Jessie Stories

1,722 results
Orientation
Length
Source
Infinite Scroll

Three Weeks on the Road Ch. 18

by TheStoryTeller2342 on Mar 26, 2019
BDSM

Sometime in the night, we shifted positions. Usually, I slept flat on my back, Jessie's inconsequential weight atop my torso, her head either pressed into my shoulder or turned flat on my pecs. Tonight though, we'd been so worn out we'd only made it half there, and without that familiar ritual, I'd shifted away from her and then rolled back, spooning her fro...

Natural Woman Pt. 01

by kdwest on Sep 14, 2017
Group Sex

Jessie waved at Andy and her new sister-in-law as they rode away in the flower-decked cart, and she found herself trying not to think about the men at her elbows. Jessie hadn't ever been exactly overburdened when it came to male companionship. Booger barely counted, and they'd been divorced for over a year — all but for forever before that — and besides him....

Solace & Rosanna Ch. 07

by Alacia on Sep 11, 2017
Novels and Novellas

1998: Solace moaned so loudly that she woke herself up. Her heart was beating as if she had just completed the New York City Marathon. To her delight, she was still experiencing remnants of the intense orgasm that had been induced by the passionate love-making she and Rosanna Romero had shared. She basked in the euphoric feeling of the contractions of her va...

After Hours

by WhoRU on Sep 14, 2017
Erotic Couplings

Jessie wearily removed her glasses, closed her eyes and rubbed at her temples. She glanced at the clock and groaned. Eight o’clock, and she still wasn’t done with the proposal. She reluctantly picked up the phone. Connor would not be pleased. This was the third day in a row she’d worked late. She hadn’t even dialed yet when she dropped the phone back into t...

Cheryl In Chains Ch. 04

by TheDarkCloud on Sep 12, 2017
Celebrities & Fan Fiction

It was a tight fit and Cheryl Cole's lips were fully stretched, but somehow she managed to accommodate both cocks in her mouth at one time. The Royal brothers chortled and high fived and Harry even reached down to pinch Cheryl's nostrils shut to increase the discomfort and humiliation for his sister-in-laws slutty slave. In truth Cheryl was in heaven. It's...

Things Aren't Always What They Seem

by eroticstorytellernnc on Sep 14, 2017
Anal

Jessie looked in the rearview mirror with dismay as the lights on the patrol car behind her lit up. She knew without a doubt in her mind that her driving days were over with. There was absolutely no way that she could afford another speeding ticket. Her insurance just couldn't handle another point and she was already paying out the ass as it was. As Jessie...

A Very Friendly Visit

by flashgordon562006 on Feb 7, 2018
Erotic Couplings

This story is dedicated to Annette Bishop and Lisa, who were my inspiration... I hope you all enjoy it. ************ It was a hot day in July when Lisa got a call from her old friend, Annette Bishop from Milwaukee, who she hadn't heard from in awhile. Annette told her she was traveling in the general area for business and wanted to see her. She asked Lisa...

Jessie Ch. 10

by TheStoryTeller2342 on Mar 9, 2020
BDSM

Author's note: This chapter contains a brief scene of terrorism, witnessed from afar. If this bothers you, please stop reading after the sex scene. As always, thanks for the votes and the comments, both public and private. ### June ### "...between whiskey and you..." I stood in the crowd, a drink in my hand, watching Jessie croon into a microphone, si...

Little White Lies Ch. 08

by Mentalcase on Jul 13, 2020
Erotic Couplings

Jessie Rousing from her restful slumber, Jessie quietly slipped from her bed and tiptoed out of the room, closing the door behind her so that she didn't wake Dex up from his own much needed rest. Turning from her door, she saw that Donna's was open, and stepped in, not caring in the least that she was still naked from the night before. Her roommate was stil...

Spring Break

by HSWriter on Sep 13, 2017
Group Sex

During high school, my main fantasy to which I most often masturbated was to have two girls at once. Sure, every guy would like it, and some guys get it, but never had I heard of it happening at my age. There was this girl I liked, a lot, her name was Jessie; she was amazing; she was sexy; she was a cheerleader; she had firm, 36B breasts and her nipples show...