Cougars Stories

577 results
Orientation
Length
Source
Infinite Scroll

Rites of Passage (The Slutty Crone)

by ALEQ on Sep 15, 2017
Mature

RITES OF PASSAGE (The Slutty Crone) By Aleq de Satyr Intro: I have been involved in many worthwhile endeavors over the years. One of them is Community outreach/adult education programs where I meet and interact with older women, "Cougars" if you will. Predominantly white... They are progressive, radical feminist/activists with an undying desire for a...

High Seas Games

by tlc143 on Sep 17, 2017
Mature

This was my time, I decided. I always had to look good for him, so I stayed in shape. At 59, I regularly heard that I looked much younger, and that was always a welcome compliment. I mean, I feel younger than 59. I think of my mom at 59 and she was in housecoats, or frumpy bland clothes. I preferred vibrant colors, current trends. He had lost interest, and...

Mature Afternoon Pool Party: The Evening

by msm865 on Sep 1, 2017
Group Sex

To the literary purists - As with all my stories, I act in the role of narrator. This is a short story specifically designed to fit on one page. As such, there is no character development and no witty dialogue. I am not writing the next great novel. To everyone else, I hope you enjoy. ***** Synopsis - 5 mature couples have gathered for a pool party. We are...

Thick 03: Becky's Ballad

by TheChadDupree on Jun 19, 2019
Anal

She stripped naked. Becky turned the shower on and looked in the mirror at her nude curves before stepping in the shower. Tonight was the big game for her Cougars. Where she slept was decked out in school colors: red and white. She left the shower curtain open. She was kind of in a rush and she liked to dance naked in the shower, leaving the mirror open. As...

Donna

by Wolf1678 on Aug 13, 2019
Erotic Couplings

Her name was Donna. She was and is still married. I was in my early thirties when I met her she was 45 I think. One time trophy wife to an older guy. He's elderly now, she's still very hot and completely fuckable. 5' even straight black hair that is long enough to reach her lower back. Thin even after three kids. Maybe b cups and a tight ass but not much i...

Deanna and Summer Get Their Man

by SEVERUSMAX on Oct 12, 2017
Erotic Couplings

Brent Daniels was busy rereading the rough draft of his latest work, preparing to make some changes to his sci-fi epic, mostly to add in a bit more sex that he thought was called with this particular character. His writing was definitely not smut, but it wasn't clean, younger age sci-fi, either. It was sci-fi for adults, and he fully expected it to go reason...

Starr Search Ch. 05

by Julian on Sep 16, 2017
Romance

Deeper and deeper into our delights we go ... ~J~ The Club The stop told them they'd arrived. Starr saw a small, non-descript red brick building with a concrete doorway, a line of people waiting at the door, and a trio of muscular bouncers. One was checking a list, and the other two were flexing their muscles, preventing people from trying to buy or scam t...

Rebecca, the Hot Summer Woman

by MrSoftRough on Sep 13, 2017
Mature

This is my first story here, I do fantasize about my friend's mom from time to time. Although she has no indoor pool. Any comments and feedback is appreciated! I hope you enjoy reading my story. ***** As puberty hit me, I started to notice all kinds of women and I found it a lot of fun. But for me, the best woman around is my friend Rick's mom. Her name is...

My Story, My Dream, My Theory

by cuckmeagain on Sep 13, 2017
Reviews & Essays

This is part confessional (my escapades so far) part aspirational (what I want from life in the future) and part explanational (why I think what I want works). Part One – Confessional I guess my first cuckolding experience came about when I was 17 or 18. I was out on a Saturday night and hooked up with a girl. Tall, thin, elegant, very well dressed. She ge...

Dominate Me

by safetysuzysixtynine on Aug 18, 2017
First Time

Growing up, I was fortunate enough to have a nuclear family along with traditional experiences. I was always competitive and pushing limits. I knew there was more to life so I joined the military right after high school. I choose a job in the military where I'd be in the 3rd class to ever allow women. I've always been told I have a physical presence; however...