Sarah Jessie Cuckold Story Stories

147,416 results
Orientation
Length
Source
Infinite Scroll

End of an Era Ch. 01

by vicegod on Sep 16, 2017
Group Sex

*This is my first erotic story. Be kind, rewind...* Chapter One: Random surprise So there I was in the middle of a school week. God, I was tired of that phrase, "School week." But none the less, I was there. It was my last semester of college and it was a long time coming. After seven years I was finally going to graduate. Not that I'd been in school the e...

Mei Meets a Monster Ch. 12

by Dog2303 on Sep 16, 2017
NonHuman

Sarah wasn't prepared for the suddenness of the girls' return. Their absence had left her with an overactive imagination and increasing warmth between her legs. Her thoughts were filled with the dirty activities the two young students would be engaged in through the portal and her hand slipped between her slim thighs. Feeling naughty she had reached for the...

I Chauffeured My Wife and Her Lover Ch. 02

by EllisEmmitt on Sep 25, 2017
Loving Wives

This is about my wife and me working out our cuckold issues. If you don't go for that kind of thing, please read something else. ***** Months after the insane episode in which my wife Sarah had fucked a stranger in my cab while I drove them down dark rural roads, we sat in a local bar together, Sarah in especially good spirits, and more than a little horny...

Watching Jessie

by StThomas83 on Mar 11, 2019
Loving Wives

My girlfriend Jessie is a very reserved person sexually. At 25 she has never been with another person sexually save for her prom night. We were dating for almost three months before we had sex for the first time. We had been dating for six months where this story begins. Jessie is 5'2" tall with large breasts for her size and a beautiful round ass. Jessie co...

The Big Gag

by My5InchFMHeels on Sep 16, 2017
Transsexuals & Crossdressers

Short disclaimer: Dear readers, if you are looking for a quick action story, may as well hit the back button right now. This story much like the others I enjoy or write will have a slow build up. In fact, it may be entirely non-erotic, only in TSCD purely for the theme of the story. If you are looking for more of a Drama, please read on, this first chapter i...

Stepmom Sent Back to School Ch. 03

by redwolf555 on Mar 11, 2019
Fetish

Chapter Three: "The next few weeks" The next morning, Monday, all was well. Jessie drove Jenny to school. Before she left her, Jessie said to Jenny, "Remember, you are to delay as long as you can until Silva shows up." "Yes mom." Jessie drove to work and had a great day. First, her immediate boss thanked her for her hard work. Then the CEO sent her a pe...

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...

End of an Era Ch. 02

by vicegod on Sep 14, 2017
Erotic Couplings

Author's Note: Though every chapter of this story will have at least one detailed sex scene, I must note that there will be other plot points as well. This story is about sexual adventure, but without context it would seem too hollow. Also please read chapter 1 first or you will have no idea what's going on. Thank you for reading, comments appreciated. Ch....

Organism X Ch. 11

by DevilBookCorruptions on May 12, 2020
Erotic Horror

1 "So, this thing used to be a leech?" Jessie Vitelli asked, feeling slightly ill. In front of her, locked away in a glass terrarium, was a large, ribbon-like worm covered in green slime. The creature was contained with one of the normal worms - if you could call an alien, parasitic creature normal. Jessie kept looking from the generic parasite to the lee...

Wanna Play Ch. 2

by el dante on Aug 31, 2017
Group Sex

"All I have is water," Sarah said. "Water is fine." Paul answered, his eyes scanning her from head to toe. 'Not bad.' He thought as drank her in. She was wearing tight jeans that hugged her like no other fabric could. The sweatshirt she was wearing didn't flatter her but the sight of her ass in those jeans sure made up for it. Sarah noticed Paul checking...