Because I'm the blackest skinhead since India Arie

from Tyler The Creator – Tron Cat Lyrics on Rap Genius

Meaning

India Arie is a singer who makes very “Afrocentric” music. She also generally shaves her head, which means that you can literally see the skin on her head. Tyler also shaves his head and considered his music very “black”

Additionally Arie makes music which has Black Nationalist themes, which ties to the idea of a skinhead, who are often overtly nationalistic. This could mean Tyler is contradicting himself once more, as he stated earlier he is not a racist.

“Blackest skinhead” at first seems paradoxical, since a more conventional skinhead is generally racist against black people and looks like this:

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