Cassie Stories

1,727 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

Biker Bitch Ch. 07

by MicheleNylons on Dec 31, 2017
Transsexuals & Crossdressers

Chapter Seven: Tradecraft Cassie Rode back across the border to Mexicali and let Diego call in some Cartel guys to pick him up. "Those fucking Devil Dogs Cassie! Why would they do that?" he was angry but also confused. "That fucking Miguel Rodriguez was obviously a rat. Did you see him waving at those Feebee fucks!" Cassie spat. "I thought he was going f...

Sorley's Hotel Ch. 02

by epiphany74 on Sep 16, 2017
BDSM

Cassie Learns a Lesson It's almost a full week since Cassie accepted Option B, total obedience to Mr Sorley. And so far, there has been no contact. Cassie is beginning to wonder if he has changed his mind, but she really hopes not. The more she thinks about Sorley's rules, his absolutely superior manner, his total dominance, the more she wants to bend over...

Affair with My Friend's Son

by gentletouch1960 on Sep 19, 2017
Erotic Couplings

It was raining heavily as Cassie Lewis walked rapidly while holding her handbag above her head trying to save herself from getting too drenched, her car had stalled and she had to leave it where it was. Her friend Molly Carpenter lived only a few blocks away, so she headed there. They worked in the same office and had been friends for years. Cassie was singl...

The Fighter

by eeric on Sep 14, 2017
Interracial Love

If you have the time you can e-mail me at the address in my profile and tell me what you thought. * * * * * John Andrews has quite a nice life. He works as a financial manager for a heavy weight boxer. He earns quite a good living doing this, but he has always spend his money rather quickly so he has always needed more of it. In his personal life he's hap...

A Chance Encounter Ch. 04

by blackjack8 on Sep 13, 2017
NonHuman

Eric met Cassie in the parking lot after his classes were over. She seemed in a good mood, carrying a handful of paperwork with her. "So, have a good day?" Eric asked. "All in all yes. Did you know a bunch of people are under the impression I'm your girlfriend?" Cassie laughed. Eric blushed, having done nothing to stop the rumors himself. He hadn't actual...

Brookhaven Inn

by HStoner on Sep 18, 2017
Exhibitionist & Voyeur

This story is a work of fiction. Any similarities to any real person or entity are entirely coincidental and unintended. ____________________________ I suppose that I should start by telling a bit of my background in order to put this story in context. I grew up in a suburb of Columbus, Ohio. I went to college and law school in Chicago and then was hired...

A Jock in the Machine Ch. 06

by ProdigalCookie on Sep 14, 2020
Transgender & Crossdressers

Disclaimer: All characters mentioned in the story are over eighteen years old. Most of the main cast is exactly 18, but none are younger than that. Chapter 06: Shifting Gears 'Ugh.' Cassie sighed as she shifted anxiously in her chair. It was one minute past three. Tim had told her he'd be there to pick her up at three. Well, he'd said around three, but Ca...

Taking Her In

by standingstones on Sep 13, 2017
Erotic Couplings

My wife's sister and her husband were killed in a car accident. Their daughter, Cassie, eventually came to live with us. At first I wasn't to happy about the arrangement. My wife and I were in our fifties and Cassie was just 19. I eventually warmed up to having a younger woman in the house. One day when my wife was out, Cassie came over to where I was sittin...

F6: The Marlborough Man in the Moon

by sheablue on Sep 12, 2017
Chain Stories

This story is a submission to the sixth Friendly Anonymous Writing Challenge (FAWC) and a tribute to the founder of FAWC, slyc_willie, who we lost unexpectedly in October 2015. The true author of this story is kept anonymous until the end of the competition. Authors base their story on a list of four items. Their choices included the following letters: S L Y...

Biker Bitch Ch. 03

by MicheleNylons on Dec 25, 2017
Transsexuals & Crossdressers

Chapter Three: Super Glide Natalie Styles wore her usual uniform of tight-fitting navy blue business suit, cream silk blouse, heavy black mascara, bright-red lipstick, ultra-sheer pantyhose and Christian Louboutin high heels. "So here's the deal. We've made you into half a girl. You have the tits. The rest comes later if you cooperate and get us what we wa...