Anal Sex Spanking

It is a truth understood since the time of the Victorians (and likely for far longer than that) that when a rough man has a large erection and a tied-down woman whose booty he plans to plunder, her final reluctance is most easily overcome by whipping or spanking her soundly:

a brisk hand spanking before the anal sex

This art, of course, is by Bill Ward.

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Reform School Collective Punishment Movie:

Detention House 3: Delinquent Girls Spanked Amazingly Hard

before and after brutal caning photo
"...the girls are prepared in the reformatory’s punishment room, naked, lying on their backs on special benches, bound with their legs spread above their heads, shamefully showing the two holes usually hidden..."