Winnie Knows What’s Coming

The look on Winnie’s face as she contemplates the Pain Toy caning she’s about to get? Priceless:

winnie is scared of the caning she's about to get

Probably she is not reassured by the fact that the man who is making her take down her panties is wearing a “Crying is not a safeword” teeshirt…

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Horsed For A Breast Whipping

enthusiastic breast whipping of a woman on a punishment horse

Art is by Zarhat and comes from the illustrations in El látigo en la carne (1938).

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Rubber Hose, Shackled Girl-Prisoner

It’s a little unclear because the scene is dynamic, but this movie screencap on Bondage Blog looks like the rarely-seen “rubber hose used as a whip” scenario.

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Mom Wants Some Of That

sun-bath

The art is titled something like “Sunbathing All Over” and the spoken caption is in the nature of “Now, my daughter, I will go tanning with you!”

Found here.

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Leather Spanking Skirt

leather spanking pencil skirt

I know several spanko girls who really enjoy the look of the latex pencil skirts with the cut-outs to display their bottoms for a spanking. It turns out that there’s a similar style in nice kinky leather spanking skirts (in red or black). Gentleman, don’t you think the lady you spank really needs one of these in her wardrobe?

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Spanking Glamazons

I’m not sure just what they were on about in this 1947 Beauty Parade, but I enjoy the sorority spanking paste-up:
glamazon sorority spankings

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Tina’s Painful Initiation

When you get sent to carelessly-run reform schools for spoiled rich girls, the initiations by the other students can get painfully brutal.

a painful and humiliating sexual initiation, with paddle spankings

spanked during her bondage initiation

I’ve seen a lot of ruler paddles, but never one with the leather-wrapped handle, like a sword hilt. I wonder just how much use that paddle gets?

The art is from the Dofantasy comic Dark Cabin by Gary Roberts.

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