Older Woman Literotica Stories

356,607 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Woman in White and Daddy Glenn Ch. 01

by SusanJillParker on Sep 26, 2017
Mature

Is a much younger women with an older man, every man's sexual fantasy? Just as women dream of striking it rich by marrying a wealthy, older man, older men dream of having sex with beautiful, sexy women half their age. Cougars versus sugar daddies, does age really matter? Once the hot sex is over or the money exchanges hands, even those in this sort of relat...

And Then There Were...

by ozzietwo on Aug 19, 2017
Exhibitionist & Voyeur

I don't know which of us saw her first. But we both saw her, and nudged each other. She was wearing a dress that was not too short but quite (demurely, if that can be said) revealing, with a body built for it! She walked in to the restaurant, paused, and looked around. She saw a man sitting across the way, close to us. He caught her eye, smiled, licked his...

Tanning in St. Maarten

by frankbuck4u on Sep 25, 2017
Exhibitionist & Voyeur

"How many minutes do you want to start with?" the enticing mid twenty something who was the tanning salon receptionist asked me as I was at my first day of tanning from a long northwest winter. Her tan tits that showed no tan lines as they pressed against her low white top showing very nice cleavage. "I think I'll start off with 8 minutes since it's been a...

Two Women In Very Short Skirts

by Paul44 on Sep 12, 2017
Exhibitionist & Voyeur

The sun beat down on my body as I ran along the beach. It felt good to feel my feet dig into the sand as I ran along the deserted beaches. It also felt good that not to worry about office work and just feel the intense pleasure of a physical task. I needed this holiday I had been burning out at work and everything had felt so overwhelming recently. The weath...

In Praise of Older Women

by BatsandGlamour on Sep 13, 2017
Reviews & Essays

An older man falling for younger women is legendary. In truth, a large part of the attraction is biological. Deep down in the man's genes, something tells him that this woman can reproduce. He can get all the evidence he needs by just looking at her. Her thick hair, not yet tainted by dye. Her smooth skin, not lined by years of laughing or disappointment, da...

A Man and His Telescope Ch. 02

by faerydust on Sep 14, 2017
Exhibitionist & Voyeur

My name is Jim. The telescope is mine. I got it for a birthday present from my dad a couple of years ago. If he only knew what I was doing with it today. I picked it up off the floor and set it up by the window. Feeling a little deflated, knowing by now the entertainment must be over. I made my self a drink and sat and thought about Shannon. Why I could not...

Mature Pussy needs Young Cock Ch. 01

by TeenStudforOlderWomen on Apr 24, 2018
Mature

Author's Comments: All characters in this story are at least 18 years old. This is Chapter 1 of the exploits of Hunter Collins, the 18 years old star quarterback of Plainview High School football team. Hunter had his pick of any sexy cheerleader or other girl at Plainview High School. However, his primary goal at the age of 18, was to score big points on...

The Chase

by patricia51 on Sep 17, 2017
Loving Wives

Sonya propped herself up on her elbow, watching the woman laying next to her sleep. She had a triumphant smile on her face, recalling last night and the culmination of weeks of pursuit. Julia even accepted the challenge. She must have thought she was safe from Sonya. Shielded behind her husband of 30 years, her children and grandchildren, her professional p...

An Indian Widow's Choice Ch. 12

by Devaro on Sep 12, 2017
Mature

Chapter 12: A New Friend Monee sobbed and cried herself to sleep that night, and I was there to comfort her. I stayed by her bed and wiping away her tears as she drift off to an uneasy slumber. Afterward I return to my bedroom and give myself a good night of rest, the next morning I woke in as Monee knocked on my door ever so slightly. “Mr. Steve, meal morn...

In Praise of Older Women

by neruda on Sep 13, 2017
Reviews & Essays

It seems that every man I know has fantasies that revolve around younger women. You know the type, the twenty two year olds that belong on the pages of the Victoria's Secret catalogs. These women invariably seem to have blond or red hair and large breasts, super toned physics and an air of innocence. Maybe that's what they find so attractive? Are these men t...