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Its a cup?!
I think flask works better.
It moves around the table and the person it ends up with removes the head and drinks the shot
https://wb.britishmuseum.org/MCN2560#409544001
The huntsman walks into the forest with his dog to hunt wild boar. He is a rare survival of German drinking customs around 1600. Made for a drinking game, this huntsman was propelled by a clockwork mechanism in the base. The diner that the huntsman stopped in front of had to remove the head and drink all the wine from the hollow figure.
Prost!
Damn that would make a sick mini for D&D though