Gay Vacation Stories

1,191 results
Orientation
Length
Source
Infinite Scroll

First Time With Another Man

by kamaladevan on Aug 18, 2017
Gay Male

My past three stories have been on various experiences I had as a young adult. All of them can be considered as taboos in other societies. My own society considers such activities as taboo too, yet a lot of that happens in our society because sexual relationships before marriage are considered highly improper. Naturally, horny young people have to find a cha...

Fun in Pennsylvania

by dCharlesStuart on Feb 6, 2018
Gay Male

A couple of weeks ago I was driving north from a small vacation in Florida. While in Pennsylvania a little north of Harrisburg I saw an adult entertainment business with 6 cars parked in front. I'm a pretty old guy now so finding anyplace with some fun for me is unusual but I decided to take a break from the drive and check the place out. When I got inside...

Photo Session

by MVP6 on Oct 6, 2020
Gay Male

It all started when I was looking through Craigslist. In part, I enjoyed laughing at some of the stranger ads, and in part I was looking at a few of the help wanted ads to see if I could pick up a few extra dollars for a vacation I wanted to take. I was perusing the personals section when I saw the ad for a photographic model. I never questioned why the ad...

His Hot Gay Assistant Ch. 04

by walterio on Aug 27, 2018
Gay Male

AUTHORS NOTE: There is a brief description of a heterosexual encounter in this chapter. BACK TO CHICAGO On Friday following our Caribbean vacation we were on a plane back to Chicago. It had been an interesting vacation to say the least. We had had a great time and had an opportunity to have sex with two beautiful people. On Thursday night, Michelle and I...

How I Met Philip

by Dawns on Aug 18, 2017
Gay Male

My long awaited vacation had begun at last. Walking out of my employer's building I began to daydream about enjoying a long weekend. Early the next day I awoke well rested. There was no one special in my life these days. Stephanie had gone the day I told her that I was not sure if I wanted to marry her. Before storming out, she bitched that I had wasted fou...

DJ Pt. 15

by o2byoung on Feb 6, 2018
Gay Male

Coming in Part 15 Clearing up the snow DJ and Jamie get a real surprise for Christmas Christmas Day, DJ plays with little kids (Jamie's cousins) Matt discovers his new voice Gloria gets her ring adjusted DJ gets a promotion Lots of emotions in this one folks. DJ Part 15 Merry Christmas Everybody! It's Christmas Day, at 6:00 AM and the alarm went off...

Black Man's Paradise: Forever

by Samuelx on Sep 13, 2017
Gay Male

Yo, what's up? This is your man Teejay Overman speaking. I'm currently in Brentwood, Long Island, staying at my uncle Larry Smith's house. I'm a big and tall young black man from Boston, Massachusetts. Vacations are fun and this is my third visit to Long Island. What can I say, I like the city. The beaches, the sand and the towns are beautiful. I'm having th...

Freshman Love Ch. 04

by Wetboi on Sep 14, 2017
Gay Male

I want to thank everyone for the support on this story so far. These past few chapters have been my first writings. So I apologize if it's a little boring. The characters are all above the age of 18 if they encounter any type of sexual relation at all. This story is based on a true story, but has differences. I hope you all are enjoying it. *********** I...

My First Time

by biman8527 on Aug 18, 2017
Gay Male

I have always been bicurious but I have never acted on these urges. That is until a couple of years ago. I have a friend that is gay and we have been friends ever since we were kids. I never told him that I was bicurious. I had asked him questions about his experience with men but it was always out of general curiosity and I never said anything about being i...

Swallowing My Friends Cum

by corkscrewjohnny on Aug 18, 2017
Gay Male

Just a little background on me, this may help you to understand my stories better. Then again it may not. I am a white male who grew up in the suburbs, in a nice quiet neighborhood. I went to a private school my whole life, and I guess you could say lived a somewhat sheltered life. My upbringing was a catholic one, which meant everything was a sin or wrong t...