Submissive Milf Stories

34,901 results
Orientation
Length
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Infinite Scroll

White Femdom for Haitian Men

by Samuelx on Sep 16, 2017
Interracial Love

"Take that dildo up your cute black ass, you little bitch," Lianna Alric said, laughing gleefully as she worked her strap-on dildo into Steve's butt. The big and tall, Afro-sporting young black man groaned sharply as she bent him over the table and continued fucking him up the ass. Lianna fucked Steve with gusto, relishing the newfound power she had over him...

Secret Dominatrixes

by Sfmm22 on Mar 22, 2018
BDSM

This story will provide a bunch of different scenarios of woman in the workplace who unbeknownst to everyone are secret dominating bitches. There will be points of view from both the secret dominants and their equally secretly submissive male co-workers or in some cases bosses. Basically the scenarios well primarily drive the type of fetish that will occur i...

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Cheerleader's Mom: Creating a Lez

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Submissive Mom is trained to be a pussy pleasing pet licker. Note 1: Thanks to hfernandez1983 for doing the visuals for this story. Note 2: Thanks to Robert, tenzin_p and Wayne for editing this story. Recap: In Part One, A POWER SHIFT: 39-year-old mother, Michelle, decides to try on her daughter Allie's slutty cheerleading outfit. Once she has i...

"Moms & Daughters": A Family Affair

by silkstockingslover on Dec 9, 2019
Illustrated

CREDIT & THANKS: A super special thanks to legendary artist Rebecca (of the Housewives at Play series and many more) for giving me permission to use a few of her plethora of illustrations for this story. We collaborated in 2014 on Straight Housewife Blackmailed. Also, this lengthy story is a HOMAGE to the many works of Rebecca, particularly her Housewive...

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...

Lesbian MILF Seductress: Pop Star

by silkstockingslover on Sep 26, 2017
Celebrities & Fan Fiction

Summary: Bree earns backstage tickets to a Selena Gomez concert and... Note 1: Thanks to Jedd for inspiring the story. Note 2: All characters are at least 18, yada, yada, yada. Note 3: In this story I bandy about the names of a number of real-life celebrities, and Bree gets intimate with Selena Gomez herself. In case it needs saying, this is all done fict...

Lexi Ch. 01: My MILF Landlord

by RONIN1869 on Sep 25, 2017
Erotic Couplings

Mrs. Harrington, my landlord, had flown in to SF from Newport Beach. She said she was dropping by as a courtesy since she was already in town. She wanted to collect this month's rent and last month's past due rent. The fact that I was on my knees with my face buried between her thighs leads me to believe that she had preplanned the trip, this was no casual...

Cheerleader's Mom: A Power Shift

by silkstockingslover on Sep 25, 2017
Illustrated

Summary: Mom is caught on her daughter's bed and made a submissive. Note 1: Thanks to hfernandez1983 for doing the visuals for this story and potential multi-part series. Note 2: Thanks to Robert, goamz86, and Wayne for editing. Cheerleader's Mom: A Power Shift Michelle walked to the laundry, bored and annoyed. She was sick of her boring daily routine...

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...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...