Babysitter Spanked Stories

21,818 results
Orientation
Length
Source
Infinite Scroll

Protecting the Wife Ch. 01

by ardentsuitor on Sep 14, 2017
Loving Wives

The Christmas block party was at our house this year. The nuisance of one hundred plus neighbors coming and going all day was offset by the fact that it was safe and no one had to drive anywhere. The alcohol flowed freely (and the faint odor of pot was unmistakable.) The weather was fair, and everyone was in a good mood. The thick of the party crush had been...

The Carpet Salesman Ch. 02

by tinman69s on Sep 13, 2017
Erotic Couplings

If you haven't already read the first chapter of this story, may I suggest that you do so before continuing? I think you'll get a lot more out of it if you do! And thank you for reading my story! * A few weeks went by and I finally got another call from Jennie. She told me that I really needed to call her good friend Janice, who was in the market for some...

How I Became a Cheerleader Ch. 18

by DMaster_14 on Sep 25, 2017
Transsexuals & Crossdressers

Mom Jason and Heather returned home the following weekend, leaving Trent and I alone in the house. The first thing that he did was to order that his secretary report to his office for dictation. The limo had barely left the driveway when he turned to me and said sternly, "Miss. Holcombe, be in my office in thirty minutes, we have a client due in for a meet...

Transvixen Tranny Rock Band Ch. 02

by MicheleNylons on Sep 13, 2017
Transsexuals & Crossdressers

Chapter Two: Transvixen begins "No fucking way!" Panti and Cherri shrieked in unison. They were sitting at the kitchen table opposite Wendy. "Look! Here's the fucking bottom line," Wendy pointed to a bunch of figures on a spreadsheet. "Vixen is losing money. If I can't get you decent venues and crowds you might as well break up the band right now," Wendy...

Jesse's Journey Down a Rabbit Hole Ch. 11

by Rebeccasm on Sep 25, 2017
Illustrated

As I mentioned in the previous chapters, this story is a collaborative effort between me and Rebeccsm. She has provided the art, and a lot of the plot, god I love how her mind works, and me for the text. Please let us know how you feel about our efforts. Comments and votes are welcome. It is the only way we will know if you like our work. I would like to th...

The Evening's Entertainment

by mollycactus on Sep 13, 2017
BDSM

I was to be the entertainment for this evening. I knew this. I had freely agreed to it. After all, my sex life had hit a very long dry spell. When Clarissa, one of my girlfriends, had mentioned this club that she belonged to - a "kinky sex club" was her description - it sounded like just what I needed. "The men and women there are reasonably attractive,"...

The Business of Samantha Ch. 05

by OxfordAphro on Oct 22, 2019
BDSM

The nude white slave girl lay prostrate in front of her mistress, N'Pana. She had now been enslaved for over a month, and had just returned from being leased to her owner's friend, N'Butu, for fourteen days. Since being tricked into enslavement by N'Pana, her mind and body were now run as a business asset. Her new owners were moulding her to ensure the hig...

Artemi and the Scarlet Cloak

by erosiawriter7 on Oct 10, 2018
Sci-Fi & Fantasy

Artemi bent the diminutive girl over the cot and spanked her until each pale cheek was blushing scarlet. Then she grabbed the timid creature by her dark curls, coaxing from her a whimper, and yanked her backward until her back arched and she was staring up with mascara-stained eyes. "Enough dragon tears, slut. I know exactly who you are." Artemi said befor...

The Mint - Day 07 - End of Book 01

by roverguyxxx on Oct 29, 2018
BDSM

The next morning, Katie was feeling a little sluggish due to the night's drinking, but a hot shower helped her shake the remnants of the whiskey out of her body. As she enjoyed the steamy water coursing over her skin, she suddenly she heard the dorm's loudspeaker. "ATTENTION!" Automatically, she dropped down under the warm water and brought her butt up i...

A New Adventure in Store

by BobbyFingers on Jul 17, 2019
Transgender & Crossdressers

Miranda liked to browse the lingerie department of the big store in town. It was an adventure to go out into the world fully dressed and made up as a girl. To see the admiring and lust filled glances she would get from men of many ages. To be able to just feel free and feminine and a little wild, knowing that beneath it all she had a secret hidden. She had...