Chubby Milf Stories

12,678 results
Orientation
Length
Source
Infinite Scroll

The Futa Milfs of Total Drama

by Floresfire on Apr 22, 2025

Currently, we have seen how and what the Total Drama competitors are like throughout each season, even during the Ridonculous race. But we never wonder how they became who they are... and the easiest question is... their mothers. Yes, the mothers of the Total Drama competitors and Ridonculous racers who in this reality are actually hot and sexy chubby MILFS,...

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Happy Birthday Threesome

on Jul 7, 2013
Group Sex

It's been the best, biggest, birthday party you could possibly imagine. Katie, your gorgeous girlfriend of 6 years has decided to throw you an amazing party for your big 3-0. And she'd invited everyone of your favorite people - friends, family, neighbors, co-workers, etc, etc, etc. In fact you've hardly had much time to spend with Katie. But every chance she...

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My Fucking World Ep. 01

by DickThePimp on Feb 11, 2019
Celebrities & Fan Fiction

Twisted Depraved Fuck Parody Series *Where is this guy? He's an hour late." "I don't know Katie. Just start the introduction to the interview and maybe he'll show up." *Whatever... Hello everyone... I'm Katie Couric. I'm here to interview a man called The Most Controversial Person is Entertainment. He's also been called quite a few other... even harsher n...

Black Muslim Cuckolds Do Exist

by Samuelx on Sep 14, 2017
Interracial Love

"You lucked out when you came to me, Khaled, I am a unicorn, my dear, a black Muslim dominatrix who actually likes to cuckold black Muslim men," Amjad Mohamedou/Mistress Amjad said with a smirk, as she snapped the chastity device on Khaled Diouf's big ole Senegalese dick. Time for this foreign stud to find out exactly how strong and absolutely dominant the b...

My Friends Family

by hardro on Jan 6, 2010
BDSM

The plan was finally set. Me and my friend Chris were going to **** and have our way with his little sister, John, his Mom, Lisa, and his Grandma, Doe. We planned on doing it when his Dad was going to be out all night at a job, and already got ahold of the stuff we needed to get them. John, had just turned 18 and actually very cute, even if a bit on the...

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Somali MILF Goddess

by Samuelx on Sep 12, 2017
Group Sex

I met Ayaan Aden, the six-foot-tall, curvaceous and downright majestic Somali MILF who changed my life completely by chance at Canada's Capital University. I was sitting at the campus library one Saturday morning, typing up a paper on a computer on the quiet floor, and that's when I noticed her walking by, pushing a cleaning tray. Now, mind you, while typing...

The first blind date

by Bossfrog on Sep 1, 2018
MILF

George paced through his flat waiting for the clock to reach 6:30. The tall man span his car keys in his right hand as he continued to paced. His slightly chubby frame was pared with broad shoulders and a clean shaven baby face. He wore black jeans and a dark blue collared shirt. 6:25 - “I cant wait. I need to go” George walked to his door and pulled his jac...

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Ghostly Takeovers

on Apr 22, 2025

A frigid wind blew through a small North American city. It was a cold winter evening and A feminine figure shuffled around in the shadows of a quiet street...She took special care to not alert any of the few passersby. The mysterious woman chuckled to herself and pulled a black ring with red gemstone from her pocket. "So much mischief could come from a...

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What Possessed Me - Blake's Story

by FantasyXY on Sep 17, 2017
Loving Wives

This story is part of a series of separate stories that are related. They are not specifically chapters or parts of a larger story. Each story stands on its own. These stories are accounts of a single event as experienced by three different people. If you like any one of these stories, look for the other two. The stories are; Amanda's, Blake's and David's vi...

Somali Hijabi MILF Doctor

by Samuelx on Sep 12, 2017
Erotic Couplings

Alright, I might as well confess at this point. I've got a thing for "mature" Somali women I see walking around wearing the Hijab and those traditional long skirts they wear. Every time I see one I get an instant boner. There, I said it. So why don't I feel better? As I sat inside Dr. Fawzia Hassan's office in downtown Ottawa, Ontario, I felt frustrated like...