Jack Stories

29,957 results
Orientation
Length
Source
Infinite Scroll

A Most Unlikely Fantasy

by Humpdee84 on Sep 12, 2017
Mature

Jack moved into what he called, his 'closet' right after splitting up with his wife. It was essentially just a bedroom with a kitchen and bath. "Studio" was over stating the situation but since it was all he could afford in a short time period, who was he to argue? He hit it off with the landlord upon their first meeting so the rent wasn't what it COULD have...

Last Massage of the Day - Day 01

by man4urdesires on Sep 24, 2019
Romance

Sara was a woman of her times, productive and overloaded. She had become so many things, but overwhelmed, more and more, was what she felt each day. To her any extra free time, seemed to be taken over by even more urgent things. Finding time for herself had been neglected for so long. She could almost guarantee me time, didn't just happen. How could it? With...

Puma Sessions Ch. 08

by AnybodyEverybody on Jun 1, 2020
Loving Wives

Disclaimer, this story is fast becoming a novel is a work of fiction for the most part the names used are not real people, the businesses, locations, and organizations while real are used in a way that is purely fictional to add realism to the story. *** Jack waited until I was finished, "Ok we'll start off with some prep on top and then I want some ass t...

Finding Their Kinks Ch. 05

by SexyAdventures on Mar 2, 2020
Romance

The weeks went by and June turned to July but summer continued on. Jack and Stacy kept living their lives and enjoying life. The sex continued to be amazing, although, nothing crazy had happened since the winery weekend. Luckily for the couple, nothing seemed out of place or odd since that weekend. They were both comfortable in their sexuality and in their r...

Giving Mature Ladies Pleasure Ch. 01

by Jack1107 on Aug 24, 2020
Mature

Jo was on her way home from the office; she was the Senior Partner in Jo's widowed husband's old firm when he had died five years ago, Jo had reapplied for her Practicing Certificate and then taken over the practice. She didn't need to do that as she was financially secure, but it had been her husband's life's work, was also a very profitable firm. The town...

Vibrator Jack

by Egmont0409 on Sep 16, 2017
Romance

CHAPTER 1 Whenever he was bored, young Jack Holt didn't do what most young guys in their late teens or early twenties did, which was to look for a babe to mount. Like his parents he thought such behavior was disgusting, but so much for ignorance. Mankind has come a long way since the invention of the wheel and television and of course there was the woman wh...

Wife Tied and Blindfolded (MMF)

by easydescent on May 15, 2019
BDSM

I'd known Jack since we were teenagers, although for the last 12 years he had lived on the other side of the country. He had recently moved back to town because of his job and we had been out for drinks a few times but my wife Sara never came along because she wanted us to catch up on old times without boring her. Jack had come to our wedding but as he lived...

A Fond Farewell

by StackedAction on Sep 13, 2017
Group Sex

In 2005 Jack and I both changed jobs and it required we leave our city of 10 years move back to Tahoe. It was a bit sad, but it was a better opportunity for both of us. I had become pretty good friends with my coworkers and they threw us a going away party. My boss, Jane, held it at her house. Jane had a seriously nice place. She had gotten her money throug...

Incall with a Succubus

by manyeyedhydra on Sep 25, 2017
Erotic Horror

Jack Newman checked the house number against the address on the card. It was the third time he'd done it since climbing the small flight of steps that led up to the front door. He knew it was nerves. He'd never done this before; had never even considered it. He reached up to push the doorbell and his finger stopped just before pressing the button. He check...

It All Started at the Wedding Ch. 01

by Jack1107 on Nov 16, 2020
Mature

It was a Friday night; Jack had been invited to a wedding tomorrow. It was a friend of his mum's daughter. May was like a second mum to Jack, when he was younger he used to call her Aunt May, but a few years ago she had asked him to call her just May. May was a widow; she was a doctor with her own practice. Her oldest daughter Ann had got married seven years...