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A trade completed by an NBA executive who is a former champion of the club he's trading his player(s) to. Usually Wingman Trades are massively lopsided, appearing to make one party seem like a "wingman" who completely screws himself over for the benefit of his buddy who reaps the rewards/nails the prom queen.

Recent Wingman Trades include KG to Boston, and Gasol to LA.
Lakers fan: "Dude! Did you hear? Gasol got sent to the Lakers for absolutely nothing! How the f--k did they pull that off?!"
Grizzlies fan: "Wingman Trade. F--k you"
by TTBlogger February 05, 2008
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Apr 22 Word of the Day
When you eat dirt for the first time and leave your family to build a shack in the woods
Bro since I got dirtpilled on Tuesday I have made sooo many worm friends and made them soo many little houses to get married in. Me? Lonely? No you’re the lonely one u lawn owning freak
via giphy
by ecogoth December 30, 2020
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