Jack Off Stories

334,850 results
Orientation
Length
Source
Infinite Scroll

Lunch Buds: All Chapters

by Slickman on Sep 12, 2017
Erotic Couplings

Note from Slick: I added Chapter three to the first two chapters for your ease and enjoyment. All rights reserved. * Lunch Buds Ch. 01 They started on the job on the same day which happened to be on Monday April 1st. Sarah Jenkins had just graduated from small St. Mary's College whereas Jack Wilson graduated from the much larger University of Illinois. B...

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...

Attached Ch. 2

by MirageLM on Aug 18, 2017
Fetish

NOTE: To refresh the reader's memory, the author is writing this fantasy in an attempt to persuade a female reader who provided anonymous feedback on another of his stories to contact him. This is a continuation of his efforts. Those not familiar with Anne's predicament may wish to read the first installment of "Attached" before reading this installment. Als...

Sushi: The Woman on His Desk

by GoneGray on Jun 11, 2019
Romance

This is a story of the whirlwind romance of a stunning Asian woman, and includes sensual sex. At least that is my intent, but this is the first story I have EVER written. Well, the first since my school days anyway (and except for a little industrial writing), and that was, unfortunately, a long time ago. It seems a fair number of readers, judging by the c...

Abbey's One Night Stand

by pregnantlover on Aug 31, 2017
First Time

This story is a work of pure fiction. The events are a product of the author's imagination and do not resemble any actual events. It was written for the enjoyment of the reader, and for my own pleasure. The author does not partake in any of the actions. * Abbey sat at a table in the college library furiously trying to study world history. She was always a...

Acrobatics 05

by Strawberry_2051 on Sep 14, 2017
Interracial Love

Acrobatics 5 - G-Spot Instruction for Joan When Jack approached home the next day Mary and Joan were already in the yard starting their workout. They all exchanged smiles and eager waives as Jack pulled into the carport. Even from a distance Jack could see that both girls were outfitted in more revealing outfits than the day before. Their tops had string s...

New Jack Ch. 01-02

by deviantradoddness on May 8, 2018
Loving Wives

This is my first attempt at erotica. Feedback, comments, and constructive criticism are welcome. This story contains cuckolding, cheating (sort of), rough sex, and some male on male action. Feel free to skip over this submission if any of these offend you. 1. Jack dropped the box with a finality that he felt adequately expressed how sick of moving he was....

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...

Three is an (Enjoyable) Crowd

by EnglishTongue on Oct 14, 2017
Toys & Masturbation

Sunday Jack stepped off the train and breathed in the cool fresh air. It had been a long conference and an even longer, stuffier train journey back. He was glad to finally be almost home. He looked up the platform signs and shuffled his way towards the exit along with the rest of the rabble. He slowly trudged out from the platform to the pick up point. An...

The Story of Jack and Pia

by NotWithoutMyShoes on Sep 14, 2017
Romance

Her bedroom certainly wasn't what Jack was expecting. The floor was littered with piles of clothes, the bed hadn't been straightened out in weeks, probably not since her mother had left her a week earlier and tiny lacy things were hanging lopsidedly out of drawers and off door knobs. But really, Jack shouldn't have been surprised, in all his months of watchi...