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Adrian Grenier

His bohemian attitude and good looks helped Adrian Grenier stand out among his peers, even as he took a low-key, personal approach to stardom. Starting out in indie fare like "Hurricane Streets" (1997) and "The Adventures of Sebastian Cole" (1998), Grenier romanced mainstream moviegoers - and Melissa Joan Hart - in the teen comedy "Drive Me Crazy" (1999), but had less success sweeping Anne Hathaway off her feet in the Meryl Streep blockbuster "The Devil Wears Prada" (2006). His best known role came in the form of Vincent Chase, the mellow movie star center of the universe on the critically acclaimed series "Entourage" (HBO, 2004-2011), anchoring the long-running ensemble comedy in typical flash-free fashion. While Grenier's un-Hollywood lack of outright ambition and under-the-radar project choices may have kept him from becoming a superstar, he seemed satisfied to live and work at his low-key professional level.