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1) To commit an error on a ground ball in baseball
2) To make a horrible mistake
Oh my god! That shortstop just had a massive bootsie on that ground ball

Oh my god! Hooking up with that crazy chick was a massive bootsie on my part
by MAUKNO August 03, 2010
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9
Hung-over.

Derived from the verb To Boot, a synonym for vomiting.
Liquor before beer and I was most certainly not in the clear. In fact, I woke up completely bootsie.
by writinglady March 22, 2009
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Bootsie is a brick of Cocaine that weighs 20 pounds.
Esteban Loaiza was arrested because he got caught with a Bootsie.
by Rooster1979 February 15, 2018
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