Top Definition
The Philadelphia Windmill is when a man and a woman have anal until the woman leaves her droppings upon the mans penis leading to the man slapping the woman in the face with his shit dick in a windmill motion
little Mary- "aunt Beth, why is your face all bruised up and covered and shit, and you are walking like daddy when he got out of prison"

Aunt Beth- "well honey, me and your favorite uncle just did the Philadelphia Windmill, you will know what I am talking about when you are about 16 or 17"
by analcreativity420 September 15, 2010
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