Gay Predicament Stories

474 results
Orientation
Length
Source
Infinite Scroll

First Taste of Cock

by Rocket19 on Sep 2, 2017
Gay Male

My latest bondage creation has got to be my finest. It has all the components necessary to make both the slave and the master very happy. I started with some square tube steel; forming it into an upside down "Y" with a crossbar two thirds of the way up the leg of the Y. Both the crossbar and the leg of my inverted Y are adjustable to allow for the height of...

I Hate My Master Ch. 19

by maxpotter on Sep 23, 2019
Gay Male

The guy Chris took to bed after the party was named Tyler. I had to serve them breakfast in bed, and they stayed fucking around, fortunately without me. They headed out to lunch leaving me to my chores. My shock collar was back on, and I got a Dial-A-Fag call from Travis who wanted a fuck then sent me to clean his apartment. I got a text from Josh as I was a...

ENM Intertwined - Jack Pt. 01

by SpecialtyM3 on Jan 22, 2020
Gay Male

(Author's note: This series intertwines with other stories I have been working on that mostly focus on ENM. This particular arc begins before Rorke's arc but advances during Avery's arc and possesses an LGBT quality as it speaks through a different perspective. If neither of those things interest you don't have to read. I hope you enjoy!) ***** Very nice t...

Perspectives Ch. 01-02

by keptbyfather on Jan 15, 2019
Gay Male

Author's Note: Thought I'd try something a little different...a tale told from the perspective of each of the main characters. One chapter will be told from one character's perspective. Then, the next chapter will be a telling of the same events told from the other character's perspective. The early chapters told from one of the characters' perspective are b...

Renovation

by reddirtwriter on Aug 31, 2017
Gay Male

Also this story contains fantasy scenes of unprotected sex. This is fiction, not real life. Always protect yourself and wear a condom. My heart was pounding, my ass convulsing and my cock dripping as the stud behind me rammed his massive plum-headed cock hard and fast into my gaping ass. My head was reeling as I backtracked to how I ended up in this deli...

Progression Ch. 09: Punishment

by klapperz on May 1, 2018
Gay Male

Once again Nathan found himself lying awake beside Kevin, who was sound asleep. All that was running through Nathan's mind was having Kevin's cock thrust into his ass. Unable to sleep, Nathan sat up and turned on his laptop to watch some porn. He logged into Ryan and Jacks porn channel and watched the videos. Each one made his cock fill the cage more each t...

Life Art

by Pissdrinker on Feb 6, 2018
Gay Male

Please note that like all my essentially true stories, a condom was actually used as I advocate safe sex though for the purpose of this piece i have omitted to mention it. They save lives but describing their placements can kill the moment. Thanks. *************************** Everybody has a six pack, at least according to a personal trainer I once had. Ap...

The Vacation House Ch. 15

by 1Puck1 on Sep 14, 2017
Gay Male

I walk into the kitchen, mid morning light floods the room. "Hey there Tonto, how are you feeling? I see you've found some cereal, the coffee smells good." "Rob, my stomach was growling so loud I thought it would wake the dead. Coffee's still in the pot on the burner, help yourself, would you top mine off too? Can't get up and down so easily yeah know." L...

Tuesday at Three

by sr71plt on Aug 18, 2017
Gay Male

All of his friends told Peter Townsend that he was crazy to buy the apartment in Cartagena, Colombia, in the luxury medium-rise building overlooking the ancient harbor, now yacht basin, as his retreat. But it was so convenient for him to sail his boat right up to the building's dock and whisk himself up to his retreat with its heavy security, and Cartagena c...

Making The Right Choice

by dopsis on Aug 18, 2017
Gay Male

I had spent a very wet and windy day trekking in the hills. I was soaked through and had booked a bed in a hostel for the night. It was one of those out of the way places where the isolation is part of the experience. But as far as I was concerned it just offered a warm shower, food and rest before continuing my trek the next day. I checked in at reception...