Literotica Mature Cheating Stories

352,092 results
Orientation
Length
Source
Infinite Scroll

Chyoo Challenges

by 13Zeroes on Jan 3, 2012
Non-Erotic

Okay, so either: A) You want to read a particular kind of story, but chyoo doesn't have it and you have no confidence as a writer, or... B) You are a writer suffering from a block and need an idea to help get yourself out of your funk? Here's where you can make suggestions for an idea for others to write, or browse for the kinds of ideas you can get behind w...

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The Cuckold's Nests Ch. 02

by nortythorts on Jun 11, 2019
Loving Wives

Thanks for the feedback etc on Chapter 1. I admit to exploring new territory with this topic, and it is certainly outside my experience. I've just tried to imagine a couple experimenting with it and the conflicts that one of them had over and against the more willing side of the other. Obviously readers are entitled to like or dislike it according to their p...

Wife Turned Into Slutty HotWife

by Joe,Joe on Jun 10, 2025

Leslie and Craig had been married for 15 years. They were happily married with no kids. Leslie was 43 and attractive lady she had curvy body with nice round ass. She was blessed with huge 44DD tits that were still perky with big areola’s. Craig was 47 a big and tall blue collar guy. Leslie was happy with her marriage to Craig and their sex life was great the...

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Sex Therapy with Dr. Aisha Tyler Ch. 02

by DickThePimp on Aug 28, 2018
Celebrities & Fan Fiction

This is a parody... It is not real Dr Tyler was awaiting her next appointment. She was excited, because it was an actress that she was a big fan of, Sigourney Weaver. Sigourney, and her husband Jim, were coming because she loves anal sex, she craves it, but her husband Jim isn't a fan of it. It has led to Sigourney having affairs and it has caused a lot of...

Story Tags and Searches

by wishfulthinking on Sep 18, 2017
How To

I read this really great story a couple of months ago, but I can't find it now. I'm sure it had black/blue and/or orchid in the user name, and it was about a girl and her boyfriend at her boyfriend's place for a party, and she ends up sleeping with his cute dad. (If any one knows the story I'm talking about, please PM me! Seriously) I've searched: boyfriend...

Becoming a College Cuckold Ch. 02

by notreallife13 on Aug 13, 2018
Fetish

I woke up that night at 3:30 in the morning and my boner was raging. I wasn't used to sleeping next to a girl in a thong and one of my t-shirts. It felt pretty good. Of course, that wasn't the only part of the scenario. Gabby had told me that she cheated on me. She didn't have his number, but I wondered about other things. Facebook. Instagram. Snapchat. I...

A Touch of Lace

by DevisPixi on Aug 20, 2018
Mature

I don't know which is more vexing: how worked up I am over a slight flirtation or why my wife of twenty-five years would engage in adolescent petting with some random guy. We were at the convention, day four. That is usually about the time that the newness has worn off and the big sendoff with a banquet and ballyhoo is still a day away. I was beat and decid...

Sixty Year Old Stripper Pt. 02

by CrazyDaveTrucker60 on Dec 12, 2018
Mature

Editor's note: this story contains scenes of incest or incest content. *** Authors note: Hey play nice in the comments. I write for fun. I write whatever insane thoughts fly through my skull. Then I sit my monkey down in front of the keyboard, and try to have a bit of fun with a story. If you don't like it, SORRY did my best. And yes I really am a truck dr...

How to Survive a Long-Distance Relationship

by bosombuddies on Sep 13, 2017
How To

Speaking from my own experience, here are a few things to keep in mind if you find yourself in a geographically-challenged romance. 1. Know what you're getting yourselves into. Long-distance relationships are awful. Really, really awful. Don't make the mistake of romanticising what is happening. Don't imagine that you are somehow proving the depths of you...

Mother-in-Law

by Clansmansco on Sep 12, 2017
Mature

My mother-in-law Janet is 50 with the body of a 30 year old. She has a 36dd bust, nice shapely legs and a really cute derriere. I have had sex with my mother-in-law a couple of times that was exciting for both of us. It all started when we went out for family nights out and gatherings, she would always flirt and tease me by saying I was the best son-in-law...