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A way to emphasize the sheer lack of money someone has or something costs. Coined in the early 90s by writer G. Balgobin.
I will pay you zero dollars for that whack-ass shirt.
I've got zero dollars so you're going to have to spot me, nigga!
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An article of clothing, usually a shirt, that one gets for free. The most likely source is a contest at a bar/club or a freebie from a liqueur distributor. Hence the Zero Dollar Status. It can be an insult given to someone that should know better than to wear it out on the town.
Steve: Yo' Charlie! Can you believe Willy is wearing that Zero Dollar shirt he got from Miller? I’m surprised the bouncer let him in!
Charlie: Fo shizzle my nizzle, why do you think he wins the Golden Corona every Year?
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When you have a friend that is close to you and acts straight but is really gay or bi and trying to get closer to you
Omg Emily is Jackie’s zero dollar friend and Emily doesn’t even see it #LOL