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:
1.
The aproximate amount of time since last time you had sex/intimacy with someone; when you are the most in danger of doing something stup..