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A describing word for something that sux or is bad.
Also can be used as "Boot-legger" to describe a slacker.
This shit is bootleg, maan! Lets get up outta herre
bootleg by Heatha September 16, 2003
The opposite of "legit".
Bootleg: bootleg mug

Legit: Are these legit mushrooms?
BOOTLEG by GHoff October 31, 2009
Something that really sucks or is really bad...
Yo, that drum set is bootleg man...
bootleg by Ace June 9, 2004
A recording that is often illegal but can sometimes be a really collectible gem by offering rare studio and live recordings and videos (Often rarely passed around on the internet).

Truly something you wouldn't want to pass up if given a good deal on it.
Wow I got this great rare bootleg of *band singman*'s last live show! Super!
bootleg by A Little Pinprick August 7, 2006
Bootleg means when someone looks/does something ghetto or will see someone wear something expensive & recreates it into a ghetto version.
Hey did you see daisy wearing those bootleg heels.

Omg I can’t believe ray just did that, he’s so bootleg.
Bootleg by A$apLana September 30, 2018
Your mom's quality in bed
Your mom was bootleg last night
bootleg by David Li April 22, 2005