Jack And Jill Stories

359,762 results
Orientation
Length
Source
Infinite Scroll

G is for Golf

by Many Feathers on Sep 1, 2017
Humor & Satire

Jack was an avid golfer, loved playing the game though he was far from being a pro. Even his lovely wife Jill loved playing the game, though not nearly as frequently as he did. Though Jack played nearly every Sunday with his buddies, and whenever else he could sneak away from work to get in nine wholes, once a month he and Jill went out onto the links togeth...

Halloween Party

by Out_of_Bounds on Nov 4, 2019
Fetish

"Honey, do we have to?" Jack bemoaned to Jill from the couch in the living room as she cooked dinner. Jill somewhat angrily slammed the skillet down on the stove and said, "Yes Jack, I'm the secretary of the homeowner's association, so it's kind of important I go to the neighborhood Halloween party." Jill could hear the audible exhale before Jack finally b...

The Beast in the Basement

by ruwild on Oct 3, 2018
Transsexuals & Crossdressers

This is a bit of a twist from my usual story line and is meant to make the reader think. I hope you still find the story and the world it's set in intriguing. ***** Jack looked at the laughing blonde in the picture. Those shining blue eyes and bright smile lit up his soul. She had been so full of life and love and happiness and she had shown that love ever...

Jacking for Jill, Jilling for Jack

by Jackinjillin on Sep 13, 2017
Exhibitionist & Voyeur

Jack dawdled over his morning newspaper and coffee. It was a sleepy Saturday in the early spring, and he and Jill had no plans for the day. She had gone to the market right after breakfast, and he was alone for a time. Getting up and stretching, he walked into the master bath and had a quick shower, then dried himself and slipped into his oversized white ter...

Jen's Birthday Pt. 03

by tailfin on Apr 17, 2018
Group Sex

Jen texted Jill the day after Jen and Jack had spent that incredible night with Jeff and Jill. "We had such a good time the other night! Can hardly wait to see you both again. xoxoxox" A few moments later Jen had Jill's response. "Us too. We have hardly stopped talking about it. Let's get together again soon. xxxxx" Unfortunately arranging a get toge...

Between the Covers Ch. 02

by pocket rocket on Sep 13, 2017
Erotic Couplings

This was good Beth thought to herself on this long warm evening. He felt amazingly good in her mouth and she had total control of him and his pleasures. Between her lips and resting on her velvet tongue she took his cock delicately and lovingly in a rhythmic motion. Her fingers clasping at his thighs and stroking occasionally up and down and exploring up bet...

Jack & Jill - The Real Story Ch. 02

by zeropatience on Nov 6, 2018
Erotic Couplings

Editor's note: this story contains scenes of incest or incest content. ***** Previously: Mrs. Dobs, Jill's mother, had chastised Jill for allowing Jack to do her chores when he was obviously suffering from a head injury. Jill was caught smirking about Jacks plight and received a spank for her attitude. Mrs. Dobs grabbed her daughter's shoulder with one ha...

Parent's Night

by Lia Monde on Sep 14, 2017
Erotic Couplings

Parent's Night is a routine event at the start of each school year. The evening involved an introduction and overview of the school by the principal. Then, parents visit the classroom to meet their child's teacher. It is billed as an opportunity to discuss educational issues and curriculum plans. However, at the elementary level, it is mostly a chance for th...

Santa's Lil' Helper

by seduceme46 on Sep 13, 2017
BDSM

Twas' a cold wintry night in the mountains of Montana, where Jack's car had stalled near an iced over river. Nobody in sight to aid him in jump-starting his '98-ford escort that simply couldn't take the winding curves and high altitude of the icy roads and punishing winds. Jack was on his way to his sister's wedding when the car had died, exhausted itself ou...

Desires of the Heart

by chozenone on Feb 10, 2020
Romance

After placing the children into bed. Jill said, to her husband Jack, I need to talk to you about something, that is weighing on my heart. Jill said, my mother and father are having serious problems. Jack asked, what kind of problems are they having? Jill replied, marital problems. Jill said, my mother think he's going to ask for a divorce. Jack said, that's...