Milf Boy Stories

107,839 results
Orientation
Length
Source
Infinite Scroll

Birthday Bang

by Nexxus on Sep 12, 2017
Group Sex

Jessica looked at the calendar and sighed. 41 years old today. Where the fuck did the time go, she thought to herself. Divorced for just a year and a half she wondered what came next. "Certainly not me," she muttered half laughing at the comment. She gazed out the window and thought... "Beautiful house, beautiful yard, beautiful neighborhood, but no one t...

Betrayed Pt. 01

by PurpleMonkeyDishwash on Sep 19, 2017
Fetish

Brandon knew that what he had with Lizzie was normal. His millennial generation did not need to define their relationships the way others did. Labels like "boyfriend" and "girlfriend" were obsolete, and there was no expectation of exclusivity. Lizzie and he were hooking up, that's all. Still, it hurt him inside when he thought too much about it. It wasn't...

One-Night Stand

by LL72 on Sep 16, 2017
Celebrities & Fan Fiction

Bree van de Kamp took a sip of her wine and cast a brief look round the wine bar. It busy enough that individual conversations didn't carry, but not so packed that the hubbub drowned everything out. The drink wasn't the best she tasted, a little too sweet for what was supposed to be a dry white wine, but for the mid-range price it was passable. In fact it wa...

Submission in the Library Ch. 01

by sosense101 on Jan 20, 2020
BDSM

This is about how a young man's submissive nature is awakened by a mysterious woman he meets in the library. He's out of control and she becomes the stabiliser he didn't know he needed. It's going to be fairly slow paced so it might not be your thing if you're looking for something to get you off. ********** This is the story of how I found my true sexual...

My Best Friend's Mum Ch. 01

by Essexboy23 on Sep 16, 2017
Interracial Love

Well we're do I start. Ok only the names will be false. I'm Jay I was 34 at the time and she Sue was 55. Background I have always fancied older women and have a really debauched mind. So i will go into the pre text a bit in this post, but as it's my first one I'll give you the quick story. I will post the full events another time if this story is liked. As...

Neighborhood MILF

by DirtyDoc79 on Jun 1, 2016
MILF

Samantha Michaels has always been the the fantasy of all of the boys on our block. I remember the day she and her husband moved in to the house right across the street. I was eight at the time, and probably cared more about playing GI Joe's than ogling the neighbors. But even for a young boy it was hard not to notice how wonderfully curvy that Mrs. Michaels...

Open in Reader

Sarah's Sexcapades 01

by TommyTells on Sep 15, 2017
Illustrated

Sarah the Sexy Secretary The Sexual Awakening of a 40 Something MILF Sex with my wife, Sarah has always fun...but was pretty vanilla for many, many years. Then in her early 40's Sarah started to loosen up, big time. Not sure exactly why? Perhaps a combination of factors: a change in hormones, a more relaxed attitude in general (and willingness to have a co...

MILF Huntin'

by UpSkirtKid on Sep 1, 2017
Exhibitionist & Voyeur

I could hardly believe my luck!! The daughter was just as hot as her mom!! Oh wait… maybe I should tell you a little about the mom first. I met this MILF at a bar in town, famous for its great karaoke. I fancy myself a singer, so I go there every once in a while, to show my talent. I’d never seen her before, and believe me, I would have known her if I had...

King of the MILFs

by RockSteele on Feb 6, 2018
Group Sex

Mark had always had a thing for MILFs. I mean, who doesn't? There really is nothing like the sweet taboo fruit of checking out an older woman, especially when she sports an hourglass figure. The summer after he graduated college, Mark felt an increased, palpable attraction to the multiple hot moms he had the pleasure of knowing, but he had no idea how to a...

Mom Pounded While Daughter Grounded

by Stormbringer on Jul 8, 2019
Illustrated

Copyright 2005 by Stormbringer Revised 2010 & 2019 Megan tied the belt on her robe as she walked down the stairs. She was running the water into her tub and planning a long luxurious soak. Her husband was off on another week-long business trip. Megan used her free time to relax and catch up on her reading. Megan entered her kitchen and retrieved some...