Jack Stories

29,957 results
Orientation
Length
Source
Infinite Scroll

Feel For Jack Ch. 02

by FantasyXY on Sep 17, 2017
Loving Wives

Jack stood and watched from the darkness as Janet slowing drifted off to sleep. None of this seemed real to him. It all was like a really bad dream. But deep down Jack knew he is awake, and that this indeed is real. Watching his wife have sex with another man was just the final exclamation point punctuating the worst year of his life. Now that Janet is fina...

North Valley High Ch. 04

by TheJohnsonator05 on Aug 31, 2017
Erotic Couplings

Her lungs heaving with each breath, Jessica sprinted and crossed the finish line. "Yeah, Way to go Jess," shouted Jack from the stands as his girlfriend won. Jack was sitting with Jessica's parents who were cheering along with him. "Alright Jessica," shouted Mr. Hanson. Jessica blushed as her parents and boyfriend cheered the loudest for her. "Hone...

Save Me, I'm Yours Ch. 01

by LincolnAndSunset on Sep 16, 2017
Sci-Fi & Fantasy

Jack worked alone in his sparsely furnished one bedroom flat. Sparse meant one chair and one table with a laptop on it. His bedroom had a sleeping bag in it. Alone meant he was sitting there wearing only his boxers. Still, despite his current depleted financial and social situation, he smiled to himself and typed out his next ingenious idea, "And then he pre...

When the Levee Breaks

by StackedAction on Sep 11, 2017
First Time

*This is a retelling of my husband's first experience with two women. He was just out of high school, long before we met. I love this story and have changed the names (of course) and a few details, but this is pretty close to how my husband recounted the events to me. It's his story, in more ways than one. There is quite a bit of non-sexual background to it,...

Dawson's Cock

by jessy19 on Sep 11, 2017
Celebrities & Fan Fiction

Dawson sat by the dock throwing pebbles into the water. He was angry, confused and felt betrayed ever since Pacey, his best friend had stolen the love of his life. Jack watched from across how angry Dawson was. He knew it sucked for Dawson to have to watch the two people he cared most about be together and leave him out. Jack walked over to where Dawson sa...

Her Surrender Ch. 03

by SOLWriter on Sep 24, 2019
BDSM

From that day on, Cupcake was near constant companion in Sloane and Jack’s ‘play dates’. Jack would alternate between ignoring Cupcake while he tormented Sloane, or restraining her while beating and typically fucking Cupcake. By the end of their sessions both girls were totally exhausted and cuddled under a blanket while Jack went about his business. The gi...

Jack Earns a Treat after Work

by EnglishTongue on Mar 6, 2018
Toys & Masturbation

Author's note: The characters in these stories are the same and you can read them in order to get up to speed with their relationships. However, each story will also make sense if read as a stand alone text. Please enjoy and feel free to make any comments or suggestions for the next instalments. Thanks. ***** Saturday It had been an unexpected long first...

Jack Ripley - Takes Hollywood Ch. 03

by rileyil77 on Dec 2, 2019
Celebrities & Fan Fiction

Elle cried, "Please, Jack, don't fuck my..." It was too late, Jack rammed his cock straight into her asshole. As Jack pounded his cock into Elle's tight ass he smashed Elle's face into the rear passenger window. Jack only thrusted her ass this time for about 20 minutes when he felt his cock swell up and cum pour out of his cock into her tight little asshole....

Harem Wives Ch. 01

by Karenkay on Sep 16, 2017
Interracial Love

Jack nervously sat looking over his cards and watching the expression on the huge black man sitting across from him at the table. "Come on, Jack. Show me what you got!" Jack's fingers were shaking as he placed the cards on the table. Jack had a pair of queen's. Leon began to laugh hysterically as he slammed his hand along with his cards on the table for Jac...

Jack His Girlfriend and Her Mum Ch. 01

by Jack1107 on Aug 21, 2019
Mature

This is a story that was suggested to me by one of my followers. I believe that this actually happened. It is going to make a great story. Enjoy Jack. ***** Jack was a twenty-five-year-old intelligent, handsome and magnetic young man. He was a lawyer, very articulate but swore a lot. He met a twenty-year-old hairdresser, who had her own Salon which her mo...