Babysitter Spanking Stories

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Asian Cam Surprise

by billyjack9 on Aug 31, 2017
Exhibitionist & Voyeur

I was looking at my favorite porn site on the net; it had some of the best nude Asian women I had ever seen. As I clicked through the different thumbnails, I became very aroused. My cock was growing in my boxers, I loved to use the Internet as foreplay before hopefully, having sex with my wife Kim. I looked at my watch, cursing the time I had again spent on...

Time for Some Fun Pt. 11

by DiamondsR4Never on Mar 12, 2018
Sci-Fi & Fantasy

Note on Note: This is a long one. If you want to get straight to the story, start reading after a line like this: ------------------------------- Note: Hello again. I think you'll all be pleased with this chapter as I'm addressing quite a few of your demands. I really like this chapter myself, though I admit I'm biased. So here's an update on The Odd Adven...

BabySitter's Discipline

by Ashson on Sep 25, 2017
BDSM

As you grow and develop you constantly find out new things about yourself. Some of these things may be small, like the realisation that coffee actually tastes pretty good. Others may have a bigger impact, such as discovering that you really like classical music and going to orchestral concerts. And some things may surprise you. In my eighteenth year I found...

BabySitter's Blackmail

by Ashson on Sep 25, 2017
Erotic Couplings

At times I can be too much of a smart aleck for my own good. I do babysitting quite frequently. I've continued to do it even though I've left school and am now working full time. It can mean a few useful untaxed dollars, and they all help as I was saving for a trip to Europe. I'm eighteen now and I intend to be in Europe before I'm in my twenties. This part...

Babysitter Nikki

by Sean Renaud on Sep 12, 2017
First Time

"Seriously, I'm eighteen years old, I don't need a babysitter to stay here anymore. You go to your party, or dinner or whatever and I'll stay here." Jared groaned at his parents while idly combing his fingers through his short blonde hair. "Then consider yourself grounded, and she's a house sitter." His father retorted unwilling to negotiate that point as...

BabySitter's Teacher

by Ashson on Sep 25, 2017
First Time

I had an unexpected sitting job on Friday night. Mrs McGonicle had rung in a bit of a panic. Her husband had been in an accident and she had to go and see him. Her brother would drive her to the hospital and stay while they operated, but come home and finish looking after the kids for the night while she stayed at the hospital. Could I please come and sit un...

My Babysitter Ch. 03

by GreenGale on Sep 11, 2017
Transsexuals & Crossdressers

Getting forced down, a big, fat cock shoved down my throat. I was choking on it, I couldn't breathe. Oh, and another one, ramming my ass. It felt so powerful, and I felt powerless. These things never last though, and before I knew it, I was awake. I opened my eyes and there was the most beautiful woman to me, Annabelle. Well, that is if you consider her a wo...

The Babysitter Ch. 03

by snaillover69 on Sep 11, 2017
First Time

Becky had just left, as soon as the door was closed behind her, Sue spun me around and reached for my belt and started tugging my pants down. She was on her knees, sucking my cock in deep, pumping the shaft of my cock, all within 10 seconds of my walking into the house. I can't remember the last time I saw Sue that hot, she had my cock in her throat. I gr...

Babysitter's Argument

by Ashson on Sep 25, 2017
Loving Wives

My wife can be belligerent at times. Not that she gets physical with it. Or hardly ever, anyway. I laid down the law very early in our relationship about that. No getting violent with the boyfriend or you suffer the consequences. After I had to intervene in a stoush she started I extended the rule to no getting violent. Full stop. End of story. No exceptio...

BabySitter Jealousy

by Ashson on Sep 25, 2017
Erotic Couplings

Part of it was the sitter's fault, but only a very small part. It was a hot and humid night and she must have been feeling a bit sticky. Now Annette was young, just past eighteen, and with only children around she probably felt quite safe in getting rid of her bra and just wearing a loose blouse. After all, when the parents got home, she'd be leaving, so sti...