We hit the road like jack

from Outkast – A Life In The Day Of Benjamin Andre (Incomplete) Lyrics on Rap Genius

Meaning

A reference to the song “Hit the Road Jack”, written by Percy Mayfield, and made popular by Ray Charles

He could also be referencing Jack Kerouac, author of the book “On The Road.” He mentions the cross-country tour and he would’ve been of the same age and apparent disposition as Jack Kerouac and Neal Cassidy

As we know, Andre is well-read and not above double-meanings and in-depth allusions

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