10. Gerard Butler
While it’s true that Aniston has been linked to actor Christopher Gartin and Pink Taco CEO Harry Morton, Gerard Butler was the most famous object of the actress’s affection before her relationship with Theroux. Butler and Aniston starred in 2010’s “The Bounty Hunter” together, which caused both sparks and rumors of a romance between them to fly. While their relationship was never confirmed and could easily have been the product of speculation based on Aniston’s history of dating co-stars, at least “Jenard” fans have the film to hold on to.