"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!
Money: Yeah I hear she got knocked up by "The Shady Milkman" while you were gone!
by The Preacher 478 February 3, 2010
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.
by disequillibrium August 30, 2008
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
by lordraydens August 12, 2008
Noun: A person who is the only one in their immediate family who suffers from alcoholism or addiction.
by Gordy W. June 10, 2023
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
Bertram: yuk brother hubbard, that's utterly, like, gross
by McGarnagle III (kosher) October 4, 2007
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.
by seoulsucker January 31, 2011