Jack Off Stories

334,850 results
Orientation
Length
Source
Infinite Scroll

Retraining Ch. 04

by RoughWriter on Sep 16, 2017
BDSM

Jack didn't sleep much, but he didn't really care about his lack of sleep. It felt so good to hold a woman in bed. Kelli had slept soundly and Jack was glad about that. She needed the sleep. Her body and her mind had to be exhausted. Despite getting into bed together, there had been no further sex. Jack suppressed a chuckle as he thought about that. Kelli's...

High School Love Ch. 04

by f1dude_lotus on Sep 16, 2017
Transsexuals & Crossdressers

The last chapters of "High School Love." Like I've said previously, this is the end unless I get enough feedback to continue this story. I've already got a few shorter ones I'll be posting soon and another rather long one (longer than this) that's similar to HSL, but I think better. The couple brings in a new friend for some fun, hope you all enjoy! * Th...

The Bunny and the Buck

by TGDIB on May 11, 2020
NonHuman

As with all my writing, there's a bit of romance and build-up. ------------ "Interspecies cohabitation and education is not only inadvisable, it is in fact quite unsustainable in a modern setting." - Aart's 'Arguments Against Interspecies Interactions' Silver Creek Conservatory was one of the last bastions that promoted and practiced the intermingling of...

High School Sweethearts Pt. 03

by Lawyerlyzach on Sep 25, 2017
BDSM

The next morning Andi and Jack got up and did their makeup. Andi then produced the clothes that she wanted Jack to wear, and he put on his chest piece, and got dressed. The skirt on Sunday was even shorter than the previous one. Jack was mortified that a good breeze would be enough to let everyone see his ass. The two went to breakfast, and then spent most...

Jack's Education Ch. 17

by rovijack43 on Sep 15, 2017
Group Sex

INTRODUCTION This story is Chapter 17 of the novella "Jack's Education" In an earlier chapter Jack's friends saw Frank brutalise Jack's friend Jeff after catching him peeping on his girl friend. Some time later they saw Frank force his attentions on Sally, a neighbour, and then beat her up after having rough sex with her. The boys befriend Sally and decide...

Blood or Love Ch. 05

by naturallysweet on Sep 15, 2017
NonHuman

So *sorry* for the long delay. If anyone is still following, I intend to have the story completed before the end of August. Hope you enjoy. ------------ Jack poured blood into the cup of hot tomato soup he'd just removed from the microwave. His hands trembled as he poured, but he was careful not to spill any. The deer had definitely worn off now. He was fe...

Her Diary

by Dare2Bro on Oct 12, 2020
Loving Wives

Jack Wilson had never been in this position before and never thought he would be. He was the bottom half of a wonderful 69 with his wife Diana. This was not so unusual for them. What made today different was the cock he felt moving in and out of his butt. Also the cock sliding in and out of Diana's pussy was new too. The sentences "Lick my pussy while that c...

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...

Rain

by Ha275 on Sep 13, 2017
First Time

Emily had to stay late to finish filing her boss's case and drive home late, so it was a lose-lose situation. But she was determined to do it. Being a strict Catholic and a virgin at 21 was difficult for her but living alone helped her with this predicament. "What a fucking mess" said Emily as she looked around the last pile of papers. After putting them in...

The House Guest

by darkoverlord6 on Jul 30, 2018
Loving Wives

The knock at the door broke Don's concentration as he tried for the third time to line up the picture frame on his living room wall. "Ellen! Sweetie, could you get the door?" His wife's red-haired head poked around the corner from the kitchen with her lips turned down in a frown. "I think we both know who that is, and I would rather you handle it." Don g...