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Later that year, she started dating actor Tate Donovan of ‘The O. This relationship was the first one to turn serious enough to generate rumors of wedding bells.
Tate and Jennifer were serious about each other and they even got engaged.
Wiki info Aniston's biggest box office success to date was her appearance in the comedy Bruce Almighty (2003), in which she played the girlfriend of Jim Carrey's title character.  Aniston appeared in the low-budget drama Friends with Money (2006), which was first shown at the Sundance Film Festival and received a limited release. Club's Keith Phipps gave the film a negative review stating, "It’s like watching the 'we were on a break' episode of Friends stretched to feature length, and without the blessed relief of commercial breaks or the promise of Seinfeld around the corner.
Earlier this week, Schreiber was spotted spending time with Gerard Butler’s ex-girlfriend Morgan Brown in Los Angeles. Aniston appeared in two major studio films, the thriller Derailed (2005), and the rom-com Rumor Has It. " It was released on June 2 and grossed approximately US. The film was successful at the box office grossing US4 million worldwide. The Scottish actor, 40, has been seen out in the French capital with stunning television presenter Laurie Chloewa, 29, just days after he was pictured groping his Bounty Hunter co-star Jennifer in the city. They seemed fairly into each other, but the relationship was so public during its duration that suspicions about its authenticity were raised quite a bit.In 2006, they broke up after having been a couple for about a year.¬† Until the beginning of 2009, Jennifer dated singer John Mayer for about a year.