The Boss Likes To Spank

I don’t care how much he pretties it up with fancy talk, the boss just likes to slap some ass:

new secretary gets a pious speech from the boss along with her employee welcome to the office spanking

This spanking cartoon by Homer Provence is from the January 1961 issue of Romp magazine, one of the many Humorama publications.

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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..."