Chubby Milf Stories

12,667 results
Orientation
Length
Source
Infinite Scroll

Virginity Redux

by dragonwriter on Sep 13, 2017
First Time

Dr. Tailor made quite a show when she announced that that our class would be held in the nude on National Nude Day! Well, I thought, ain't that just too special. In most parts of the country this would be pretty much a joke, basic silliness; but not in California. And certainly not in the heart of Northern California where the last vestiges of the hippy cult...

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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Lubed 02: Attack of the Lubies Pt. 01

by PrevertOne on Sep 19, 2017
Erotic Horror

June Walker, college senior, was in her aunt's backyard, taking a shower, when she heard someone say "Fuck." The sound was faint, almost a gasp, barely heard over the running water. She froze, cold fear crawled up her spine. An intruder, probably that creep Cody Hall (who, deep inside she grudgingly admitted, wasn't actually too creepy [despite his voyeuri...

Dating Site Sex - His Story

by KissedMany on Sep 13, 2017
Erotic Couplings

My name is Richard. I'm an eighteen-year-old high school senior. I have been having great fun trolling the dating websites for a lonely MILF that will hook up for sex. I can't believe how easy it was to start having sexy messaging with these ladies. It's like a candy shop. All types of horny ladies message with me while they play with their pussies. We trade...

Afrikaner MILF For Zulu Man

by Samuelx on Sep 14, 2017
Interracial Love

I spent my whole life being afraid of Black men, and I am proud to say that I'm not afraid anymore. I have one in my life, and we absolutely love each other. As an Afrikaner woman born and raised in the region of Gauteng, Republic of South Africa, knee-jerk fear of Black males is what was expected of me. At least that's how things were in the old days. My...

Graduation Present

by Nicky_Vale on Jan 23, 2019
Group Sex

I didn't expect much for graduating from college, but my present was definitely unforgettable if you get my drift. The day started with waking up at my dad's apartment and having lunch at my favorite Tex-Mex restaurant. He gave me a card, some money, and after finishing my fish tacos, he drove me across town to my mom's and step-father's mansion in the hill...

Trailer Park Sex Addict Ch. 05

by DickThePimp on Mar 2, 2020
Celebrities & Fan Fiction

Cast : James (Me) Mama (Porn Queen Kelly Madison) Penny (Kaley Cuoco/The Big Bang Theory) Ronda (Ronda Rousey) Bernadette (Melissa Rouch/The Big Bang Theory) Spence (The King Of Queens) Howard (Simon Hedberg/The Big Bang Theory) And Cameo By : Betty White (Herself) Damn sunlight. Fucking trailer ain't worth shit when the damn sun's out. Fucking...

The Best Milf Patricia Heaton

by DickThePimp on Aug 1, 2018
Celebrities & Fan Fiction

This is a parody... It is not real. *** Timmy rang the doorbell, of his neighbor across the street, Patricia Heaton. She had asked him to move some stuff from her basement. Her family was out of town and she was all alone, so she needed his help. Timmy is a good guy, 18 years old. He was preparing for college in the fall and he could use some extra cash, s...

The MILF

by wutmytvben on Dec 23, 2019
Loving Wives

The MILF A young man gets more than he had hoped for. As with all this author's stories, this is a work of fantasy/fiction. Just as the story, "Jack and the Beanstalk," is not meant to encourage anyone to invest his life's savings in magic beans, so the author's stories are not to be understood as encouraging extra-marital sex. Note to the reader: This st...

Movie with a Friend

by S_Queen on Sep 12, 2017
Erotic Couplings

My phone buzzed. I looked at the text. It was from Diana. "Hey, yeah I'm around. How about I come round tomorrow and you cook?  xx" "Sure, when are you free? Maybe 8 or so?" "Yep, sounds good, I'll bring the wine xx" We had known each other for quite a few years. Despite initial chemistry, things just hadn't happened sexually. We were now good friends,...