Horse Whipped

Normally when you horsewhip someone, it means to strike them with a whip intended for a horse. But whipping them while they ride an already-painful wooden bondage horse also works:

horse-whipped on a wooden  horse anime manga hentai girl

It’s certainly working for her, judging by the trickle of natural lubrication she’s releasing…

(Full disclosure: Twelve years ago I posted a much tinier version of this same artwork, but in that one, it’s way harder to see that our sweet anime horse-rider is leaking evidence of her arousal.)

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How It Started And How It's Going, The Movie:

Wild Party 2: Five Very Sorry Girls

before and after brutal caning photo
"...thirty vicious cane strokes for each delinquent young woman caught drinking on school grounds..."