Milf Cum Loads Stories Stories

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Jennifer Aniston vs. Courteney Cox

by DickThePimp on Oct 3, 2018
Celebrities & Fan Fiction

This is a freaky fucktastic sex parody... It ain't real "I asked you two ladies here today because I have an idea for a new sex story involving all of us. I wanted to get your feedback on it. You both look gorgeous today, by the way." Jennifer has on a white button down blouse, open past her beautiful, small breasts. A very short and tight beige mini skirt...

Twisted: Blackmailed into Incest

by silkstockingslover on Mar 27, 2019
Illustrated

Summary: Revengeful teen dominates mom to get to daughter. This is a 2019 April Fool's Day contest story so please vote (PS you need to get to the very, very end to see the plot twist) Note 1: Thanks to Rebecca for allowing me to use her artwork for this naughty tale which was inspired by one of her many epic comics... this one Hot Moms 13. Note 2: If a s...

Daydreams of Housewives

by RyanAndPheebs on Sep 17, 2017
Mature

Anne Town paced small circles in the center of her suburban kitchen, twisting the long phone cord around her as she talked. Absently getting tangled up in the cord, she was totally focused on her conversation with her best friend Susan Lincoln. "I can't believe that we haven't talked about this before" said Anne, "I mean we both have teenagers and I thought...

Naughty MILF Caroline Pt. 02

by scooter111 on Dec 9, 2019
Humor & Satire

So, the basis of these stories is that Caroline is a stuck up, nasty boss that everyone fuckin' hates, with a passion. She's mean, but pretty, although sarcastic, with a plummy English Home Counties accent. She thinks she is better than everyone else. Caroline is a Senior Partner on a Business Park/Industrial Estate and works with her Husband, Peter. He is...

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,...

Shemale Stories: A MILF Fucked

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Lonely MILF walks in on teen girl masturbating and.... Note 1: Thanks to Hernandez for doing the photos for this story as well as the plot bunny that led to the final story. Note 2: This is a 2017 April Fool's Day Contest story so please vote. Note 3: Thanks Tex Beethoven, Robert, goamz, With my daughter Simone away at band camp as a counsello...

Slut MILF

by Mailman421 on Sep 19, 2017
Fetish

This story reads in an extremely offensive manner, because my MILF whore wanted me to be honest... I met this gorgeous woman on the website. Right off the bat, I will acknowledge that I would prefer to use her real name, but as you read on you'll know why I call her my 'slut' and why she insists on that being my title for her... We chatted online for a cou...

Betrayed Pt. 03

by PurpleMonkeyDishwash on Sep 25, 2018
Fetish

When Lucas was a Junior, he became a leader of his fraternity. His support among the brotherhood was strong, not just because of his funny jokes and raging ability to throw a party, but because of the stories. Everyone knew Lucas was swimming in MILF pussy, and that he had the special ability to make an older woman's panties slide down her legs and open up f...

Naughty MILF Caroline Pt. 04

by scooter111 on Nov 18, 2019
Humor & Satire

Caroline has a day off work and is on her way to see her friend, an equally nasty stuck up bitch called Deborah. Deborah is a bit younger, 38 years old, a fucking tasty MILF. She hates her boring, fuckless marriage; loves hard cock and dresses to a high MILF standard which Caroline knows only too well, she really attracts rock hard cock. Deborah, is a weal...

Mrs. Lachlan

by VertigoJ on Sep 16, 2017
Mature

Mrs. Lachlan. Jimmy’s mother. And our neighbourhood’s MILF. You could hear the gasps emerging from every teenage boy (and some grown men) when she glided past. She had the kind of melons you felt like you could wedge yourself between and survive for days in the middle of the ocean. And the kind of mouth you thought could swallow an apple whole, or, alternati...