Jill Stories

4,331 results
Orientation
Length
Source
Infinite Scroll

Adventures With Portia & Jill

by BobbyCoxwell on Aug 30, 2017
Group Sex

Portia and I had only been together a couple of months, but had already taught each other a lot about pushing the boundaries. We loved to experiment sexually and tonight was going to be no different. Portia had come home about a week ago and told me "I found the perfect girl to bring home for us!" Since I didn't know we we're looking for a girl to bring...

Life after the Lottery Ch. 43

by drmac100 on Sep 18, 2017
Novels and Novellas

I'm back, sorry it has been a bit. I took a break after working so hard to get all the 4th of July chapters out together. With this chapter and the ones that follow, for the near future, things will move it a bit of a new direction. First some fun, then a lot about Amy and Sam. I have been emailed and asked plenty of times about their background, soon you ge...

Sex and the Theatre

by sarahloveitt on Sep 14, 2017
First Time

This is a substantial rewrite of a story I first posted under a different pen-name over ten years ago. JILL. ***** I Jill was a very attractive, pretty, lady of thirty years. With straight, glossy shoulder-length dark copper-colored hair, she looked at least ten years younger, with clear unblemished skin. With white even teeth and full lips, she looked f...

Cuffed and Co-Ed Ch. 01

by ellabee on Sep 11, 2017
BDSM

Jill paced anxiously around her room, absentmindedly tidying her and her roommate's belongings. Her long, brown hair stuck to the back of her neck. It was the end of September, but the Midwest weather was unseasonably warm. Her boyfriend Alex was visiting her for the first time at school and was due to arrive any minute. She tugged off her gray State U hoodi...

Fantasy #7 Takes Place

by private_eyes on Sep 17, 2017
Loving Wives

Hi this is episode #6 of me watching my hot wife get fucked by a strange man. I have posted two other letters of me watching my wife Jill get fucked by her ex-lover and she agreed to try someone else. The lucky man's name was Josh. We have known Josh only in passing for a couple of years and met him and his wife. My wife Jill deals with the public and said t...

Jill Ch. 01

by 5425TVR on Sep 19, 2017
First Time

Chapter1: Two Virgins' First Time I grew up in the typical small town USA. My family owned the largest business in town, so we had a love/hate relationship with the entire community. When business was booming, everyone loved my family. When things slowed down, we were the plaque of the earth. My great-grandfather established the business in 1920. He just l...

After the Party/Morning

by Humpdee84 on Sep 14, 2017
Erotic Couplings

Jill and Dave had been at their friend's house for a party. It had been a great time and they had had fun. Though not drunk, both were a little tipsy coming home, which luckily was a short drive. They pulled into their driveway and got out of the car and headed in side, laughing about some things that had been said at the party. When they got in, Karen the b...

Sam and Jill: Our First Swap 02

by Justtoold on Aug 30, 2017
Group Sex

When I wrote Sam and Jill Our First Swap it was a story of what my wife and I had done in our past. Over time I have wondered what else could have happened that night if we had pushed the boundaries even more. So that is where this story comes from. If you haven't read Sam and Jill Our First Swap you will have to read it, just so that you will understand whe...

Surprise Party?

by JustinRides on Sep 15, 2017
Transsexuals & Crossdressers

It was getting late and the party was winding down. Seemed a lot of the people who had attended had coupled up and taken off. I had tried hooking up with a couple of women but my luck wasn’t good. I was finishing up a drink when Jill approached me. "No luck tonight I guess?” "Nope wasn’t trying to hard really. Not all bad though had a good time.” "Tell yo...

Jill Likes To Watch Me

by denverboy on Sep 13, 2017
Exhibitionist & Voyeur

I'm a shy nice guy who didn't have a lot of luck with the ladies. That all changed because of my girlfriend. Her name is Jill and she is blonde, 5'5", a tight firm body, small tits, but a great ass. We have been dating for a while and the sex was great. Little did I know she would make me a slut. One night while watching t.v. she asked me if I masturbated....