The actress hits the Big Apple with Zahara and Maddox. Plus: Brad Pitt, Jessica Simpson and more

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Jennifer Aniston celebrates with Jake Gyllenhaal on Monday at the 9th Annual Hollywood Awards Gala, where he was honored with the Breakthrough Actor statue. They first met when they costarred in 2002's The Good Girl, the same year Aniston won her own Hollywood Award – for Actress of the Year.