hands off each other, even after three and a half years of wild fucking and how our trip started off last Friday.

9.0 (123) 2921 24 Min Comments

Vacation (ch. 3)

By sucker 3 Sep 2015

My activities with other men grow to greater heights.;

9.0 (72) 2635 8 Min Comments

Business Trip - A Chad Adventure

By Chad 29 Aug 2015

On one of my first business trips, I find out that cock and cum are available anywhere!

8.7 (101) 4834 26 Min Comments

Fucked by a Jamaican

By Drew 26 Aug 2015

Vacation that has extras.

8.7 (235) 16113 10 Min Comments

Trip to the Keys

By cyclone872 10 Aug 2015

I take a road trip with a straight coworker of mine to the Florida keys. Based on a true story, and what I wish would have happened.

8.3 (75) 3480 14 Min Comments

Noah Flip Flop

By Habu 20 Jul 2015

American college student traveling South Seas on winter holiday hooks up with Australian street musician in Sydney

9.1 (46) 2281 17 Min Comments

The Rest Stop

By charles-smythe 16 Jul 2015

I wasn't even thinking of getting a blowjob. All I could think about was getting a hot, hard, cock in my mouth. I wanted to know how it felt to be in control of a man's cock. To make him beg me to finish him, to taste his skin, fondle his balls and, most of all, swallow a big mouthful of cum.

8.3 (108) 12804 9 Min Comments

Sandy Bottom

By Peter X Flynn 9 Jul 2015

Marcus is a very experienced, horny top gifted with a large cock. He also has a book he needs to write, so he's exiled himself to a small Caribbean island and vowed celibacy until it's finished. But then he spies Willy on the beach—a young college boy on vacation, with an ass just begging to be filled. Marcus is determined not to be distracted, but he can't help cock-teasing Willy, who shows every sign of being ready to do Marcus's bidding. ...

9.0 (125) 4571 29 Min Comments