Sneaky Cheating Stories

28,314 results
Orientation
Length
Source
Infinite Scroll

Multiple Plots

by earlyFinish on Oct 14, 2017
Mature

Chapter 1 (10 pm to 10.30 pm) It is a stormy evening in Cambridge, MA as I drive my car into the driveway of a stone mansion. I pull into the garage and turn off my car. I put my head back onto my seat and close my eyes... I am oddly horny, I think to myself, but that feeling is quickly eclipsed by the knowledge that I am late... again. My wife isn't going...

Jenny

by slowhand1234 on Dec 24, 2018
Exhibitionist & Voyeur

This is a true story and happened recently I have changed the lady's name to protect her. Several years ago I worked with a young lady (27) called Jenny, she was tall, slim, had a great body and fantastic personality. We got on really well and I even attended her wedding (invited by both her and her partner), it was like I was her Dad at work we talked abo...

In the Dark

by GeorgieH on Sep 2, 2017
Erotic Couplings

I've never been afraid of the dark, as such. I'm more a little bit cautious than outright scared. Well, at least that's how I was before the party at Maggie's place last weekend. Maggie is one of my childhood friends who I've never lost touch with, even though we're both almost thirty now. But that's pretty much all we have in common -- Maggie walks into a...

Duped by a Cross-Dresser!

by StephanieSeymour69 on Sep 14, 2017
Transsexuals & Crossdressers

I don't brag about much, but I do have to say that I am a damn good cross-dresser. When I slip into a dress, no one can tell I have eight inches of meat hanging between my legs. I've had relationships with more than a dozen men who never knew the difference. It helps that I have a girlish face with a small nose and innocent, blue eyes. Glamor and Cosmopolit...

A Play for Keeps Ch. 02.5

by WritingForToffee on May 13, 2020
BDSM

This is a shorter sequel to chapter 2, but chapter 3 is coming soon and builds on this, though I'll be changing up the format a little. ***** "Sit." She tells me. I obey. With my eyes closed she guides me a little by the arm, the dining chair under me is pretty uncomfortable to sit on naked, but I guess I'm her cushion for a bit. She straddles my lap, ta...

Friendly Benefits Ch. 01

by elpavilion on Sep 12, 2017
Group Sex

"No WAY!" Amanda exclaimed. "With who?" "The first time was with a girl we picked up in a bar," Marge said. "The second time it was a woman I was friendly with in yoga class." "And he, you know, did stuff with you and them?" "That's the idea behind a three-way isn't it? It was fun. It wasn't like he was cheating because I was right there. We talked about...

No Longer a Game Ch. 17

by GothicGaGirl on Jan 14, 2018
Sci-Fi & Fantasy

Chapter 17 - A confession and a favor asked Natalie woke up as light from the rising sun entered the room through the window. Her naked body was pressed against Christie's and her arm draped over the drow's shoulder. For a moment, just a brief moment she felt happiness; a feeling that was rare for her. The happiness faded as she moved away from the other gi...

Wolfy Boy

by Vluirty on Sep 2, 2017
Erotic Horror

We stood on the top of the overlooking hill, our furry haunches twitching in anticipation. All it took was the pointed command of Tony Rockster's lieutenant, and we were off like the wraiths of Odin's wild hunt across that pitiful town called Oaks Haven. The frosty night air wasn't enough to chill my hot, thumping blood. The rules were simple. Capture the t...

Sodomy with My Best Friend's Girl

by doitright on Sep 13, 2017
Anal

After my night with Danitza things were never the same again. I couldn't stand being around my friend Javier, because I felt as if I'd committed the ultimate crime against him--which I'd done--I fucked his skinny Spanish girlfriend in the ass. I'd also cheated on my girlfriend; a woman who loved me and would do anything for. I turned down hanging out with...

Things My Mother Told Her

by StangStar06 on Sep 13, 2017
Loving Wives

Hi folks. I have no idea what happened last week with the double posting. It was supposed to be another roughly four or five pager. This one is even shorter than last week and should be less than five pages, that is for all of you who actually bother to read the story. I'd like to thank as always mikothebaby for her usual editing prowess. SS06 * * * * * *...