Babysitter Spanked Stories

21,818 results
Orientation
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Infinite Scroll

The Babysitter Threesome

by NewWriter1 on Sep 3, 2017
Fetish

We arrived home earlier than expected, and Jessica, who had just turned 18 last month, had already put our daughter to bed. We had already informed Jessica that this particular babysitting job would be an overnight one and we intended to keep that promise. In addition, we made plans while on our date for other things to occur as well. I told Jessica to stri...

Mr. Jackson Marks Marie

by SexySpanker on Sep 18, 2017
BDSM

Marie was frustrated. Once again her boyfriend Shawn had failed to satisfy her. After some gentle foreplay followed by a few minutes of slow, passionless penetration, he'd collapsed beside her, then snuggled up close and fallen promptly asleep. Marie, of course, was just getting started. She silently teased her clit as her boyfriend snoozed next to her, br...

Babying the Babysitter

by strictabdaddy on Sep 19, 2017
Fetish

It all began when I asked Shira: "Have you been a good little girl?" My wife had been dreading this moment for hours. Indeed, she had known about her impending mortification for days. Even so, she began to blush and cry at once. It was bad enough to be treated like a baby, but to be treated so in front of her best friend was particularly humiliating. Man...

Mrs Andrews Disposes Ch. 03

by lesliejones on Sep 17, 2017
BDSM

Ch. 03—Friday Night Readers will find themselves better equipped to enjoy this story if they have read the first two chapters. This story sometimes deals with bathroom behavior so those offended by that should move on. All characters are 18 or over. By Friday evening, Charlotte Byers had assumed total control over the lives of Karen and Andrea Andrews du...

Innocence Lost

by Reardon1 on Sep 12, 2017
First Time

Author's Note: If you're looking for a quick fix, this might fit the bill. I've been thinking about doing a babysitter story for a while; this is my attempt. * * * * Nathan Holbrook finally pulled out of the parking lot to his real estate office after a long, productive day. He had thought he would be longer but the showings he had scheduled went quicker...

Becoming Julie's Governess Ch. 06

by susangreenway on Jul 29, 2019
Fetish

[This story will make more sense to you if you read the first five chapters. However, it can also stand on its own. It does contain a good deal of activity relating to bodily functions and some spanking and discipline, so if these are not things you like to see, read no further. All characters are over 18.] ***** While Lesley enjoyed becoming her mother's...

Mr. Richards and the Babysitter

by SexySpanker on Sep 19, 2017
Erotic Couplings

One night, after my friend Mike had to call off our normal Thursday night poker game due to the unexpected sickness of his daughter, I arrived home earlier than usual to see my babysitter, Kristine Schmidt, on her knees in my living room fellating a boy a few years older that her. From the darkened driveway, I could see the well-endowed 18-year-old brunett...

Three Vignettes

by switch716 on Sep 13, 2017
Erotic Couplings

(1) She drives the better car. I made sure of that. We can afford two cars, but the better one? All her. I'll take the Audi. She can have the Merc. I don't even like Mercs. Never did and never will. She loves that status symbol, and I really don't care about that stuff at all. What I do care about, though, is her. This is a woman who, even after ten years...

Babysitter Caught on Tape

by mary1000 on Sep 14, 2017
Erotic Couplings

I work from home, and had mislaid my keys for my desk so decided to check the houses security videos, to see if I had put them somewhere stupid. Sitting down to go through them my stomach did a flip when watching back last fridays tape of the kitchen, onto the screen came our babysitter, Jess, with a man I had never seen before. He looked a good few year...

Mom Sent Back to School Ch. 05

by StoryTeller07 on Sep 26, 2017
Fetish

Spanked in front of neighbours Rose looked at her eighteen-year-old daughter, Janice, and cringed. Janice was having great fun teasing her step-mother, while the woman had to endure playing the role of schoolgirl. Janice pretended to be the mother, and it was proving to be highly embarrassing for Rose. Embarrassing her step-mother wasn't the only reason J...