Gay Vacation Stories

1,191 results
Orientation
Length
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Infinite Scroll

Vacation

by matt5211 on Aug 18, 2017
Gay Male

June 5th I like my job. I wouldn't say I love it. But I was getting sick of it. My boss was always ordering me around and I just can't help but complain. He would always give the shit jobs to me. While Mary was just signing three papers, Matthew was fucking writing up 4 legal agreements, making coffee, and making advertisements. Lets just sum it up with I...

Black Is Best Of All!

by alexcarr on Aug 18, 2017
Gay Male

Searching for my credit card I'd dropped when drawing out some money from an ATM machine; I would never have guessed that such an alert, me thinking that someone had picked it up and scarpered, would start off something in my life that was so utterly complete and so wonderfully thrilling. I felt a sort of nudge behind me as I bent to search for the card, an...

I Lost it at Fire Island

by CrimsonClown on Aug 18, 2017
Gay Male

My brother Max and I grew up in one of the most liberal places on Earth: New York City. We're those typical New York guys who loved to go to the ball games and enjoyed hanging out riding the train anywhere in to the city that we wanted. We spent most of our lives chasing after women, which was especially shocking when he came out of the closet a year ago. It...

Endless Summer

by drew13579 on Aug 18, 2017
Gay Male

I was the first one off the plane, near enough. I had no luggage. In fact I had no keys, no money, no credit cards, only my drivers license. But I had a week and a half of vacation--and an erection. It had been two weeks since my Cyber master had allowed me to come, and now, on the day we would finally meet-I was so hard it hurt. Emerging into the airport...

One for the Books

by Justrex on Sep 14, 2017
Gay Male

4-28-15 One Amazingly enough, the sun was shining outside. And I didn't mind that one little bit. We didn't get enough days like that. Although I loved the cool green damp of the typical northern coast in the City, my body occasionally craved the sunshine, even if my eyes weren't used to the shock. Sunshine. Rest and relaxation. It's why we were here....

Another Day in Paradise

by Olive Hizklosoff on Aug 18, 2017
Gay Male

This story begins with a previous submission, "Caught!" I woke up the next morning, having slept like a baby. Although the sex the night before didn't quite fulfill my fantasies, I was very satisfied with the turn of events. My wife did everything she could to make me happy and, for the most part, she did a great job. I really couldn't complain but I still...

Second Honeymoon

by Tuppie on Aug 31, 2017
Gay Male

Chapter One: When I was eighteen, my mom and dad decided to take a two week long second honeymoon vacation. They coordinated this with my summer vacation, and I would therefore have the displeasure of spending my holiday with my mom's sister, Ruth. Ruth was married to a farmer named Waldo. Their twin sons, Hans and Dirk, were nineteen years of age. The boys...

My Hot Straight Neighbor

by DickBulge on Aug 18, 2017
Gay Male

When I moved into my apartment house several years ago, I had no idea that living in close quarters to others could be so hot and sexy. Or that my fantasies would take on a life of their own. The walls here are very thin and I always know when my next door neighbor is at home or away. I can clearly hear his television and phone conversations. What's more is...

Pleasurable Vacation Pt. 01

by tommydxxx on Sep 16, 2017
Gay Male

It was the summer of 2015 and my family decided to go on vacation to Spain. I was born in Spain and moved to The United States at the age of 8. I am now 20 and the last time I visited Spain was when I was 13. It's been a long time since I've seen my family and old friends. My family and I will be staying 2 weeks and this would be a perfect chance for me to r...

I Found God!!!

by BrianCaster on Aug 18, 2017
Gay Male

"Suresh...Suresh." It was the shout of my father Gokulbhai. Today the parents of a girl came to my house with a marriage proposal and I denied once again, without any particular reason. Dad must be angry about this matter; I thought and descended to drawing room where he sat with a grave face. I took a seat nearby him. "I can't figure out why you're rejecti...