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Miss Jessica walks into ask her groundsman how's his hangover. He's been standing with his hands on his head for a few hours to sober up after she found him lurking in his shed. To make sure this doesn't happen again and waste work time, he is in for a good hard punishment from the Headmistress. To start with he's going across Miss Jessica's knee for a hard bare bottom plimsoll spanking.

Nurse Jessica has a prisoner for a cavity search. Even prisoners need to be looked after! So she snaps on her latex gloves. This "medical cavity search" starts clinical, one finger check and into his prisoner ass her finger goes, probing deep whilst he squirms. Then it's two fingers stretch... three... four... until she's fist-fucking his worthless inmate hole. Nurse Jessica's entire fist is pumping his ass as he begs for mercy, but this evil nurse only goes harder. And then she swaps hands! His ass is ruined and gaping for her amusement.