Long before your favorite rappers were copping chains, stacking show money, and collecting plaques —they were teenagers just trying to make it. Started from the bottom? This is the bottom. Some went through that awkward stage just like the rest of us, while others have had swagger long before they made it. From Jay-Z as a young hustler to King Louie at prom to Drake showing his sensitive side at an early age, here are 50 Photos of Rappers as Teenagers.

[Ed. note—This post was originally published on February 20, 2013.]

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