Milf Pantyhose Stories

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The Punishment

by thenaughtyhusband on Sep 26, 2017
Loving Wives

Last night I woke from a naughty dream. I thought about my wife going to a bar dressed really sexy and picking up a young guy as I sat in the corner and watched. I didn't even realize that I was touching my hard cock in bed next to my wife as I was fantasizing. So vigorously in fact that it woke her up in a bit of shock. "Are you touching yourself?" she bl...

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...

My Best Friend's Hot Mom

by silkstockingslover on Sep 18, 2017
Mature

Summary: Young stud bangs MILF in all 3 holes during hot summer day. Note: This is a summer 2014 Contest story so please vote. Note 2: All characters are at least 18-years-old. Thanks: MAB7991, Robert, and goamz86 for editing this story. My Best Friend's Hot Mom My best friend's mom is hot, I mean smoking hot, and she knows it. She walks around in bikin...

Naughty MILF Caroline Pt. 03

by scooter111 on Dec 9, 2019
Humor & Satire

Today, Caroline choses a white satin Basque underneath a prim butter-wouldn't-melt white blouse and goes to work with Peter, her husband. He is a boring, dozy fucker. Sex is almost non-existent with them and they don't talk all that much, it's a marriage of convenience. She's a fuckin' nightmare to live with also, stuck up, nasty, petty, authoritarian, but t...

Pantyhose Tales: Blackmailed MILF

by silkstockingslover on Sep 19, 2017
Illustrated

Summary: MILF's submissive lesbian past comes back to haunt her. Note 1: A special thanks to Zoli for permission to use their photos for this special story. Please note that the backgrounds don't always perfectly match the story, so please use your imagination and ignore these small continuity issues. Note 2: Thanks to MAB7991 for editing this story. Note...

Stella

by spandexman on Sep 13, 2017
Fetish

When I was a kid my best friend Tony's mother was the woman of my erotic dreams! Stella Winters was a 5'7", Barbie doll faced gorgeous, MILF, with big almond shaped hazel-green eyes, thick just below her shoulders curly fiery-red hair, and a very overripe 36HH-24-38 hourglass figure that everyone in town took notice of. Since my parents were friendly with th...

Mail Boy and the CEO

by MohanSingh on Jun 26, 2019
Erotic Couplings

I was waiting nervously for the office to clear out. Once it was clear, I pulled out my sleeping bag that I had hidden in one of the unused cabinets. It was 2 weeks ago that I became homeless. Well it really started 6 months earlier. I was in a long term relationship with Jane and we decided to get our own place. It was going to be a lot more expensive but...

Babysitter Cupcake: MILF Cuckqueaned

by silkstockingslover on Feb 26, 2019
Fetish

Summary: College girl seduces wife and then fucks husband. Note 1: I have been asked by a number of people for a couple of years to write a cuckquean story (which made me look up what cuckquean means). I had begun attempts on one a couple of times over the past couple of years, but I set them aside when the plots didn't work. Then after a few more requests...

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,...

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...