Older Lady Stories

136,181 results
Orientation
Length
Source
Infinite Scroll

An Obsession

by Marcus_Cicero on Jul 30, 2019
Transgender & Crossdressers

It would have been after that documentary. The one with a feature on online dominance-submission relationships on Fetlife. Because before that moment in time life had been so vanilla. Marcus had been queer and had had a boyfriend or two... or three since turning 18. Well, hell, he'd been to the bathhouses since turning 20. He'd even gone as far as to create...

Every Summer Ch. 01

by dualwriter on Sep 14, 2017
Romance

"Do you enjoy my breasts?" My head snapped up from staring at the near fully exposed breast with the, 'Oh shit I'm caught' but managed a very articulate, "Huh?" "Enjoy my breasts? Do you enjoy seeing them?" This time I heard the French is my first language accent while looking into her eyes but glancing down as she brought her hands up her sides to lift t...

Just Teasing Ch. 15

by kiwikatana on Sep 16, 2017
Mature

Taking Vera's proposal and putting things in motion was fairly simple. She'd arranged for me to spend Saturday afternoons at her club doing massage and general running around. Vera took me to the club and personally introduced me to Heidi, her manageress. Heidi was a woman in her late thirties, and on the surface at least, very businesslike. As Vera introd...

Preamble: Ariadne

by Vermillion on Sep 13, 2017
Erotic Couplings

As the carriage sped toward the dark castle, I thought back on what had brought me here. And I wondered where Thomas was. I often thought about Thomas how we had been brought together. My father was a wonderful man. He had been full of life, living everyday to the fullest. He was admired among his peers and the visiting ladies would giggle about him in the...

Seed Ch. 09

by GymTeacherYouDeserve on Jan 16, 2019
Sci-Fi & Fantasy

"M'lady, it's time to wake up now. You've been asleep all day!" As Suzette's eyes fluttered open, she had trouble realizing where she was. Until that ill-fated GSC retreat, she'd been accustomed to waking up to the sound of her alarm clock. Her mother would be in the kitchen with a cup of coffee reading the newspaper. She'd sit down to a bowl of whatever ce...

And Here's To You Mrs. Robinson Ch. 01

by BOSTONFICTIONWRITER on Sep 14, 2017
Mature

I was 27-years-old. She told me she was 42-years-old. I found out later that she was 45-years-old. What did it matter? It didn't matter to me how old she was. I wanted her. Certainly, she didn't look her age nor did she act her age. She was zany. She was fun. She was everything that the younger women my age were not. She was beautiful. She was sexy. She had...

From the Earth to the Moon Ch. 07

by SassyGal84 on Sep 15, 2017
Sci-Fi & Fantasy

Author's note: And this is the last of the 'buildup chapters.' All previous caveats apply! ***** It was a moment Sarah would always remember, being announced with James as she entered the main ballroom of India House. She knew there were more than a few envious eyes on her as James escorted her on his arm and, for a moment, she allowed herself the little f...

My Girlfriend's Kinky Curse

by mr.z on Mar 3, 2021
Fetish

The nice little New England suburban area looks nice in the spring, all of the trees and bushes are getting back their leaves and the houses all match. That is except for the house coming up ahead which looks old and ratty. You remember how kids would joke about how the old lady who lives there was a real life witch. As your bike rides close to it, your fron...

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The Captive Prince

by PrinceCai on Apr 3, 2020
Fantasy

Marcus was reading in bed when his kingdom fell. It was over an hour past his bedtime, but the young prince wanted to stay up and finish his book by candelight. It was way too exciting a story to put down, all about a brave and noble lady knight who saved a peasant boy from the clutches of an evil sorceress. He had his heart in his mouth at the thrilling act...

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Surprising Old(er) Lady Ch. 01

by Learningfast on Sep 21, 2020
Mature

Some time back, Andy was invited to the 20th birthday party for the daughter of a colleague at the office. The daughter was a pretty girl, surrounded by keen and presumably eligible young men. Andy shook her hand and bent forward to give her a fatherly-type peck on her cheek. She thanked him and that was the extent of their contact that evening. However, An...