Mature Milf Stories

32,671 results
Orientation
Length
Source
Infinite Scroll

Sunday Night with Melanie

by ryan69er on Sep 14, 2017
Mature

Sunday nights are always a time to work late and get ready for classes for the upcoming week. At our school, we have a fairly small staff and get to know each other pretty well. But on some nights, we get to know each other really well! Let me start by describing one of our current MILF's on staff. Melanie would be around 50, but certainly doesn't show it....

Somali Hijabi MILF Doctor

by Samuelx on Sep 12, 2017
Erotic Couplings

Alright, I might as well confess at this point. I've got a thing for "mature" Somali women I see walking around wearing the Hijab and those traditional long skirts they wear. Every time I see one I get an instant boner. There, I said it. So why don't I feel better? As I sat inside Dr. Fawzia Hassan's office in downtown Ottawa, Ontario, I felt frustrated like...

Eugene the Nerd Pt. 03: Conflicted

by Absweat on Sep 16, 2017
Fetish

THIS STORY IS PURELY BULLSHIT FICTION, EVEN MORE POTENTIALLY OFFENSIVE, SOME MAY FIND IT HOMOEROTIC. IT IS INTENDED ONLY FOR MATURE, OPEN MINDED READERS The Life and Hard Times of Eugene the Nerd, Part 3: Sizing Up The competition Eugene, the same nerdy young man who would feign a belly ache to get out of playing in a shirts vs skins basketball game for th...

Caught Out by Mom's Friend Paula Ch. 01

by BigBruv on Sep 12, 2017
Mature

As most stories I have read all have a starting point or a beginning where they evoke specific memories (good and bad). Mine (good) began one hot hot summer I had just turned eighteen and was as horny as hell. To be honest, when I had hit puberty (late in my case) everything I seemed to look at gave me a serious hard on. I was continually masturbating at the...

My Freaky Life 01

by DickThePimp on Oct 8, 2018
Celebrities & Fan Fiction

This is a super awesome sleazy fuckfest freaky ass sex parody... It ain't real though... Damn This is my new series about me, living My Freaky Life... It's full of sleaze, freaky fucking and fun... It's a huge series combining real life celebrities with TV show and movie characters... There are a lot of people in it, but they will be added gradually... This...

Sun, Sea, and...Sally

by Ghostbear58 on Sep 13, 2017
Erotic Couplings

I adjusted my sunglasses, the hot Florida sun beating down on me as I lay on a poolside lounger. I idly read a tatty paperback, feeling a bead of sweat run down chest. "Would you look at that." said my friend James, sitting beside me. I followed the direction of his gaze as a woman walked past. Tanned legs swished below a small, white denim skirt, which set...

Show Moms Ch. 06-07

by MarshAlien on Sep 11, 2017
Mature

DISCLOSURE: If you're looking for a sex-filled romp featuring a younger guy and an older woman, this probably isn't the story for you. Allow me to recommend "The Accidental Gigolo," my attempt to write exactly that kind of story. Just click on my name above, and you'll find it on my member page under Stories/Poems. Despite the sex that introduces the followi...

My Friend's 43y/O Kinky Mother

by ArthurG77 on Sep 11, 2017
Mature

This is my first ever story. Thus, I am no professional at this. However I intend to write a hot story as good as the best. Unlike the majority of stories on here however, this one is actually true and happened to me when I was 19 years old in the 1990's - enjoy My name is Arthur and my best mate back then was Mike. We met in the early years of high schoo...

Confident, Older & Powerful Men Ch. 04

by shoguy on Sep 19, 2017
Mature

This section is about the sexy MILF mother, who along with her husband are the founders of a very profitable religious empire that prays on the weak-minded. While Hanna was talking to her father, her smoking-hot 58 year old mother, Lenore was in the bedroom room of a lavish hotel room dressed in a sinful black ensemble complete with garter belt and stockin...

Cheating Wife & Cuckold Husband #04

by SusanJillParker on Sep 15, 2017
Mature

Please vote. Please give me the support of your vote. I dedicate this story to Walter from Southern California. * Something that all women say one time or another, "How do you like me now?" After being unhappily married to his wife for more than 25 long, suffering, and sexually frustrating years, if Jay was to describe Ruth now, he'd say that she was a d...