Samantha Stories

4,427 results
Orientation
Length
Source
Infinite Scroll

It Was Worth It

by robthecradle on Sep 14, 2017
Erotic Couplings

I've never been one to sleep around or have a one-night stand, but I gave into my primal urges last night with a girl that I've wanted to fuck for years. There I was last night on the train platform, heading home for the day after a long eight hours at the office. The sun was setting and I was texting my now ex-girlfriend Kate. We had just broken up a few...

Always Read Before You Sign Ch. 02

by Reaver90 on Apr 6, 2020
Transgender & Crossdressers

Sam stood outside Miss Turner's front door. The weekend was hell was for him. He couldn't sleep, he had to sit down on the toilet and pee like a girl and more importantly, he couldn't jack off. The young man feared what the beautiful woman but deadly woman had in store for him. He took a heavy breath and knocked on the door. He waited for a few seconds as t...

Santa Baby

by kinkyaugustacouple on Sep 17, 2017
Loving Wives

Richard started working as Santa at age 19. It seems like a young age, but no one else in the town would volunteer at the local mental institution. The job was fun, not only because he loved working with kids, but these children were special. Each one formed some magical attraction to the man in the red suit, no matter if they were three or thirty. Richard r...

Sam and Leila

by GrowinLuvHandles on Sep 13, 2017
Fetish

Samantha wakes up late on a Saturday. Waking up late has become the norm for her. She used to be so industrious, but since Leila moved in . . . "Well, a lot of things have changed since Leila moved in," she says to herself, feeling the hot water from the shower pour over her as she conditions her long brown hair. She looks down to see water draining down he...

Peeping Tom Photographer Punished

by Gizmo86 on Sep 19, 2017
BDSM

Samantha and Amanda, both attractive early-30 singletons, shared a rented house in a picturesque village on the south coast of England. Hard-working professionals in the stressful world of marketing, they didn't get to spend a great deal of time in the home they adored. But when they did, they made the most of the opportunity to forget about work and relax...

Dance with Me

by PeytonMirabelle on Sep 14, 2020
Romance

This was something I wrote while I was stalled on other projects. Not super-long but hopefully it's cohesive. For those following Red Roses, I'm still at it. Chapter 3 should be my next post but I keep tinkering with it because I want to get it right. :) As always, all feedback (positive or negative) is welcome. Standard disclaimer for my crappy copy-editin...

Owned!

by SpankerSam on Sep 19, 2017
Mature

Harvey sat in his office. Looking up from his desk, he watched as Mary, his secretary approached his desk. She wore her normal work attire. Mini skirt, high heels, stockings, and tight blouse. Like all of his personal female employees, she was in her late 20's to early 30's. She was loyal to a fault, meticulous in her work habits, and submitted to any and ev...

Dressing Up Night Pt. 04

by simon_baker on Sep 15, 2017
Transsexuals & Crossdressers

Sam awoke, still wearing Samantha's ivory basque and thought back to the night before and all his conflicting feelings and thoughts. He carefully stripped off and showered, realizing Kat hadn't helped remove any of the make-up. He felt disappointment as he did so, but knowing he had to be the perfectly groomed male before he could leave the room. At least Ka...

Jehovah's Witness Romance Ch. 03

by RetroFan on Oct 5, 2020
Erotic Couplings

INTRODUCTION & DISCLAIMER - Welcome to the final chapter of Jehovah's Witness Romance, with plenty of steamy sex - both Sapphic and straight - to conclude this story series set in the late 1980s. All characters and events are fictional with similarity to real persons living or dead coincidental, and only characters aged 18 & over engage in sexual activity....

Show and Tell Ch. 01

by Wait_for_it on Nov 18, 2019
BDSM

"So here we are in day two of the 'Week of Teasing' I had promised you, with up to five straight days of teasing, and which day you finally get to cum is determined by chance," Samantha told her boyfriend Marc. This multi-day tease was an idea of Marc's, and when he had mentioned it to Samantha some months earlier, she was very intrigued, and had immediately...