Caned With Her Boots On

Capturing the cane in motion, at Pain Toy:

caned while wearing nothing but her leather boots

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Spanked Brandi And Spanked Jessica

Here’s a double-cute pic from 2003 of Teen Brandi and Teen Jessica showing off their naughty bits and spanked bottoms and laughing together about it. If you spank either of these young hellions separately, it’s always a big drama and lots of tears. But spank them together and they are nothing but smiles!

brandi and jessica showing off their spanking welts and laughing

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Sophie Spanked With Silver Hairbrush

Here’s another Girls Boarding School classic! The lovely Sophie, getting spanked vigorously with a silver hairbrush:

sophie gets spanked hard on a couch with a silver hairbrush

And here she is with the instrument of her pain:

sophie in tears with the silver hairbrush that made her cry

The scene is from a Girls Boarding School video, possibly this one:

a streaming video movie of sophie getting spanked

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Birching While Erect

This may have started as a spot of religious discipline, but I don’t think it’s going to end that way:

some sort of friar or monk with an erect penis, birching or flogging a nun with a sore ass

Artist is Paul Avril, and this is one of several plates that appeared in a 1931 edition of Gamiani ou Deux Nuits d’Exces.

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Spanked By Captain Easy

From The Funnies #23 (1938), spy Helga gets a spanking from Captain Easy:

Captain Easy threatens a spanking

spanked by captain easy

now Captain Easy has earned her respect

Via Chicago Spanking Review (which has a lot more details about the comic).

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Tied Down For A Bedroom Caning

You don’t usually see bondage in a Girls Boarding School shoot, but this time, it’s there:

tied to her own bed for a punishment caning

She looks well caned.

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The (Whipping) Exercises Of A Devout Woman

Self-flagellation has a long religious history, but it’s rare to see it depicted in art in a sensual way. Rare, but by no means unheard of:

pretty woman holding her hair out of the way as she whips herself bloody with a knotted whip

Click the pic for a larger, uncropped view. From here, accompanied by this bibliographical note that tells me very little:

de Voisenon, Abate. Los ejercicios de una devota. La novela pasional, n.15, Seville: Editorial Renacimiento, 1924/1999.

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