The Riding Crop For Breakfast

This is a very mild photograph by Pain Toy standards, but I love it because it reminds me of how things can go around my house. One minute I’m minding my own business, drinking my tea in the sunshine and reading The Economist, and then Bethie will wander casually by for some affection. Add a handy riding crop to the equation (and who doesn’t keep one handy at all times for just such an eventuality?) and you get pictures like this:

riding crop on the patio at paintoy.com

You do sort of need to click for the uncropped version of the photo, in order to properly see the tea tray hastily set aside to make room for her hands on the table.

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Spanking Two Cheerleaders

Sometimes, there are advantages to being an assistant cheerleading coach. Such as, when it’s time to restore order after a catfight in the locker room:

two naughty cheerleaders bent over and spanked

This is from one of the vintage spanking magazines, but I couldn’t tell you which one.

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Earl? Is That You?

If you’re a fan of the TV show My Name Is Earl, you might forgive me for thinking he’s found an interesting way of striking items off his karma list:

vintage spanking picture

Big Paddle, Little Cheerleader

Here’s a touching-her-toes classic “paddled cheerleader” from Real Spankings, circa 2001:

cheerleader touching her toes and getting paddled with a huge wooden paddle

From the hair I’d say that’s Brandi, but it’s hard to be sure from this viewpoint…

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Switching The Farmer’s Daughter

Do you remember the era of the dial-up computer bulletin board systems (BBS)? Before there was an internet for civilians? Upload ratios and download ratios, and the dirty pictures would draw themselves on your screen line-by-line at 1200 baud?

The pictures that circulated were often branded with the phone numbers of the biggest BBS. I didn’t discover until later that they were usually scanned (in the case of the kinky ones) from bondage and spanking magazines. I saw a lot of these “Farmer’s Daughter” branded pics back in the day:

tied to a tree and switched

This one, as it happens, came from an ancient House of Milan bondage magazine, and I just happened over a good scan in a different directory. So here’s the same picture, in decent quality.

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Japanese Schoolgirl Plastic Ruler Spanking

Ah, there’s nothing like a good panties-down bondage spanking with flexible plastic ruler:

Japanese schoolgirl in bondage getting a panties-down ruler spanking with a flexible plastic ruler

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Unclear What The Whip Is For

OK, I’m going to say this girl is a little bit unclear on the whole whip concept and what it is for. But she’s got potential; we could maybe let her hang around anyway?