Gay Boarding School Stories

7,643 results
Orientation
Length
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Infinite Scroll

A Mediterranean Summer

by starboardcaptain on Jul 10, 2019
Gay Male

And suddenly I saw him standing there, on the rocks, in his bright neon speedo overlooking the sunset on the Mediterranean horizon. I can't help but notice how perfectly those speedos outline his nether regions both front and back. Though, if I'm honest, I never thought Lorenzo would be the type of guy to wear neon, especially for a pair of swimwear. Loren...

A Question of Sex

by BilyumQ on Aug 18, 2017
Gay Male

About eighteen months ago I was at the airport on my way out of town on yet another business trip. Even though it was a little less then an hour prior to flight departure I was surprised at how few people were in the boarding area, especially since it was midweek and this was one of the last two flights to Houston for the day. Taking a seat in one of the u...

When Love Takes Over Ch. 06

by fuzzyNOLA on Sep 25, 2017
Gay Male

Author's Note I want to apologize for the chapter taking so long. I was out of town for most of July and didn't have easy access to a word processor or the internet. I also want to apologize for those of you who have emailed me. I had forgotten that I created a new email account tied directly to my Literotica profile; I thought I had used my regular email....

Abs and I

by abadmirer on Sep 16, 2017
Gay Male

When I left school at the age of 18 I was very skinny ; 5 foot nine inches and weighed about 8 stone (not quite the 98 lb weakling of the advertisements but not far off!) When I went to university I decided to go to a gym to put on some weight. There weren't too many around in the late 1960s, but I found a funny old place in Upper Queen Street. We'll call it...

Jamie - The Journey Begins Ch. 08

by Hutchison12 on Jun 18, 2018
Gay Male

Chapter 8: I'm not sure about this.. Oh finally - some quiet time with Sam alone. Thoughts were streaming through my mind of how we could spend our time together before I flew out of the country in the morning... well, in a few hours really. I snuggled up to Sam in the back of the Uber with my carry-on bag next to me. Sam was looking out the side window, n...

DJ Pt. 18B

by o2byoung on Mar 6, 2018
Gay Male

Coming up in Part 18B Jamie finds himself in a dilemma Joe and Doug are on a Gay Cruise Granny finds a senior home she likes Randy and Daryl plan a housewarming party (From the tail end of Part 18A) Jamie is in deep thought, continuing to caress Bryan. He's having some disturbing thoughts he never expected to have. It's even crossed his mind to wonder...

Tales of a Cock Slave #09

by dprb65 on Oct 6, 2020
Gay Male

Duke, was a hot, very handsome, tall, ripped, muscular Brazilian stud with wide shoulder and narrow hips and blue eyes, who looked like Brazilian actor Marlon Teixeira and his hot Irish American boyfriend, Patrick, who looked like a thinner, more redheaded, hotter version of Jonathan Keltz who played Leith Bayard in "Reign". I saw Duke numerous times in th...

A Timeless Place Ch. 19

by windstormy on Sep 14, 2017
Gay Male

Disclaimer: this chapter contains a scene in which a dream is taking place. May I please remind you that this is a story of fiction and does not necessarily reflect the views of this site, or the owners, or writers. If you do not agree with these views, then please close this chapter and continue onto someone else's story. Again, may I please remind you th...

One Night in San Francisco

by KeithD on May 15, 2019
Gay Male

[One Night in XXX Story Event] The shock set it on how stupid I'd been. Pete Parnell hadn't hired me for his Chicago investment firm despite what I had disclosed at my job interview with him about what I'd done in college but because of what I'd admitted I had done in college. It wasn't just that I went with other men, but it was that I had been promiscuous...

It Was Always You Ch. 01

by kent0ter0 on Sep 19, 2017
Gay Male

*NOTE: I entitled this Flashbacks and Brown Locks because, surprise surprise, this chapter is a flashback and well, Jacob's Brown locks. I decided to dump all the flashbacks in this chapter about Jacob and Kyle. Also, this is my first time to write a story so... Don't give me hell =)) Any suggestions and constructive criticisms will be accepted. Haters s...