milkmans bitch Share definition Flag A person who has a large head and collects the milk money for the milkman, also they could of been abused by him. Ben's not comming out friday till 7 because he is a milkmans bitch milkmans bitch by Ben and Darby February 18, 2006 0 0 Get merch Get the milkmans bitch mug. Buy Now — $32.95 See more merch