Spanking Her With A Finger Up Her

Many of you may have done something like this — to make the person you’re spanking blush, to encourage them not to wiggle, or just plain because you could, and you wanted to:

spanking her while she writhes on your finger up her butt

fingering her anus while she's being spanked

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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..."