Sherry Stories

1,816 results
Orientation
Length
Source
Infinite Scroll

Paying Rent Ch. 02

by Nightly8 on Sep 17, 2017
Non-Erotic

The Deal Troy knocked gently, on the door. Dean quickly opened the door with a smile. "Please come in. It's wonderful to see you." Troy quietly stepped into the front room. Dean gestured to the couch, for Troy to have a seat. "I wasn't really sure that you would come." "I had to." Responded Troy. "Just had to hear this from Sherry." Troy had chosen to sit...

My Wife Sherry Ch. 05

by NaughtyWhiteWife on Sep 26, 2017
Interracial Love

Rob? It's eight o'clock! I put clean towels in the bathroom for you and I've ironed your clothes for you so I have them in my room. Rob was still groggy as he sat up in bed. He had a big day ahead of him and quickly got up and took a shower. Sherry had everything laid out on the bed in her room. She must have been busy this morning because the bed was made...

Sherry's Test Ch. 20

by PolyVoyeur on Sep 12, 2017
Novels and Novellas

This is a continuation of the Sherry's Test Series. It will make more sense if it is read in order but each chapter stands on it's own. This chapter contains light spanking and humiliation in a family environment. It does not contain any sex. It is mainly about submissive females and dominant males. This story is meant as a completely fictional, unrealisti...

Last Call

by Slirpuff on Sep 14, 2017
Loving Wives

It was well past two in the morning Saturday by the time Sherry made her way back home. Sherry had started her partying Friday right after work, when she, along with a few of her friends, decided to celebrate the weekend at a bar they frequented often. They had been tipping more than a few as well as dancing, until the combination of the two got to be too mu...

The bar-bi-que.

by exploral on Mar 30, 2020
First Time

Heather and Don are a couple who Sherry and I had met through mutual friends. We had attended a few annual charity events that they organized but with exception of the odd social event we very rarely saw them. Both me and Sherry were invited to a bar-b-que at their house along with another couple who we were also friends with. Heather and Don lived about an...

Gentleman's Club Ch. 01

by Karenkay on Sep 26, 2017
Interracial Love

Phil had a hard-on watching his lovely hot wife Sherry as she tried on her new work dress in front of the bedroom mirror. It was tight. Really tight. Short, low cut in the front revealing a good portion of her huge natural breasts. She pulled on the fabric as she tried to cover her well shaped ass as much as she could but the dress wouldn't stretch any furth...

Backdoor Man Ch. 02

by SEVERUSMAX on Sep 12, 2017
Group Sex

I woke up the next morning with a slight hangover for sure, drenched in sweat from the mass of bodies pressed together, their slick flesh against my own skin. I was in a desperate need to piss, so I had to slightly nudge the body resting on top of me, that of my ex-girlfriend Sherry, which regrettably disturbed her slumber. Well, I thought that it was unfort...

Initial Crossdressing Adventures

by vjak19 on Sep 19, 2017
Transsexuals & Crossdressers

Since the first article I wrote described the last time that I dressed as a woman was generally well received, I have decided to share some more of my story. To do that I will start the journey at the beginning and travel through to some of the first times that I ventured out into public dressed as a woman. For those that did not read my initial offering le...

Butterfly Ch. 07

by Sweet Sherry on Sep 16, 2017
Exhibitionist & Voyeur

Chapter 7: Letters from Crissy Sherry ran a tight ship in her department and was always quick to scold someone who goofed off in the office. But back at work on Monday following her tryst with Crissy, she couldn’t stop herself from repeatedly checking her personal email, hoping each time to see a message from her new “friend.” As the morning dragged on, tho...

Training Lolita Ch. 11

by deadeye_76 on Jun 1, 2020
Erotic Couplings

The name of this story has nothing to do with the main characters names. The story is about a 40-something guy having sex with an 18 year old girl(s), so I just took the name "Lolita" from the Nabokov novel. It's morphed, after some reader comments to where John is living with the mother of Dana (the former 18, now 19 year old next door neighbor). Sherry is...