Via Kinky Delight, these women in black hoods appear to be punishing a man for adultery. It’s not entirely clear from the expression on his face whether he might have been willing to pay for the the experience:

Artwork turns out to be from the cover of the April 1962 issue of Man to Man magazine, where a fuller version of the art appears:

Similar Sex Blogging:

• "Grab My Pussy Again, I Dare You!"
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• The Hooded Inquisitor
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• Sally Lane With A Whip