Older Woman Stories

238,040 results
Orientation
Length
Source
Infinite Scroll

A Passing Chance

by n-erasmus on Sep 16, 2017
Romance

As I came round the corner I nearly stumbled over the two women, one leaning up against the red brick wall of the building, her pale pink silk blouse fluttering in the breeze, her eyes closed, her left foot on the shoulder of the younger woman kneeling before her. The young woman's head was in her crotch, blond hair stringy with sweat as muffled sounds c...

Internet Lovers

by Layne Bryant II on Sep 17, 2017
Mature

Doc rang the bell at Marty's apartment ten minutes early. They had been Inter-netting for three years. This was the first time the two would meet face-to-face. He was a nervous as a school boy. Marty was almost twenty years his junior. Yet they communicated and spoke of everything from the erotic to the mundane. She was really very intelligence. Their ta...

Living with My Mother-in-law Ch. 01

by WickedWhoreWriter on Jul 14, 2020
Mature

Out of the blue and without even asking him his permission, Janice, Roger's wife, invited her mother, Christine, to live with her and her newly married husband, Roger. Barely, two-years after they were married, thirty-year-old Janice invited her fifty-five-year-old mother, Christine, to live with her and her husband, Roger. If that wasn't enough of a shocki...

Tattoos of Lust

by Paul44 on Sep 12, 2017
Erotic Horror

1) The Tattooist's needle cut through the skin of my cock as it traced the infernal pattern I had sketched. I ignored the pain as I mumbled the incantation that made the specially prepared designs and inks powerful and ready for the tasks they were to do and the changes that were to mold my body into an instrument of damnation and corruption. Every inch of...

"I Can't Stop Loving You," Ch. 03

by SusanJillParker on Sep 16, 2017
Mature

Please vote. Please give me the support of your vote. * "I Can't Stop Loving You," Ch. 03 A devoted husband, 68-year-old Walter, an older man, found love again with 39-year-old Susan, a much younger woman after his beloved Mary died. Continued from Chapter 02: She wondered about her mystery man again. Maybe with him feeling remorsefully guilty, he was...

The Cheryl Cummings Story: Early Years Ch. 02

by mark_8675309 on Dec 12, 2018
Exhibitionist & Voyeur

** Cheryl Visits Home on Spring Break ** The years went by after prom. Cheryl and Chris went out for about a year, then they decided it would be best to break up when Chris went away to college. They decided at this point that they should be free to date other people and not have to worry about it. Another year went by, and it became time for Cheryl to g...

Adventure at the Hardware Store

by Ms_Toy on Sep 17, 2017
BDSM

The store was closing as she listened to the quiet descend. She waited in the public bathroom, her nerves on end. She checked her pockets again to make sure the notes she had written earlier were safely tucked away. She check the video camera in her purse to make sure it was ready as well. There were other items in her purse but she knew they were ready. She...

Donna & Me

by davidh19 on Sep 13, 2017
Mature

This is a true story based on my first sexual encounter with a woman that was older than me. I first started talking to her on the internet. When I first met her online she was a 23 year old dancer at a club in Dallas. She sent me her picture and she looked absolutely fantastic. Her name (suspiciously enough) was Candy Kane, I didn't believe it as much as I...

Briget Ch. 06

by velvethammer on Sep 15, 2017
Group Sex

Brian has told me he doesn’t think he has anything to add, so I am telling this part of the story from my own point of view. It is reconstructed from the recollections of the surviving principals. love, Dennis... ** It was great to see Barbara, or Bubba-Lou, as Brian called her, looking and feeling so well so soon after her husband’s funeral. Whenever...

Young Woman with Older Man Ch. 17

by SusanJillParker on Sep 26, 2017
Mature

Chapter 17 With Lynn dead and Gwen and Jamie gone, I'm alone with my bad self. When I thought about the beauty of Lynn and now Gwen, I thought about Marianne and I couldn't help but wonder what she looked like. I would have met her at the funeral but Lynn's Dad made it clear that he didn't want me there and I respected his wishes. It was his daughter after...