Cheating Milf Stories

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A Picture is Worth a Thousand Words

by JimJoeBob on Sep 26, 2017
Miscellaneous

The internet is just a pool of photos with little explaination that make one question, theorize, and fantasize about the backstory to the photograph. Here I'm encouraging authors to find some of their favorites and see what they can do with their minds and a google image search. Enjoy what their perverted minds have come up with and here is a link to the for...

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Naughty MILF Caroline Pt. 01

by scooter111 on Dec 9, 2019
Humor & Satire

These stories are about Caroline, a stuck up, nasty, uppity MILF businesswoman who acts all prim and proper on the outside, but is a nasty cheating bitch underneath. She has a thing for young studs and gets a damp tingling pussy thinking of the lads working in the company next door to her Business where she works as a Company Director. She is not well liked,...

Milf Tournament

by imorrisr76 on Apr 3, 2019
Mature

It was the strangest thing. An event for £500,000 to see who the 'best' milf in porn was. Yep, you've spotted the problems, and there were loads, but the owner of a popular porn site had made a set of rules, laid down the challenge and was ready to stream the whole event live, for a fee on his websites. How do you define the best? Well the rules were not th...

The Mail Man

on Nov 14, 2018
Cheating Spouses

You are John, a handsome, 18 year old who still lives at home. With your brown hair, blue eyes, chiseled jaw, and masculine body, you are a catch to all the girls at high-school. This made you focus on the more sex-based things in life, not so much school work, and turned you into a very lazy student. Luckily, you barely passed, but now that is time to choos...

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My Very Own MILF

by Bakeboss on Sep 14, 2017
Mature

After being married to Irene for over forty years, I couldn't imagine her having any secrets from me but I sure found out I was wrong. Our boss wanted to get an early start on the long Labor Day weekend so he closed our office before noon. I came home to surprise my wife and to enjoy our long weekend together. I walked into our bedroom and immediately heard...

Milf Book Club

by Searcher0595 on Oct 3, 2020
Cheating Spouses

Drake Sullivan found himself awake in his bedroom, the morning sun's rays shone through his night curtains as he slowly rose from his bed. Drake chuckled to himself as he dragged his feet to the bathroom, letting the warm water rinse his body. Usually, he would be in a rush to get to the university, as a professor, he always had to arrive earlier than the st...

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Doing A MILF

by kornslayer1 on Apr 22, 2025

"Hey, Amy," I said, walking into her room. "Hey, Ben," she responded, turning to me. "How have you been?" she pondered before kissing me. I failed to answer and just checked her out for a moment in silence. "Does that mean you like the top, Ben? Is it all the colors?" "And the black pants too, they perfectly match...

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Adventist MILF For Haitian Stud

by Samuelx on Sep 14, 2017
Erotic Couplings

"I like younger black men, stud, and you, my dear Raphael, are the cream of the crop," Marianne Charles said in a coy tone, as she looked at Jacques Etienne, and licked her full, sensuous lips most suggestively. Leaning against her bright red Rav4, the tall, curvy and bodacious, forty-something Haitian-Canadian woman was looking at Jacques the way a hungry p...

Hell's Angel Ch. 03

by Shavvy3100 on Sep 17, 2017
Exhibitionist & Voyeur

I'm still looking for a volunteer to review and edit my stories before they get posted here on literotica. I'm not a native English writer and my writing experience is also limited. If you feel you can improve my writing skills, eliminate typos, awkward wording, grammar mistakes... please send me a message. Advantage for you would be that: - you'll be able...

Nailing the Tracks Pt. 19

by daxg2001 on May 12, 2020
Celebrities & Fan Fiction

WARNING: The following is a work of erotic fan fiction, the events of which are completely made up and did not happen, and is no true reflection of the singers, record labels, musicians, places, etc depicted or referenced within. Fantasy is legal. This material is unsuitable to be viewed by those under the legal age limit of viewing pornographic material in...