Got the fuckin' Grim Reaper coming after me
The good die young someone show me where the casket be
The “Grim Reaper” is a personification of death, usually represented by a hooded figure dressed in black robes. To have the Grim Reaper coming after you means that you are most likely going to die in the near future.
Many talented, young rappers have died before their careers ever really had a chance to blossom. Legends such as Biggie, 2Pac, and Big L were all shot and killed at or before the age of 25. Webby believes that he is just as good as these others, and if that is indeed true, it would follow that Webby would die at a young age, too. He has accepted this fate, and is even being proactive by seeking out the casket!
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