Anal Cheating Stories

64,982 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

The Most Demanding Audience

by Boxlicker101 on Sep 16, 2017
Reviews & Essays

That may seem to be too much of a generality, but I will use my own experiences and the scores in the top lists to show why I believe it to be true. This is strictly my opinion, and you are perfectly welcome to disagree with me, and to express that disagreement. As of right now, the evening of December 11, 2006, the four highest ranked stories in the Anal c...

Muse

by BOSTONFICTIONWRITER on Sep 16, 2017
Anal

Freddie hires a Muse to help him write an Anal story. "Hey, Freddie, how you doin'? Long time no see." "Hi, Vinnie, how are you?" "You wanna go get a beer and catch up on what's happening in the old neighborhood." "Gee, Vinnie, I'd like to but I have an appointment." "Appointment? What'd you have a girlfriend on the side?" "Nah, today is my day to see...

Transcript: Snoot v Snoot

by Bakeboss on Sep 16, 2017
Letters & Transcripts

Judge Watson: "We are gathered here today for the deposition of Mrs. Charles Van Snoot in regards to a prenuptial agreement signed by both parties prior to their marriage January 1, 2009. Mr. Van Snoot has claimed a violation by Mrs. Van Snoot of said agreement and before the harsh penalties of the agreement are to be put in place, we have asked Mrs. Van Sn...

Suzy: Anal Whore

by lolaenglish on Sep 13, 2017
Anal

It started- as these things so often do- because we were drunk. During my second year at uni I lived in a house with five other people, three girls and two boys. One of the girls and one of the guys were in a couple but were always having huge arguments and breaking up- I suspected so they could have hot, make up sex. The guy was called Dylan and there had...

Blackmailed at First Ch. 04

by TheKeith on Dec 2, 2017
Loving Wives

Yesterday, I fed her my special stir-fry dinner, assembled from whatever veggies I had on hand at the time, with fresh mung-bean sprouts, right off the windowsill, where I sprouted them. Strips of steak cut from yesterdays dinner. Seasoned with Thai peanut sauce. Boiled rice and hot tea. After dinner, we talked of this and that, avoiding mutual raw emotions...

No Game No Anal

by DefeatedDamsels on Apr 22, 2025

All ****, war, and robbery are forbidden in this world. All conflict in this world will be resolved through games. In games, each player will bet something that they agree is of equal value. As long as it doesn't violate pledge three, anything may be bet, and any game may be played. The challenged party has the right to decide the rules of the game. Any bets...

Open in Reader

Roni Gets it in the End

by Bakeboss on Sep 16, 2017
Anal

They called us the 'Dynamic Duo' only because we both are named Ron, well I'm Ron, and everyone calls her Roni, which is short for Veronica. However, our names are about the only thing we have in common, as I'm an 'Old Married Man' as everyone kids me and she is single and in fact, had just broken up with her boyfriend. I bumped into her in the break room an...

3X DVD Review Issue 1

by a_scoundrel2000 on Sep 16, 2017
Reviews & Essays

3X DVD Review Issue 1 Genre: Sex addiction therapy featuring: “Maya’s Addiction” “Sessions” Maya's Addiction (VCA Interactive) Starring: Wendy Divine (a.k.a. Maya Divine) Is she Maya or Cassie, who cares? Wendy Divine, even with her large breasts gives her best try to act wholesome as a modest wife with a porn star’s body. Her husband is a habitual ma...

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...

One Ass Happy Lady

by RedHairedandFriendly on Sep 16, 2017
Anal

My spouse and I hav been swingers for years. It happened early in our relationship, back when we were in college. We were only dating then, seriously yes, but we weren't engaged so when he asked me point blank if I had ever thought about cheating on him, I turned and looked questionably back at him. "The only reason you'd be asking me that is because you've...