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Bradley Cooper Congratulates Ex Jennifer Aniston on Engagement

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Jennifer Aniston and Bradley Cooper in 2007.

Bradley Cooper has nothing but love for Jennifer Aniston, whom he dated briefly in the summer of 2009.

At the L.A. premiere of Hit and Run August 14, Cooper, 37, was asked about the Bounty Hunter actress’ recent engagement to Justin Theroux, her love of 18 months. “That’s awesome!” Cooper told Us Weekly. (The two both starred in 2009’s ensemble rom-com He’s Just Not That Into You, but did not share any scenes.)

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(Reps for both Theroux, 41, and Aniston, 43, confirmed the stars’ engagement to Us August 12; Screenwriter/writer Theroux’s rep added, “Justin Theroux had an amazing birthday Friday, receiving an extraordinary gift when his girlfriend, Jennifer Aniston, accepted his proposal of marriage.”)

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Jennifer Aniston and Justin Theroux walk in the West Village on September 18, 2011 in New York City.

Cooper and Aniston were first spotted dining together at New York City’s Il Cantinori on June 18, 2009. When Cooper and his Case 39 costar Renee Zellweger, 43, decided to amp up their romance, Aniston was disappointed, a source told Us at the time. “She wanted to turn her date with Cooper into something.”

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All that is water under the bridge now. According to an insider, Theroux — who first met Aniston via mutual pal Ben Stiller on the 2007 set of Tropic Thunder — “makes her feel safe and secure when she’s with him. A lot of her insecurities melt away.”

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And Theroux, who costarred with Aniston and Paul Rudd in Wanderlust, is the perfect match for once-wed Aniston. “He’s a charming young man,” the Friends star’s father, Days of Our Lives actor John Aniston, told Us in late 2011. “I think they make a wonderful couple.”

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