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waiting for the milkman to show me around

(cool and/or ridiculous definition) : what a virgin girl says in a Craigslist personals ad when she wants to find a random guy to take her virginity via a craigs-hook
Craigslist personals ad: all I want is to be waiting for the milkman to show me around

response to ad: I am also a virgin girl, but instead of looking for a random Hannibal Lecter I would consider selling my virginity, or remain a paragon of virtue

Knocking the Milkman out 

To masturbate furiously in the morning.
Paul was caught knocking the milkman out by his wife yesterday.
Knocking the Milkman out by Myersrum September 6, 2019

waiting for the milkman to show me around

(cool and/or ridiculous definition) : what a virgin girl says in a Craigslist personals ad when she wants to find a random guy to take her virginity via a craigs-hook
Craigslist personals ad: all I want is to be waiting for the milkman to show me around

response to ad: I am also a virgin girl, but instead of looking for a random Hannibal Lecter I would consider selling my virginity.

waiting for the milkman to show me around

(cool and/or ridiculous definition) : what a virgin girl says in a Craigslist personals ad when she wants to find a random guy to take her virginity via a craigs-hook
Craigslist personals ad: all I want is to be waiting for the milkman to show me around

response to ad: I am also a virgin girl, but instead of looking for a random Hannibal Lecter I would consider selling my virginity, or remain a paragon of virtue

waiting for the milkman to show me around

what a virgin teen girl says in a craigslist personals ad when she wants a random male stranger to take her virginity via a craigs-hook
craigslist ad: I'm waiting for the milkman to show me around. Anyone want to help me?

response to ad: i think craigslist is a very bad idea if you want to pop your cherry, for now you should remain a paragon of virtue and wait for your prince charming

The Shady Milkman 

"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!