Sarah Jessie Cuckold Story Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

RABs Ch. 01

by StangStar06 on Sep 13, 2017
Loving Wives

Hi Folks, first up I want to thank all of the people who understood what last week's story was about. For those of you who didn't like it, no hard feelings maybe this one will be more up your alley. Before we get started I'd like to thank my partner in crime, Mikothebaby for editing this story, without her it would probably read more like a bunch of random l...

Acts of Infidelity - Colin and Rae

by JennyGently on Jul 24, 2018
Loving Wives

Acts of Infidelity is a series of short stories describing real life events from the lives of real people. As an author, readers often tell me about incidents and episode in their own lives. I am often asked to do requests too, but until now haven't taken up the challenge, preferring to draw on my own past and imagination rather than that of strangers. Ov...

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...

2016 Literotica Reader's Choice Awards Winners

by Literotica on Sep 16, 2017
BDSM

The stories and authors below were chosen by our readers as the best of 2016, in voting which took place here. Though these are not the only wonderful authors and stories on Literotica, they are worthy of praise and recognition. Thanks to all of the writers for providing us with hours of hot reading, and to all of the readers for your input, support, and a...

I Chauffeured My Wife and Her Lover

by EllisEmmitt on Sep 25, 2017
Loving Wives

From the dark corner of the bar, I watched as my wife, Sarah, was chatted up by a strange man. They sat close together in the booth, and Sarah was clearly enjoying his attentions, laughing at his jokes, and frequently putting her hand on his when she did so. Once every few minutes or so, she shot a glance in my direction. I was wired tight with nervous ten...

Wanna Play?

by el dante on Aug 31, 2017
Group Sex

Paul couldn't believe this was actually happening. Here he was, naked in front of three women, having just lost at strip poker. He had lost every hand, every hand. 'Unreal' he thought, trying his best to think about anything other than how embarrassed he was at this moment. "Sarah loses... her shirt" Karen giggled "And Paul gets to take it off" As per Je...

Snippet: Paul's New Neighbor

by chrisho on Sep 1, 2017
Group Sex

Paul couldn't believe this was actually happening. Here he was, naked in front of three women, having just lost at strip poker. He had lost every hand, every hand. 'Unreal' he thought, trying his best to think about anything other than how embarrassed he was at this moment. "Sarah loses... her shirt" Karen giggled "And Paul gets to take it off" As per Je...

Genie Chronicles - Make a Wish 06

by BebopJet on Sep 19, 2017
Sci-Fi & Fantasy

I want to give a big thanks to Seabass for editing this chapter. *** Vicky and Jessie left the Howard and Hart legal firm feeling exhausted and exhilarated, amazed that the meeting with Megan went so well. After the girls had cleaned up, Megan assured them that she'd start working on the paperwork for their trust immediately and would update them as soon a...

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...

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...