What is Hundredaire Playboy?
1.
A person who lives like a millionaire playboy (I.E. has no job) but has hundreds or less in the bank.
"I heard Josh took his date to the sizzler on their date... and she paid."
"Yeah, that dude's a real HUNDREDAIRE PLAYBOY"
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Random Words:
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This is a true classic. Maybe it started in the early 90's.
Depending on the hour of day and the neighborhood, this phrase is yell..