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"The Shady MilkMan": Is the man that is taking care of your Wife (or Girlfriend) while you are overseas. While he is taking care of her she is taking care of him with all of the money that you have earned from the ( Enter any Military Service here, except the Coast Guard). The shady Milk Man has often been referred to as a "Smooth Operator", " Jody", "Slick Willy", "Bad Motor Scooter", "Sancho", and "Tyrone".
Preach: So did you hear about my wife Brittani?
Money: Yeah I hear she got knocked up by "The Shady Milkman" while you were gone!
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When a female and her siblings are compared and she looks nothing like any of them, she is said to be the milkman's daughter insinuating her mother had an affair with the milkman and she was the resulting offspring.
Cindy is tall and blonde and her sisters are average and brunette, so she must be the milkman's daughter.
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Booze-fueled paragon of pointless cruelty and wanton sadism. Enjoys tormenting Karen and causing wholesale slaughter and crushing bicycles with his milk van, usually under the influence of cough syrup or cheap booze
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Noun: A person who is the only one in their immediate family who suffers from alcoholism or addiction.
Nobody in my family besides me is abuses drugs or alcohol, I must be a Milkman Alcoholic
streaks of jizz left on porcelain after a hearty wank
Fred: dude, i swear there's a few milkman's lozenges on the tiles in this shower
Bertram: yuk brother hubbard, that's utterly, like, gross
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sexual euphemism in which the man is having intercourse with the woman in the missionary position and, upon the moment of orgasm, retracts the penis and blows his load in his own mouth, thus causing the woman to feel awkward.
I used to date her until I pulled an awkward milkman. After that, she wouldn't return my calls.
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