Gay Best Friend Stories

16,174 results
Orientation
Length
Source
Infinite Scroll

Kyle Kissed First

by LivedMyLife on Aug 31, 2017
Gay Male

As I finished the last remaining dishes while I waited for Kevin to show up, my thoughts kept racing back to his last visit. It's hard to remember now how Kevin and I convinced my roommate Samantha to have a three-way with us. Samantha was my roommate. We had sex many times in the past, and I knew she found Kevin really attractive, so I guess one thing led t...

The Training of a Ladyboy

by dreamweaver5539 on Sep 14, 2017
Gay Male

I met a wonderful couple at a resort recently, Chantal and Dave. We hit it off splendidly and were soon spending our evenings together at the poolside bar. By disclosing the nature of my own infidelities (which was fairly obvious through my hitting on their hunkish friends!) I earned Chantal's trust and she disclosed to me the nature of their own very intere...

Hallowiener Pt. 06

by forummj on Dec 23, 2019
Gay Male

Mr Roberts rolled over and tugged the sheet around his large frame, leaving me on my back feeling rather, well, stunned. Had he really known it was me all along? Oh god, what if Tommy found out. All the threats from Becca came flooding back as I pictured Tommy's face with the news that I had been fucked, not once but twice, by his Father. "But..." I said me...

Behind the Scenes Ch. 06

by rightside27 on Mar 2, 2020
Gay Male

AU: Hey everyone! This chapter took a lot longer to get done because of all types of personal stuff that I won't bother you all with ;) The plot thickens... hope you like it! Leo's POV: 'Mmphm... turn off those damn lights!' I rumbled. My voice was raw and husky from last night, and some sort of light shone right at my face which had lead me to wak...

Roommates, Best Friends, More Ch. 03

by YamiAndYugi on Sep 19, 2017
Gay Male

Dear Readers, this part of the story is written from Matt's point of view. Hope you enjoy! Thanks again to 76Tromboners for editing! And of course everyone is still over 18. YamiAndYugi Alex had been my best friend since we went to kindergarten together. He was not only taller and stronger than me but also way more confident and had a very winsome per...

Spring Break with Cocky Bros Pt. 03

by somebody123 on Apr 28, 2020
Gay Male

Drew got up and grabbed some paper towels. Even though we were both stunned into silence, we were both still covered in a torrent of cum. As we wiped up our mess, however, our erections didn't go down a bit. We were so turned on that our cocks still pointed towards the ceiling of the beach house. "I knew this could happen," Drew said, "And I should've warne...

Apollo Country Club

by Romantic_Whispers on Sep 17, 2017
Gay Male

*** The first chapter is a little more drawn out to paint the story line. The following chapters will have more action and less dialogue. *** CHAPTER 1 It is a fine, sunny day in the month of September as I sat at my usual table waiting for an old school friend of mine. He should be arriving soon to join me for lunch here at the Hail Ale in Westminster Cit...

My Best Friend's Brother Pt. 02

by Mr_Trickster64 on Jul 14, 2020
Gay Male

I just saw the first part blow up with positivity and I'm halting my part 4 of We All Have The Same Thing to write and make this part. And I already planned to write Part 2 of this. And just as a little tease, there will be a 3rd part... and a 4th. Dang I really just teased y'all with two more parts... fuck it, let's make it three. That's right. 5 parts of M...

Lulls

by emoboi on Aug 17, 2017
Gay Male

(Inspired by AA's WYW.) * PROLOGUE "Unh!" With a final cry of carnal bliss, he came inside his newest conquest. A pretty blonde thing, with a face that was innocent and angelic. Definitely young-looking, maybe not even legal. But what the hell. He plopped on top of the boy to recover. He was breathing pretty hard into the boy's ear, but most of his part...

Husbands have Secrets

by LoveIsUniversal on Sep 14, 2017
Gay Male

What started out as a simple game of billiards slowly became a display of mixed emotions. Thirty-two-year-old Oliver couldn't be too sure if Bryce, his best friend, kept his eyes on the cue balls or if he kept repeating his brief glances at him. To make it an even more mystifying situation, the little smile on Bryce's face appeared at times with a hint of se...