Speedo Milf Stories

6,862 results
Orientation
Length
Source
Infinite Scroll

Betrayed Pt. 02

by PurpleMonkeyDishwash on Sep 19, 2017
Fetish

The night he was initiated into his fraternity, Lucas shot his load deep inside his meek roommate's MILF of a mom. It was the best sex of his life. She worshiped his young body like it was it was her God and savior incarnate. The pleasure her skilled tongue and thighs brought to him that night were unlike anything the cute young college chicks had tried. Bu...

Panties After Practice!

by kebbyman on Aug 18, 2017
Fetish

18 year old Conrad Marks unlocked the front door knowing his father, mother and sister were out of the house until later that night. He stepped into the foyer followed by four of his swim team buddies; Mike his best friend from grade school, Justin, just new to the team this year, Barry, the team captain and Tevis, the only black guy on their team. All of th...

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...

M.I.L.F. Takes Charge

by mrsmillwood on Sep 12, 2017
BDSM

Preface: I had a story idea that I wanted to pass on since I know I won't have time to write it. It's based upon something that happened to me last summer. I would love to have people complete it. I think it would be interesting to see how many different directions it would go. Here goes: I'm a 47 year old divorced mother of 2, a 17 yo boy, Kyle and a 19...

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...

The Dog Sitter

by Tosshhh_ on Sep 23, 2019
Erotic Couplings

A few months ago myself and my long term submissive celebrated our 3 year anniversary. We have evolved past our original Dom sub dynamic and are now more or less a couple. For our 3 year anniversary we decided to go away so we got a dog sitter. That was the first time we met Tina. Tina was 18 years old. She was a petite thing with almost no tits. She was b...

Jacking for Friends

by KayandDee on Sep 25, 2017
Exhibitionist & Voyeur

It was a gorgeous summer evening. Kay and two of her girlfriends had spent the afternoon lounging around our backyard swimming pool. I arrived around dusk and was pleased to see they were still in their skimpy bikinis and all slightly buzzed from the daiquiris they'd been sipping. Kay is forty-two years young and works out regularly to maintain her fantasti...

Caught

by spandexman on Sep 13, 2017
Fetish

It was 92 degrees in the shade and after a long day of mowing lawns and trimming trees, was ready to take a nice swim in my neighbor's kidney shaped pool. I practically lived with Terry Hart, the 5'7", boyishly handsome, well-tanned, 19-year-old, with a smooth face, big blue eyes, thick clean-cut sandy-brown hair, and a smooth well-toned 145 pound frame, fro...

Women Want You Naked

by TeratonArm on Oct 17, 2015
Exhibitionist & Voyeur

You wake up, on a morning like any other, your bed disheveled after a night of tossing and turning. You had an unsettling dream last night; your clothes would just disappear after you put them on! What's more, tons of women were there every time you tried to get dressed again, women you knew and women you didn't. Checking that the t-shirt and boxers you wore...

Open in Reader

Poolside with Amy

by HungHank on Sep 13, 2017
Erotic Couplings

I'm excited. Not only did I win 'Best Ass' and 'Best Shoulders' in my latest fitness competition, I get to see Amy in just a couple hours. My muscles are still twitching from all of the flexing and posing I did for the judges and audience all weekend, but my cock has sprung alive with excitement knowing that in just a few short hours, I will be lying poo...