Hooded Dungeon Whipping

The man wears a hood because he doesn’t wish to be held accountable for his many crimes against her chained flesh:

hooded man whips chained woman in stone basement dungeon

From an Italian pulp bulk called Galleria Dei Supplizi; artwork is said here to be by Sandro Angiolini.

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A "Punished Delinquents In Tears" Movie:

Detention House 3: Spanked Inmates Made Very Sorry

blubbering blonde with a beaten ass
"...a heavy round wooden paddle with a hole in the middle that leaves fearsome red bruises. And then the shaking girls with beaten butts and tearful faces receive another terrible punishment..."