Gay Cuckold Wimp John Stories

2,030 results
Orientation
Length
Source
Infinite Scroll

Banister Guy

by alexcarr on Aug 18, 2017
Gay Male

Banister guy. I suppose life is full of surprises, so when Henry asked me around to play some games - well was I naive or something in never imagining they would be the type of games he had in mind? "I have fancied you ever since I employed you in my company Peter" he confessed, and there was I thinking it was because of my academic ability. You see what...

The Suggestible Roommate Ch. 06

by KinkyLiLWriter on Jan 6, 2018
Gay Male

Please, John. Do what John says. Matt is John's boy. Matt is John's toy. Obey John. Please, John. Do what John says. Matt is John's boy. Matt is John's toy. Matt mouthed the words once he was in the back room of the adult bookstore. He stood just inside the door while John made his way to the small room. There was a desk littered with papers and a computer,...

You are a Sissy Pt. 08: Future

by Roland15Rollin on Dec 30, 2019
Gay Male

Hello, sissy. Well, we have come to the end of our journey together, princess. We have explored every corner of your gay sissy mind and now we have come to the end. And what a journey that was. We learned so much, sissy. We learned about who and what you are. We learned about what you want. We learned about what you need. And we finally got rid of all of...

Dick Out!

by peebudy on Sep 15, 2017
Gay Male

"This dollar says you miss that putt," John said, waving a crinkled dollar bill as George stands over a 6-footer. George glared at John for breaking his concentration, then re-focused and drilled the putt into the back of the cup. "Pay up bitch!" George said with a grin, snatching the dollar from John as the walked toward the 15th tee. John thought all the...

Tropical Paradise

by eroticpen69 on Aug 31, 2017
Gay Male

John Fisher was sitting at one of the many outdoor bars that covered the beach area of Phuket, Thailand watching the hundreds of sailors walking around. He had just gotten off the ship with a four day pass of not having to be back at the ship until the morning it got underway. The sun had just gone down with an evening tropical breeze blowing off of the ocea...

Chuck and John's Public Pool Fun

by tomnielsen54 on Aug 18, 2017
Gay Male

Chuck and John met in their freshmen year of high school. Almost from the first football practice where they met their personalities meshed. They had been inseparable best friends from the beginning. In high school they shared classes and the normal experiences. They double dated to the prom and boasted to each other about their sexual adventures with the gi...

Boss Likes Hypnosis Pt. 01

by Oddballs on Oct 19, 2020
Gay Male

Jack looks over the HYPNO-APP on his phone; with sunglasses, of course. The mid-aged and handsome silver fox looks at his very old pocket watch that he USUALLY uses for hypnosis. Jack has been practicing kinky hypnosis for years, and it's been his favorite fetish since he was a teenager. But hypnosis hasn't always been easy at all; just getting a guy into a...

The Boyfriend Experience

by Frank8787 on Oct 12, 2020
Gay Male

Here's the first part of a story that should span multiple entries. It's partly based on my own experiences exploring my sexuality in college: John approached the home and sighed. It was a nice, spacious home in a fairly affluent area, and a home he'd visited many times before. He knew tonight would be difficult, however, and his stomach was in knots. John...

The Master Swim Team Ch. 09

by cubscou88 on Dec 24, 2019
Gay Male

This is a fictional story about a young adult who joins a Master's Swim - team full of older men. *** THE SWIM TEAM, PART IX - BACK TO BASICS Dennis was drifting, lost in a never-ending tidal wave of thoughts. It seemed like that's where he spent most of his time these days. Everything passed by him in a blur, his focus never quite pulling it all into vie...

Peter Three Hundred

by exaucer on Sep 14, 2017
Gay Male

John was a distinguished looking man and ever so friendly. Young Peter was not exactly sure what he did in the hotel but he always seemed to be on his floor when Peter came out of his room or in the foyer when he returned to the hotel after work. John was such a big man, very handsome in a rugged sort of way and always took the opportunity to put his arm aro...