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.

A Marine, A Judge, A Pool Boy . . . Loosening-up in Paradise

By BillyC 25 Dec 2016

Relaxing in paradise to avoid the Mid-Atlantic winter, my husband and I managed to spread some holiday cheer . . . by spreading the legs of a local college jock.

8.8 (127) 7738 34 Min Comments

Hot Gay Sex in Chicago O'Hare Airport Bathroom

By Naughty Eric 17 Dec 2016

Two hot airline passengers met on a flight from San Francisco to New York City. During a stop over in Chicago O'Hare Airport, they wind up in one of the airport restrooms having wild raunchy gay sex.

8.5 (93) 10711 8 Min Comments

John and Eric (ch. 25)

By Naughty Eric 12 Dec 2016

After I had surprised my baby John by flying to New York and making love with him at his studio apartment, we went to my presidential suite at the five star hotel and had a night of sensuous sucking cock, playing with sex toys and raw sex.

8.5 (21) 1697 8 Min Comments

A Hooker I'm Not

By charles-smythe 21 Nov 2016

For me it was at an airport. I once went to the DFW airport because I'd heard there were hookers working the bars of the big hotels there. I was in a hotel bar when I figured out that there were no hookers around. The place was kinda deserted and I ended up sitting at the bar beside a guy named Frank from Chicago. He bought me drink and we chatted for a couple of minutes about sports and what have you and then told me, "I came down to the bar ...

8.1 (86) 10320 6 Min Comments

Vacation

By Furhunter 6 Nov 2016

A 21 year old blond boy travels to the south of spain on vacation and ends up with 2 hairy dominant men in a leather bar with a dungeon

8.6 (68) 5459 23 Min Comments

Bare Ass Jock Ranch (ch. 14)

By Cocky Jock 20 Oct 2016

Bruce got an email from his old priest friend who invited Bruce to join him on vacation in Puerto Rico...

8.6 (40) 4085 10 Min Comments

Business Travel Has Never Been So Good

By Tradd St. Croix 3 Oct 2016

Due to a cardiologist convention, our hotel was overbooked and my business associated and I ended up sleeping in the same bed rather than in separate rooms. Between the alcohol, a hot cocktail waitress, and an errant remote control, the night ended in a manner neither of us expected.

9.0 (124) 8047 15 Min Comments

Rest Stop Surprise

By Firsttimer 18 Sep 2016

When your not even thinking of it. There's a surprise around the corner.

8.6 (53) 5131 11 Min Comments

A trip with my son and his friends (ch. 5)

By Daniel Berasaluce 12 Sep 2016

Finally Phil goes to be with Mark and he discovers a very sweet man he will share his life with. Next day, after a big emotional surprise he goes to bed with Danny. On Sunday he has sex with Evan and almost a week later with David or "it". Everybody likes having sex with everybody.

7.7 (13) 2833 30 Min Comments

Master-Piece in Delhi Metro

By Desi Munda 29 Aug 2016

A short story about an incident happened with me during my Journey in Delhi Metro

6.2 (30) 5636 5 Min Comments

Bangkok Summer Seduction (ch. 4)

By Habu 25 Aug 2016

Julien's mother's boyfriend takes Julien to a massage parlor for a full-body male massage and then takes him home and fucks him to top off his summer experiences.

9.0 (52) 3167 16 Min Comments

First Two Guy Threesome Experience

By Aussie "Speedo" Guy 18 Jun 2016

Amanda is travelling through Australia and stayed with the infamous Dave Speedo Evans for a couple of days. She was excited to try new things, surfing, scuba diving and just maybe a two guy threesome.

9.0 (109) 3548 5 Min Comments

The bus station

By charles-smythe 18 Jun 2016

When I was eighteen, I asked a few drunken men to show me their cock and mostly got told to fuck off. Then I started hanging around the men's restrooms in the bus station downtown. I used to go into stalls and read messages written on the walls. I saw one where a man had written to wait outside the restroom around one o'clock on weekdays and he would be there wearing brown slacks and a shirt and tie.

7.7 (36) 3809 4 Min Comments

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) 5278 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) 7385 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) 4705 3 Min Comments

Men of Mykonos

By Habu 13 Jun 2016

Grieving young American sub comforted by hunky Greek island tops

9.0 (105) 6153 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) 4963 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) 8928 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 (97) 7575 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) 4115 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) 2721 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) 5621 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.

7.6 (27) 2436 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 (91) 13186 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) 1700 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) 1723 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) 3198 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) 7651 5 Min Comments

Time for an escort

By Musclenutz 18 Nov 2015

a horny business travel is in for a real treat

8.5 (34) 3869 7 Min Comments