Babysitter Spanking Stories

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Tip The Babysitter Pt. 02

by Xyta_Midnyte on Dec 11, 2018
Text With Audio

Okay, fine, we'll get through these spanks, but after that, you let me go, you understand? Wait, wait a second—wait—is that—wait, your hand—oh no—oh, oh, oh—yes! Yes, yes! Think you can make me come like this? Oh, you AND your wife? */*\* Continuing last week's intense lil saga. Remember, this is quite a heavy story, so beware for potential triggers incl...

Ashley's Caught

by dustyblues on May 21, 2019
Toys & Masturbation

I hired Ashley to babysit for my son afternoons when his school was over but before I got home from work just after five. For her, it was an easy job: they played for a while, then he usually took a nap for an hour or so. She was mostly just there to do her homework and keep an eye on him. I was typically a trusting guy, but as a single father I'd develope...

Tie up Games

by zerat08 on Oct 8, 2015
Fetish

As far as you can remember you have always been fascinated with bondage. Whether it was a girl tied up in a cheesy film while the villain twirled his mustaches or was it a magician doing an escape stunt hanging upside down while struggling in his/her restraints. You where always embarrassed by this and never told anyone. Most of your "obsessions" w...

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My Babysitter Ch. 02

by GreenGale on Sep 11, 2017
Transsexuals & Crossdressers

There it was again. That hard, warm cock in my mouth. I loved it. I needed it. I knew it wouldn't last, though. I awoke from my dream with my hands on my dick as usual, but my mom was standing by my bed. I was so surprised to see her standing over the bed I almost forgot to conceal my erection. "Hey son we're home from our trip to Hawaii!" she beamed. "Oh...

My Roommate

by tufntiny1 on Sep 3, 2017
Erotic Couplings

He entered my life quietly on a day when a flat tire was a good enough reason to have a crisis. I had been trying for several months to rid my life and home of a sponge that just kept drinking, so as had become the norm I was down at the local club with my oldest and a flat tire. Without so much as a word to me, he took charge, fixed the tire, left the tire...

Beware of the Babysitter

by poboy789 on Sep 12, 2017
BDSM

This is my first attempt at writing something like this. Please let me know if it is liked and worth continuing. * Wednesday It had been a pleasant evening. The summer was winding down. My wife, Kate, and I had been at a party at a friend's home. We were returning home. I looked at Kate as we pulled into the driveway. What a remarkable woman. We had been...

One Week with Mr. Hansen Ch. 01

by lily_ann on Sep 19, 2017
Mature

I could hear my parents talking on the patio in the back when I got home from school. It was a gorgeous day in June, the kind that made me extra glad to be done school for the day, and made me just want to drop my books into a corner somewhere and sit outside next to the pool, enjoying the unusually warm spring day. However, for some reason, both my parents...

BabySitter and the Artist

by Ashson on Sep 13, 2017
Erotic Couplings

I'm an artist. I work from home, having converted one of the rooms into a studio. I work mainly in glass and crystal, making carvings and doing etching work. The one firm rule in the house that cannot be broken is the no trespassing in the studio rule. This is not because of artistic temperament or because I like to flex my authority. There are some pretty...

Wrong Place, Wrong Time

by grimbous on Jul 23, 2018
Miscellaneous

What follows shall be short(ish) tales of sexual encounters that wouldn't have or shouldn't have taken place except for an strange twist of fate in which the main character finds himself or herself caught up in a peculiar situation. For you writers out there feel free to contribute if you wish. Obviously follow site rules for your chapters and don't plagiari...

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An After School Special

by abbeynormal on Sep 26, 2017
BDSM

When I was first handed this scenario, I didn't think about doing a prequel to Teacher's Pet, Chpt. 1. In fact, I had never planned a prequel. I was planning a sequel (and still am) but I saw in this a way to explain how Ron's spanking fetish first began and decided to run with it. If you haven't read Teacher's Pet yet don't worry. You don't need to before y...