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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Brutal Pussy Spanking Movie:

Detention House 2: Collective Punishment Extreme

three girls tied with their legs up for brutal spanking punishment
"...the girls are strapped to the bare military metal beds in an extreme position, with their feet by their heads, spread wide, so their butts, pussies and anuses are fully accessible..."