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Alcatraaz – “The Simpsons”

Any man—or animated character in this instance—who can inspire Bart Simpson to trade in his red tee and skateboard for a hoodie and a mic is a musical genius in our eyes. Alcatraaz only came through Springfield for one episode, but his style—a cross between Ludacris and 50 Cent—was a believable representation of today’s hip-hop stars or at least the ones in 2005 when this episode aired. Whether or not he reigns as the king of hip-hop in cartoon world, Alcatraaz certainly has the king of “Pranksta Rap” crown on lock.

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