Pimps see the wings on the Underground King
The first thing to note is that Lupe continues the heaven/earth bifurcation of the previous line, boasting that he flies underground. He is also calling himself “fly” and a “king” of the underground hip-hop scene, winning the respect of pimps across the land.
The second thing to note is the shout-out to Houston hip-hop legends UGK (Underground Kings) — Pimp C was the group’s rapper-producer, and at the time of this song’s release he had just been released from prison. And as you see in the picture below, Pimp C’s logo features wings on either side. So a Pimp C shout-out would have been especially appropriate.
The shout-out is eerie, in that Pimp C died of a codeine overdose about three months after this song debuted, giving another layer to the wordplay since Lupe can be seen as depicting Pimp C with angel wings.
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