Rich Milf Stories

41,480 results
Orientation
Length
Source
Infinite Scroll

Sleazy Times and Sluts

by DickThePimp on Dec 9, 2019
Celebrities & Fan Fiction

Ahhhhhhhh. Nothing like a mid day piss. Especially in the fancy ass lobby of your office/apartment building. Right there in my favorite chair. Piss flying on the fucking floor. I own the building, so no pain in the ass bitching about it. I love pissing in front of people. All over people too. I get off on it. They do too. Most of em do. The others... fuck em...

Survivor: Celebrity MILF Island

by Charles Petersunn on Sep 15, 2017
Celebrities & Fan Fiction

This story was inspired by a suggestion of a Literotica member, as well as an episode of "30 Rock," in which the characters produced an episode of MILF Island. This story has a substantial element of mature (young men with older women) as well as CFNM, but with the MILF celebrities and the references to the television series, it belongs in the celebrity sect...

Life of Jamie

by JimJoeBob on Sep 26, 2017
Exhibitionist & Voyeur

To Readers: Feel free to add a chapter if you want, I don't really deny anything from being published. The more content there is means the more readers there are and ideas that can be formed into new story chapters or entire arcs. And if you ask me, the more Jamie gets fucked over and fucked in general, the better. So enjoy and thank you for reading, now bac...

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Ate out Boss to Get off Work Early

by cinnabutt on Jun 4, 2019
First Time

*disclaimer fiction and etc." It was my first year of college, and I was a virgin at the time. I had finally scored my first job, at a small office a 30 minute bike ride away, and the boss who interviewed me, let's name her Katie, seemed very friendly and accommodating with the fact I needed to take off every Friday for lawn-mowing work I had taken up. Kati...

The Return Of The Bully Ch. 03

by wonderer4 on Sep 19, 2017
Exhibitionist & Voyeur

Note: This fictional story is posted on the Literotica website. Do not repost anywhere else without the author's consent .This is a work of fiction, intended to entertain adult readers. It has graphic erotic scenes and offensive language. If you can't legally view this, please don't! All characters and names of the story are fictional! Any resemblance betwee...

My Ex-Girlfriend's Mum

by sexstud21 on Sep 19, 2017
Mature

This is the story of how I scored my second MILF, those that follow my stories would know that after the experience I had with my aunt this was my preferred choice of sex partners. I liked my woman to be around the age of 40 and I preferred them married. Even though I had a fetish for married MILF's, I didn't specifically go out to seduce the woman in thi...

Sweet as Brown Sugar

by TheChadDupree on Sep 11, 2018
Toys & Masturbation

As she got home that night from work, she was tired. She was relaxed now. She badly needed a shower. It was a hot summer day outside that day. She was on a business trip to Florida. As the moon rose and the time went by even later, the mother felt a little frisky down under. While she was at work or even out and about, the mother knew she was getting checke...

Mrs. Quill

by LiteraryArt789 on Mar 20, 2018
Cheating Spouses

Mrs. Quill timed her well coordinated thrusts with the DJs music downstairs. Her subdued victim didn’t take long to surrender. As his gushing sea of reluctant passion oozed out, she expertly manoeuvred herself to absorb him. He helplessly croaked as his captor wrenched her fleshy walls and moaned in delight. Carefully sapping his strength away. Sowing the se...

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The Johnson Estate

by Quand3r on May 26, 2020
Erotic Couplings

Four hours by plane and another three by limo. That's how long it took to reach the estate of Cormac Johnson, billionaire, tech-guru, and charming businessman. The estate, out in the middle of the mountains of Coloardo, was as close as you could get to isolated without leaving the country to some obscure island in the middle of the Pacific, or the far northe...

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Lexi Ch. 05: Stepdaughter Fake Out

by RONIN1869 on Sep 25, 2017
Erotic Couplings

I had floated the idea of exclusivity and then monogamy to Lexi, my MILF of a benefactor. The idea was soundly shot down. Shortly thereafter Lexi had arranged for me to visit our stunner of a Mexican neighbor, Salma. What began as a copywriting job started off with some very unusual benefits. Benefits not listed in the temp employees' contract. I never kne...