Milf Teacher Stories

29,202 results
Orientation
Length
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Infinite Scroll

Miranda, Wanton Parole Officer Ch. 05

by Yogakay on Sep 15, 2017
Anal

The Sponsor * Readers, I want to thank you for following Miranda on her sexual journey. I hope you will enjoy this latest installment. kisses, Yogakay ***** The water running down Miranda's body was almost too hot but that was how the blonde parole officer liked it. Her fair skin quickly changed to red as she massaged a vanilla scented body wash into h...

King of the MILFs

by RockSteele on Feb 6, 2018
Group Sex

Mark had always had a thing for MILFs. I mean, who doesn't? There really is nothing like the sweet taboo fruit of checking out an older woman, especially when she sports an hourglass figure. The summer after he graduated college, Mark felt an increased, palpable attraction to the multiple hot moms he had the pleasure of knowing, but he had no idea how to a...

Possession Process

by Fayd1 on May 27, 2020
Fetish

Intro + Characters John - 18, an average high school boy, who you play as, Does not stand out particularly, It is September, John just got home from a day at school, he plops himself on the couch, feeling exhausted, his sister Becca walking down from her room wearing her pajamas "Go shower John, you smell like shit" she says with some obvious disgu...

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Pantyhose Tales: Blackmailed MILF

by silkstockingslover on Sep 19, 2017
Illustrated

Summary: MILF's submissive lesbian past comes back to haunt her. Note 1: A special thanks to Zoli for permission to use their photos for this special story. Please note that the backgrounds don't always perfectly match the story, so please use your imagination and ignore these small continuity issues. Note 2: Thanks to MAB7991 for editing this story. Note...

A Wife Agrees Ch. 02

by Amavoyeur on Mar 6, 2018
Loving Wives

Author's note: These chapters reveal some of the exploits of an expert card-player, Greg, who uses his skills to get his way with married women. He never discloses that he has played poker at competitions in Las Vegas and, as such, has an overwhelming advantage over amateur players. Each chapter features a different female, written from her point of view. *...

The Dream Slut Chronicles

by Robopoop on Feb 20, 2017
Science Fiction

After a long day at work, you manage to complete your night time routines to crawl onto to bed. Tired from the day's events, you fall into a deep slumber the moment you rest your head on your pillow, drifting off to slowly fall into gestalt lands of endless possibilities both familiar and unknown. Either through some hidden carnal erotic coding deep within y...

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The Fantasy Fulfillment Hotel

by H0rnyBuNnY on Nov 6, 2020
Miscellaneous

You've arrived! You take your first steps into the hotel and the first thing you notice is that for how expensive looking this place is, there seems to be almost no one here. You start to think your choice of a normal button-up shirt and jeans was a bad idea. About ten feet away from you is the receptionist. She appears to be a brunette woman and is wearing...

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Joanna Discovered Ch. 02

by joannaem on Sep 16, 2017
Transsexuals & Crossdressers

Claudia was having a delicious dream about what went on between Joanna and her last night. She could almost feel Joanna's luscious lips on her nipples, sucking gently before she went down on Joanna's scrumptious clit. Slowly she realized that she was in that semi-sleep stage where reality and dreams mix and mingle. The fantasy slowly became reality as she co...

Life for Futa

by GCStarnen on Jul 22, 2018
Fetish

Disclaimer: This story is the story "Living in a Futanari society"/Shemale Worldo but kind of reborn, somethings in the story have been edited here and there and some characters names and traits they have might also change from the original. (Such as the mothers name being changed). Also this story is hugely inspired by Futanari World/Shemale World...

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Hot Teacher Judge Jeanine

by DickThePimp on Sep 17, 2018
Celebrities & Fan Fiction

This is a sleazy fuck parody... It's not real. Judge Jeanine Pirro had started teaching law in college. She had a pretty calm and respectful class, except for one student. A tall, thin blonde with long straight blonde hair, long smooth legs and a great rack... Ann Coulter. Ann was a stuck up, know it all, who thought she knew way more about the legal system...