Gay Jack Of Spades Stories

22,814 results
Orientation
Length
Source
Infinite Scroll

Friends of Friends Pt. 01

by bi_cpl_with_crossdresser on Jul 15, 2020
Gay Male

It was a Saturday night and Marcus and Jack were lying in bed after yet another marathon fuck fest. Jack had still not cum yet and Marcus was helping him along with a handjob. It wasn't too long before Jack was blowing his load all over his stomach and Marcus's hand, Spent Jack let his head back down to the pillow and closed his eyes. When he opened his eye...

Finally

by yesplease8 on Sep 25, 2017
Gay Male

I have been happily married for over 10 years. My wife and I are sexually adventurous and open-minded. We have always openly shared fantasies. My wife always makes an effort to realize all of our fantasies. My wife, Anne, is a beautiful woman who takes very good care of herself. She is a natural blonde with natural 36 D tits and firm, muscular legs. Out in p...

Consumed Pt. 05

by myoregon on Sep 14, 2017
Gay Male

WARNING AND NOTICES: This is a work of fiction. All characters appearing in this work are fictitious. Any resemblance to real persons, living or dead, is purely coincidental. Do not read if you are underage according to the laws in the country, state/province, county, city/town/village or township where you live. Copyright (c) 2008 Debra Diane; Permission i...

Learning to Surrender Pt. 01

by miked1983 on Oct 15, 2017
Gay Male

When Rick was in college, he came across an erotic stories website. He loved the stories of women who surrendered to dominant men and learned to satisfy every need of their lovers. Then one day, he noticed a category of stories for gay men and the first story he read of a man essentially becoming a woman in another man's bed was seared into his mind. He sign...

Helping Mom Pay The Rent

by bottomsatx on Aug 18, 2017
Gay Male

Keith sat at the kitchen table, angry. It was his 18th birthday, and he spent it alone. "That bitch." he fumed, "She can't spend one lousy fucking day with her only son." Keith's mother, Sheila, was at that moment in her bedroom. The words she used with Keith was "entertaining a friend" but he classified it as "being a whore". She spent a lot of time "ente...

Just an Experiment Pt. 03

by Mysteria27 on Sep 14, 2017
Gay Male

Mike was seriously considering that he liked to be used anally. He liked when Jack fucked his ass and even enjoyed it more when Brenda dominated him. After an interesting few days, Mike now believed he was bi-sexual. He was going to continue to fuck women and enjoy forbidden sexual acts with men. There was nothing wrong with enjoying sex with either men or...

In a Strange and Curious Mood

by TheVeryIdea on Aug 18, 2017
Gay Male

Jack was in a strange and curious mood, he couldn't help it. He was straight, but today he was feeling the urge to be used; it didn't matter if it was by a man or a woman and being realistic, he knew that he had more chance of finding a male who'd take that role. He supposed he was just feeling horny, kinky and curious. It's probably not that unusual for st...

Finding Friends In The Booth Ch. 03

by dodgeboy2 on Sep 15, 2017
Gay Male

After James pulled his cock out of my ass, Jack with his arm still around me started rubbing his cock against my ass still full of James cum. I pushed back with my ass until Jack pushed his cock into my ass some of James cum pushed out as he drove his cock inside me, I could feel my own cock getting so hard it felt like it would just burst. Jack was fucking...

Kain

by SubjectiveJack on Aug 18, 2017
Gay Male

The following story is informed by real experience, but borrows liberally from long held fantasies and the promise of more. It is the first session of a D/s couple that will be followed by several more before their relationship reaches its peak. It wasn't the most gradual start to a relationship, Jack mused as he shook hands with the dark-eyed reception...

Influencer to Sex Slave Ch. 04

by dreamymark9 on Jun 26, 2019
Gay Male

Author's note: This is erotic fantasy and completely fictional. The main character, Jack, is a fictional, generic social media star / influencer, and is not a real person. As always, would love to get feedback in comments and messages. *** It's morning, and Jack wakes up to find himself spooned in his master's arms under the covers. Because of all the liqu...