Been shot five times, now I bleed Hennessy

from Snoop Dogg (Ft. Game) – Gangbangin' 101 Lyrics on Rap Genius

Meaning

When the Game was still selling drugs he was shot 5 times. With the last of his consciousness he called 911.

Since he has been shot 5 times, and all those times were the result of dealing drugs, that he now bleeds drugs from his bullet wounds, the blood is another reference to his gang; The Bloods.

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