Virgin Milf Stories

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Here's to You Mrs. Robinson

by moreandmore on Jan 21, 2020
Loving Wives

There are numerous stories, in many publications and on websites, where a mature woman 'teaches' a younger man. History tells us that young men strengthen their grip dreaming about this type of encounter. This is a variation from a story I originally read decades ago in Penthouse Letters. The original was from the woman's POV whereas this is done one-eighty....

The Milf Apocalypse

by TheMouse on Apr 22, 2025

Life sucked, not just because you had lost your job, not because you were living in a rundown apartment complex by yourself and not because you were still a virgin at 25. No, life sucked because there wasn't anything that you could do to change it. You were a skinny guy with no mussel on your entire body. Your skin looked more like a ghost with how pale you...

My Favorite Time Sharing My MILF

by MILF4USE on Sep 14, 2017
Group Sex

My Favorite Experience About 5 years ago, we visited the US Virgin Islands. Although we been to various islands in the Caribbean many times, this was our first visit here. My wife and I both were expecting more people to be sunbathing topless since there were many Europeans there. Then Melanie would feel free to also sunbathe topless. But, the beaches were...

Mother/Daughter MILFs

by sharedhousewife on Sep 19, 2017
Loving Wives

When my 21 year old daughter, Shannon, got her divorce, she moved back home with Scott and I to get financially stable again. One day she was complaining about being horny and needing a man. My daughter was not a virgin by any means, but she had only slept with a few high school guys and her ex-husband. She complained that her ex, Mike, was a 'wam bam thank...

Accidental MILF Seduction Ch. 02

by th43 on Sep 13, 2017
Mature

This is the story of my second night with Wendy, a beautiful tall blonde MILF that I accidentally met while trying to seduce a much younger woman. Although some of the conversation sounds like total fiction, I can assure you that she really did say those words, much to my astonishment. Wendy rang me on the Friday evening to confirm that I was still happy fo...

Arcade MILF Blows My Mind Ch. 01

by Intriguedone27 on Nov 18, 2019
Mature

Walking into an arcade anywhere and anytime I go always takes me back to my summer going into my freshman year in college in 08'. The best summer or period in time I've had in my life. The reason for this nostalgia was the gorgeous milf who worked there most summers when I was a kid growing up, Wendy. Now a little too old in my eyes these past couple of year...

Brandon and Claire: The First Date

by Stephendings on Dec 6, 2019
Amateur

Brandon pulled up to Claire’s house slowly in his Jeep. The long driveway to Claire’s house was lit with a row of lanterns. It was only 4pm, but the mid-December sky was already midnight-blue. He looked at himself in the rear view mirror, quickly checking his teeth and rearranging his mop top hair. He rang the bell at Claire’s door, his hands fiddling behind...

Fit MILF Adventures

by derekjones7399 on Apr 22, 2025

Sofia Perez: Age: 35 Height: 5'6 Weight: 150 lbs Breast Size: 32DD Sofia has two young boys that are 4 and 6 and went through a divorce recently. Now living in the inner city she struggles to keep up with payments and keeping her kids safe in a crime ridden neighborhood. Her job is long hours and she is running out of money quickly. The boss she currently ha...

The MILF Next Door Ch. 03

by Argonaut_1975 on Sep 25, 2017
Mature

Stephen grunted as his padded fist slapped into the heavy bag. Sweat dripped down his bare chest, further darkening already dark curls. His fists beat a regular tattoo on the canvas, each blow delivered with all the weight of his powerful young body behind it. His father had taught him to box and wrestle from an early age, skills that had proved useful when...

The Milf And The Nerd

by xherdan on Sep 11, 2017
First Time

'So, now that Kim has gone off to the Army, you no longer have a reason to visit us right?' Mrs Kyalo asked half-jokingly as she was about to depart. We had run into each other at the supermarket, and she had acted as though we were the best of friends, hugging me and holding my hand as we chatted. I am normally a very reserved person, and I didn't like it...