The 2021 U.S. Open was quite the star-studded affair. Best pals Brad Pitt, 57, and Bradley Cooper, 46, decided to have a guys’ day out at the U.S. Open in New York City on September 12. Brad and Bradley were sitting side-by-side to watch Serbia’s Novak Djokovic and Russia’s Daniil Medvedev play in the men’s singles finals.