Sean Kingston

Sean Kingston comes by the street-style swagger of the 2007 single "Colors" honestly — born in Miami and raised in Jamaica, he was only 11 when he ran up against jail time and homelessness. Receiving a crash course at the school of hard knocks when most kids are parked at the PlayStation could've buried him; instead, it bred a whatever-works drive in a boy who already had the music in him. The result? Dance-floor party-starters that blend breezy island bounce with hip-hop beats ("Beautiful Girls," "Fire Burning"), and double-the-fun collaborations with everyone from Justin Bieber ("Eenie Meenie") to Good Charlotte ("Shoulda Let U Go"). When a man likes to try on this many musical hats — the retro reggae of "Me Love," the smooth soul swirl of "Love Like This" with Natasha Bedingfield — it helps to have our carefully selected Sean Kingston Essentials to keep you hip to only his best.