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My first thought when I saw this vintage illustration was “He’s about to lift up her dress, tuck it into her belt, and give her the switching of her life on her bare behind. With the promise of ten times more if she takes her hands off that branch!” Surely I’m not the only one?
According to this, the illustrator is Morgan Cane and this art appeared with the story “Road To Somewhere” in the Saturday Evening Post in August 1958.
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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!
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Here’s another Girls Boarding School classic! The lovely Sophie, getting spanked vigorously with a silver hairbrush:
And here she is with the instrument of her pain:
The scene is from a Girls Boarding School video, possibly this one:
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This may have started as a spot of religious discipline, but I don’t think it’s going to end that way:
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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From The Funnies #23 (1938), spy Helga gets a spanking from Captain Easy:
Via Chicago Spanking Review (which has a lot more details about the comic).
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You don’t usually see bondage in a Girls Boarding School shoot, but this time, it’s there:
She looks well caned.
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