Jack And Jill Stories

359,762 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2024 SmutMD.com

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...

Jen's Birthday Pt. 01

by tailfin on Mar 21, 2018
Group Sex

Jill and Jeff were excited to spend a couple of nights with their friends Jen and Jack at a summer cottage. The four had been friends for years, but rarely managed to find the time to get together as they lived a two hour drive away from one another. This year when grandparents had agreed to take their children for the weekend the couples jumped at the oppor...

Do We Really Need Words?

by litfan10 on Sep 13, 2017
Romance

All characters engaged in sexual activities are over the age of eighteen. * Jill wiped the counter and looked at the clock. Ten fifteen. She smiled, Jack should be coming in any minute. She looked up excited at the sound of doorbell. Her excitement dampened at the sight of the large and rowdy bar hopping group squeezing themselves through the glass do...

Jen's Birthday Pt. 02

by tailfin on Apr 17, 2018
Group Sex

Jen woke feeling a bit hungover following the several glasses of wine she had at the party the day before. She could feel Jack's breath on her neck and soon her skin tingled as he gently kissed the back of her neck. Jen moaned, pushed back toward Jack and asked, "what time is it?" "8 o'clock." "The girls have basketball at 9", Jen reminded. "I'll take th...

Jack & Jill - The Real Story

by zeropatience on Nov 6, 2018
Erotic Couplings

[Jack and Jill went up the hill, to fetch a pail of water. Jack fell down and broke his crown and Jill came tumbling after. Up Jack got, and home did trot as fast as he could caper; To old Dame Dob, who patched his nob with vinegar and brown paper. When Jill came in how she did grin to see Jack's paper plaster; Mother vexed did whip her next for causin...

Jill's Rain Checks

by tawriter on Sep 17, 2017
Loving Wives

Jill honors her promises for rain checks giving extra services because her johns made her come multiple times. Offered to take up the overflow in Mickie's scheduled tricks, Jill and Jack settle on a strategy of pricing to capture market share where the couple would charge $50 and the store a further $25 to provide a venue for the encounter. Further Jill an...

I'll Be Around Ch. 01

by Rockwell on Sep 2, 2017
Erotic Couplings

Jack and Jill grow and make it out like minks. In the Wheatfield’s house in suburban San Francisco, USA, year 1967, there lived a Swedish exchange student named Jill Olson. She’s 19, extremely beautiful that back in her country someone said that her natural beauty could make a blind man see again. But though most of the teenagers at that time were gravitat...

My First

by Ashson on Aug 31, 2017
First Time

My first time? You really want to hear about that? Well it's going back a bit but give me a moment to gather my thoughts and I'll tell you what happened.... Jack (that's me) and his girlfriend, Jill (OK, so I'm not very imaginative with names -- so sue me), were both eighteen and like all eighteen year olds they knew it all. They might both still be virgins...

Santa's Helper

by seduceme46 on Sep 17, 2017
BDSM

(New Years Eve) After Jack had left the humble cottage deep in the hills, Jack felt something real and fulfilling. Not just any old feeling, but one which gave him a certain feeling and more reason to keep on existing. "Damn that lady could cook a mean dish." Jack said. "Wow, and the way she gave me such pleasure in bed." Sighing. Once Jack had reached t...

Long Weekend Sex-Fest Pt. 05

by LaceyDresser on Dec 16, 2017
Mature

It was a bright, sunny and very warm day. Perfect for a late summer hike. Plus we saw lots of wildlife. Particularly birds. Shame I didn't bring my camera with me since I enjoy photographing wildlife. Especially avian, but I left it home. If I knew we were going to take a hike over the weekend I wouldn't have. We finally reached the stream, which is the ha...