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Bootleg Hoarder 

One who has possession of a recording of an uncirculated concert and does not share it on the internet or sell the recording to a bootleg record company.
A bootleg hoarder may have a tape of the Led Zeppelin show from December 26, 1968.

Bootleg Macho Man 

A guy who acts tough but when it comes down to it hes fake like streetside vendors.
Mathias: I hear that guy is the toughest guy around in town now.
Tarzan: Naw he isnt anything but a bootleg macho man
Bootleg Macho Man by amarr343 February 4, 2010

bootleg critic

A person who has a critical opinion on something they stole.
"Man Dan is being a real Bootleg Critic over that new Drake Album."

Bootleg Eminem 

A person in a public space, (usually quiet) playing music from a Bluetooth speaker, that is for some reason, crappy SoundCloud rap and Hip Hop that has no words; if there are words, they are usually mumbled. This person is usually very white. They are almost always dressed in early 90’s clothing.
Bootleg Eminem is playing that music especially loud today.
Bootleg Eminem by Gregors data September 25, 2017

Bootleg Jersey

A jersey for a Professinal sports League that is cheap and and names and numbers are stuck on with a cheap sticker type and the jersey cost around 25-30 dollars
Bob: Hey nice jersey
Kevin: Nice bootleg jersey
Bob: what?
Kevin: Look how cheap it is!
Bootleg Jersey by Rfwill13 February 20, 2009

bootleg boy 

a real one who always keeps it ten toes down.
damn bootleg boy out here fuckin' fine Cuban hoes. I wish I was like bootleg boy.