Smart Women Who Make Poor Choices In Men

December 16, 2014  |  
11 of 13

Jennifer Aniston

After starring on a successful sitcom, Jennifer Aniston has become a leading lady on the big screen. But while her professional career has flourished, her love life hasn’t gone so well. The “Friends” star was married to one of the hottest actors around but their union quickly deteriorated soon after Brad Pitt and Angelina Jolie starred together on “Mr. and Mrs. Smith.” Her ex-boyfriends include Vince Vaughn, Paul Rudd, serial womanizer John Mayer and Counting Crows frontman Adam Duritz. Aniston has been engaged to fellow actor Justin Thereoux since 2012.

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