Gay Jack Of Spades Stories

22,814 results
Orientation
Length
Source
Infinite Scroll

Valentine's Day

by lexxie_mckenzie on Aug 30, 2017
Gay Male

Lexxie ran his fingers back through his red hair, still slightly damp from the hot shower he just stepped out of. "Uhh, Jack, you're not going to tell me where we're going?" He begged as he stepped back into their room, scrounging around in his drawer for some nice going-out clothes. Jack pointedly avoided staring at his boyfriend's nakedness and shook his...

Not Much of a Game

by timmywells on Aug 18, 2017
Gay Male

"I don't know how you boys can watch a game as lopsided as this one," Melody Ward declared as she picked up around the little buffet she set up for her husband and his friends every Monday night when they would gather for football. "You never can tell in football. That's what's great about the game - wait - I'll get that babe," Jack Ward told his wife, and...

How the River Feels

by robinkaty on Jun 1, 2020
Gay Male

HOW THE RIVER FEELS One -- A Concert to Remember Jack sat in the dim light, reading his program for the symphony concert, the first of the season. It was the first time he had been to a concert since -- how long? -- since before he and Karen had married. No, they went once or twice in their first year of marriage. Then, job, childbirth, moves, finances, al...

Fucked by Hostel Strangers Pt. 02

by jtwy on Jan 21, 2020
Gay Male

Jack woke up early the morning after losing his virginity to his two hostel roommates. He had slept well after having the most explosive orgasm of his life, but the unfamiliarity of the hostel room and his lingering jet lag woke him up as soon as the sun rose. He felt groggy, in almost a sex hangover, shocked at how his night had ended. Those men were so fu...

He Becomes Addicted to Twinks Ch. 02

by walterio on Oct 3, 2018
Gay Male

It had been six months since Jack hired Michelle and things had gone extremely well. Michelle proved to be a quick learner and had become an excellent programmer. Even Paul and Bob had to admit that. At first, they were upset with Jack as they did not like the idea of a gay guy working in the department. However, Michelle kept to himself and worked hard. Ja...

Boner's Ribs & Special Sauce Pt. 03

by GoodTimesStrangerAdventures on Sep 19, 2017
Gay Male

Back...And Forth. Back...And Forth. Jack's ass wiggled as he climbed the stairs back to Earl's office. He was hosed off but still gritty. His feet picked up some dirt and grime off the basement floor as he made it to the top of the stairs. He paused to spread his toes and scrape off the grime a bit and Earl turned and paused. "Ha. I wouldn't worry too mu...

Hot Yoga

by Twinklystarr on Jun 19, 2019
Gay Male

The news had been predicting snow for days but when Sammy woke up and looked out the window, there was nothing. The sky was grey and cloudy and Sammy's breath began to fog the window pane. He wiped it away with the sleeve of his shirt, feeling the cold glass against his hand. It was supposed to be the storm of the century but not a single snowflake had fall...

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...

Bittersweet Irish Cream Ch. 02

by Kabba118 on Mar 17, 2020
Gay Male

Thank you for the love and the comments! Jack and Ethan are a slow burn, but it's coming! I actually have this whole story written out but I need to separate it into sections and chapters, and proofread it to be able to upload it here, so you will get pieces of it every few days. Keep commenting and don't forget to vote! ~~~~~~~~~~~~~~~ Jack stopped by th...

Personal Ad Leads To My First BDSM

by BallwinMWM on Aug 18, 2017
Gay Male

True story First off, I would like to say that I have never written any erotic stories before. This story is true, and hopefully it will be the first installment in a multipart series of my adventures as a BDSM submissive. I am a 50 year old married white male. I am new to bi and new to being submissive. I did have a friend in high school (which was a long...