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Leighton Meester (in Fendi) joined the boys of Entourage for the season five premiere at the Ziegfeld theater in New York City. Rather than feeling intimidated by the young guns on the show, Meester—who guest stars as a virginal pop star—admitted that it was her scene with music legend Tony Bennett that made her nervous. "I actually don't know how I got through it," the actress said. "I was pretty sure that I was going to sweat my palms off!"

—With reporting by Bronwyn Barnes and Nakisha Williams