Jessie Stories

1,722 results
Orientation
Length
Source
Infinite Scroll

Like Another Peyton Place

by Madabouthair on Sep 13, 2017
Anal

This story fits a number of categories because the characters are a 19 year old girl and a 64 year old man and covers a lot of territory, mainly anal and fetish. In other words there might be something to offend just about anyone, but then again you might enjoy it. *** I had been out on the back porch most of the evening, going inside only to pour a little...

College Girl's Depravity Pt. 02

by DegradingGirlsStories on Dec 14, 2020
Exhibitionist & Voyeur

Thank you guys so much for the support! I honestly didn't expect everyone to love it this much. I plan on carrying this story out for a long time, so I hope it only continues to get better for you all! ------- It wasn't until the next day that Jessie would get another text from her brand new anonymous Master. "Hello again fatty. Hope didn't think I tossed...

A Delicious Jessie Sandwich

by dpingjessie on Sep 19, 2017
Group Sex

The shot glass shook in my hand as I endured the most awkward 10 minutes of my life. I've never been a drinker, but the alcohol was needed tonight to calm my nerves as I sat across the glass coffee table from the husband of the girl whom we were both about to fuck. I wasn't going to get drunk, but a bit of a buzz would help push me over the edge into this ac...

Organism X Ch. 04

by DevilBookCorruptions on Apr 3, 2019
Erotic Horror

1. Jessie felt the polished steel of the door handle at the entrance to the public safety trailer warm in her hand. The sky was slate gray and a gentle mist fell at a steady pace. Things were not well in the world of Jessie Vitelli. The idea of ratting on her best friend, of ruining their friendship, it did not sit well with Jessie. The girl Jessie saw la...

The Game

by Tigerhawk on Sep 1, 2017
Group Sex

One evening my wife and I went to a party at a neighbor's house. Toward the end of the evening, after many people had already left, only three couples remained. Matt suggested we play a computer game that he had found on the internet. Before turning it on, he warned us that it was definitely an ADULT game—if anyone didn't feel comfortable being nude in front...

Raven Brooke Ch. 07

by lissy on Sep 13, 2017
BDSM

Jessie looked into Jim’s eyes, the genuine warmth in his gaze made her tremble before she looked away, a small smile on her full lips. Jim was watching her now, even as her eyes burned into the plush carpet of his brother’s living room floor. Side by side, they sat on Rick’s sofa, Jim explaining everything he knew to his brother. Rick’s strong figure intimi...

Tricked Then Treated

by JackKing on Sep 13, 2017
Mature

Will sat silently in his plush recreation room, waiting for his wife to return from the Country Club Halloween Party. His mind was still reeling from the fact that he and Jessie had actually gone through with their plan, at least as much of the plan as he had been involved in. The remainder would have been up to her and how daring she would be. His hard cock...

Jessie's First BBC

by DevotedToHer on Sep 13, 2017
Group Sex

Jessie and I had been dating nearly two years. We met at college our freshman year and hit it off at once. She stands 5'2" is very thin, nearly flat chested, 30A cups, and cute little hips. Her face is adorable and framed by her short, sandy blonde, haircut that she wore cut shorter in the back and longer along the sides of her face. She looked very young; a...

Opportunity Knocks, Again

by 3M_TA3 on Sep 13, 2017
Erotic Couplings

A few weeks had passed since that first amazing encounter with Jessie and unfortunately I had not been able to get back with her physically. There was always something going on, or too many people around, work, her school, whatever it was, I wasn't getting anywhere but Sara (my wife) and Jessie had had a few afternoons free of distraction. I really can't com...

Probalicious Ch. 02

by ErieDrama on Sep 16, 2017
Celebrities & Fan Fiction

The throbbing between her legs only intensified as Jessie walked away. She didn't look back and this surprised her. Everything that had just happened surprised her. What the hell had gotten into her? She had never even kissed a guy before the third date and now she was performing fellatio on a man she barely knew in public? She smiled to herself and tried...