Jack Off Stories

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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...

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...

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...

A Purrfect Day

by robthecradle on Sep 12, 2017
Erotic Couplings

Jack woke up knowing exactly what day it was; his friend Johnny's birthday. Jack looked forward to this day every year because Johnny threw great parties at his house with plentiful food, drinks, and friends. This year's party would be slightly different though. Johnny mentioned that a couple of his friends from UC-Santa Barbara, where he dormed and just r...

Jack's Bully Ch. 02

by Alpacawreck on May 29, 2018
Fetish

At the end of the school day Jack was getting ready to leave when he walked by Matt and Emily. "Hey" she said "we should get started on the project tonight. Since Matt's not doing anything now you two can go get started on it. I have to go run some errands first before coming over but it shouldn't be a problem. Matt can give you a ride home too, can't you...

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...

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...