Hip Hop has always made room for villains. The culture was built on bravado, disruption, ego, confrontation, and reinvention. Battle Rap rewarded disrespect, while diss records became historical documents. Entire careers were built on the ability to make people uncomfortable. Often, the villain was theatrical, but it was always marketing. However, this list is not about rappers who simply played a character. This is not about artists like MF DOO…
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