Then Usher Raymond "Let It Burn" came on

from Kendrick Lamar (Ft. Anna Wise & Jay Rock) – Money Trees Lyrics on Rap Genius

Meaning

He is just pointing out the irony that when he told his friends about having unprotected sex with Sherane, “Let it Burn” by Usher came on the radio. Also, providing the time period of the story indirectly (the song was released in July 2004).

“That burn came on” is a possible reference to an STD as well and ties in with the “condom wrappers wasn’t cool” from earlier.

‘Usher Raymond’ and ‘fucked Sherane then’ are assonant

This isn’t the first time this play on words has been made. Kanye did it in his song, Gone.

Caught something on the Usher tour he had to let it burn

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