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Immediately following his separation from Jennifer Aniston, Brad Pitt began dating his “Mr. & Mrs. Smith” co-star, Angelina Jolie. The film went on to be a huge success, grossing more than $186 million domestically and more than $300 million worldwide, according to Box Office Mojo. The film’s success was arguably due to the tabloid hoopla surrounding the actor’s personal lives, leaving some to question why Aniston and Pitt never starred in a film together during their relationship.
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In 2004, Aniston spoke out about the potential of acting with her then-husband and suggested that it would simply be too distracting. “That would be just asking for trouble,” Aniston told the BBC. “You wouldn’t even see the movie, because it would be too much of a show in another way. Maybe years down the line, if the right thing came along, of course, we’d love to. Ocean’s Twenty, maybe.” Despite Aniston’s hesitation to act alongside the “Bullet Train” star in a film, the two previously shared a spot on the small screen. In 2001, Pitt guest starred on an episode of “Friends.”