Story Of Single Men With Milf Stories

360,101 results
Orientation
Length
Source
Infinite Scroll

Evenings With Diane

by LeeHamilton on Sep 16, 2017
Interracial Love

If you've read Tim-Andre's story "Thinking with My Dick," you know that his fondest wish was to get a certain white MILF pregnant. First, he convinced himself he was in love and that she loved him as well. Before he successfully got her knocked up, he made sure to introduce Diane to me on an evening out with some of the rest of the guys from work. We met the...

The Perils of Lisa

by Shandy on Dec 20, 2015
BDSM

Due to some requests, a picture file has been added here https://chyoa.com/chapter/Pictures.464992 additional pictures will be added over time. Your name is Lisa Carter. You're an extremely attractive young woman, twenty-three years old, working your way through college. You're about 5' 5", very curvy, with full ripe breasts and firm shapely thighs. You...

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Geis

by kotochaos on Sep 27, 2020
Cheating Spouses

Trigger Warning: This story contains some sexual and emotional violence. This is nota healthy representation of a relationship, nor should it be something to strive for in your own life. This is a work of fiction, and the actions taken in this story are taboo for a reason. Be good to each other. School let out for the summer, leaving Kendall and Jackson with...

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The Best Milf Kathie Lee Gifford

by DickThePimp on Jul 11, 2018
Celebrities & Fan Fiction

THIS IS A PARODY...IT IS NOT REAL...IT IS FICTION I'M THE NARRATOR FOR THIS SERIES. IT'S AN UPBEAT, FUN AND HAPPY, TALE OF LUST AND SEDUCTION BY THE BEST MILFS IN SUBURBIA. ENJOY. *** The very sexy and pretty fantastic Kathie Lee Gifford strolled leisurely down the street in her new, quaint, suburban neighborhood. It was a beautiful day, the birds were c...

My MILF Story

by IllinoisMILF on Sep 17, 2017
Loving Wives

I'm one lucky man that has a short story to relate for all too understand that there are MILFs out there that not only take care of their man, but also there own libidos in addition to taking other men and select women for there wildest sexual rides. One story at a time, so this one is when we were in San Diego. My wild MILF and my SIL wanted to go out, but...

My MILF

by IllinoisMILF on Sep 17, 2017
Exhibitionist & Voyeur

I'm one lucky man that has a short story to relate for all too understand that there are MILFs out there that not only take care of their man, but also there own libidos in addition to taking other men and select women for there wildest sexual rides. One story at a time, so this one is when we were in San Diego. My wild MILF and my SIL wanted to go out, but...

Invasion of the Alien Breeding and Boobfucking Slimeworms

by PrevertOne on Sep 19, 2017
NonHuman

Invasion of the Alien Breeding and Boobfucking Slimeworms: A Parody Author's note: the story takes place in the same universe as and is a parody of "Invasion of the Carnivorous Alien Worms" by Doc Dweeb. The story is written with his permission...really. * "It was a late spring day, early evening on a Friday, when people saw what they thought was a shooti...

A Week in Ocean City Maryland

by night4owl on Jan 28, 2019
Erotic Couplings

Auntie DonnaRay and her niece Sefa on a week-long vcation in Ocean City Maryland. DonnaRay is a matron in her late 40's or early 50's. She can still turn guy's heads when she is of a mind. Sefa is DonnaRay's shirt-tailed niece that escaped a nasty assed home-life in rural Western Virginia. She is about 20 and serves as a spicer-upper for DonnaRay. The saga o...

A Courtesan Becomes My Confidant

by TheBusinessMan on Oct 6, 2020
Erotic Couplings

August, 2020 Here is my preamble to this story and my comments as I get near the end of the series. Generally, readers seem to enjoy my stories and I am grateful for the views, votes and comments. Actually, some of the comments I didn't appreciate and I deleted those as soon as I read them. I started writing these stories in the summer of 2017 to see if...

Daniela

by danthenasty on Apr 22, 2020
Mature

I want to thank madam_tasha for the great feedback and editing help. This story is loosely based on real people in my life. To tell this story, I have to go back to my childhood. I grew up in a quiet residential area. Most of the families on my street had moved in when their children were young, so most of the kids knew each other. My best friend was Stan,...