The illest motherfucker, your friendly neighborhood menace

from Hit-Boy (Ft. Kid Cudi) – Old School Caddy Lyrics on Rap Genius

Meaning

Cudi doesn’t give a single fuck. As is proven with

A.) His lifestyle

B.) This verse

Cudi also did the Outro to “Illest Motherfucker Alive” on Watch the Throne

It’s also a pun on Spiderman, who often refers to himself as “your friendly neighborhood spiderman”. He says friendly neighborhood menace, which is an oxymoron, since menaces aren’t friendly. J. Jonah Jameson also oftenly calls spiderman a menace

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