Jack Off Stories

334,850 results
Orientation
Length
Source
Infinite Scroll

Hanna's Desire Pt. 01

by NHWpleasure on Sep 13, 2017
Loving Wives

PART 1 A FORGOTTEN DESIRE AWAKENED Hanna and Jack had been dating now for just over two years. They started out as just friends about three years before they started to date. Now right from the start they had a special relationship. It is hard to pin point exactly what happened or how they became such close friends but over time they just started to confid...

Jack and Jill Jack Off

by Gunnsinhosen on Sep 13, 2017
Exhibitionist & Voyeur

Background This is a work of FICTION – nothing more than an expression of mutual physical attraction (LUST) between two friends! So the chatting and flirting went on and on, getting ever closer to outright "sexting" or "cybersex", but not going the entire way. That was until Jill texted Jack about seeing a man who looked like him holding a melon and brin...

High School Sweethearts Pt. 01

by Lawyerlyzach on Sep 25, 2017
BDSM

Andi Jessen and Jack Nelson had started dating their senior year of high school, and as so many high school sweethearts do had elected to go to the same college. Jack was three weeks younger than Andi, and on his eighteenth birthday the two had sex for the first time, and they both loved it. Andi was a gorgeous five foot seven inches dancer, who was slightly...

Mrs. Robinson Ch. 02

by Vic5 on Jul 14, 2020
Mature

Summary of Chapter one. Jack is seriously dating Sue with the idea they could marry when he finishes three more years of college and get a job. In the meantime, Sue wants be a virgin when she marries, but Jack does not want to wait that long to have a sexual relationship. Mrs. Robinson thought she could help Sue remain a virgin by making a deal with Jack. Mr...

Friends and Lovers Ch. 01

by RDRocket on Sep 13, 2017
Romance

This is actually the second story I wrote. Though Mine was submitted earlier as it took time to find walkingliberity to edit this. For those who, like me hate it when an author starts a chapter story, then for whatever reason, abandons it you’ll be happy to know all six chapters are written and with walkingliberity. I cannot thank her enough for her assistan...

Jack & Jill

by zack1234 on Sep 17, 2017
Loving Wives

This story happened last winter. My name is Frank, I am five eight and weigh about 190. I keep in awesome shape and am at the gym five times a week. We are both 39 years old. My wife Jill is 5' 2" weighs 105 lbs and has 34b breasts and an ass that can stop traffic. She has long black hair and dark eyes and dark skin; she is athletic and built like a gymnast....

Poppy

by johndstories on Aug 31, 2017
Exhibitionist & Voyeur

"Have another one," the voice cried and the farmers' son felt a cool beer pushed into his hand. He squinted, trying to make out the outline of the person who had given it to him but it could be any of the dozen people celebrating his eighteenth birthday with him. He fell slightly to the side as he leant on the bar and groaned, putting the glass to his lips....

Love's True Obsession

by bunny3374 on Sep 13, 2017
Novels and Novellas

Note to readers: This is the very first story I ever wrote. I really hope you all enjoy it! Thanks in advance for reading it and for your comments and suggestions on improving the story! * PART ONE The night was dark. There was only a sliver of a moon showing occasionally through the blanket of clouds in the sky. The stars were barely visible. The air was...

A Day in the Life Ch. 02

by Elizabeth_Cameron on Sep 1, 2017
Group Sex

Elise Jack slowly opened his eyes. A predawn glow filtered in through the white curtains casting the room in shadows. White curtains? Definitely not his room. Two warm female bodies were pressed against him, one on either side. A few months back this would have scared the shit out of him but since meeting Alex, the unexpected always happened. Even still, tw...

Across the Ages 04: 1980 Thelma

by rothning on Sep 21, 2020
Group Sex

This is the fourth in my series about Jack and Kay and the Barron women. However, it recalls enough of the background at the beginning that it can be read as a stand-alone story. A late afternoon summer storm had cleared the air and released the smell of greasewood and fresh moist earth. Two couples were making their way hand in hand across the desert from...