Jennifer Aniston

America's sweetheart Jennifer Aniston grabbed our attention and had women everywhere vying for her hairstyle as the loveable Rachel Green on the hit series Friends. When she married Hollywood hunk Brad Pitt in 2000, Jennifer seemed to have it all. Eventually, Friends came to an end and so did her marriage. Brad started seeing Angelina Jolie and Jen wasn't looking for any sympathy! She bounced back quickly starring in tons of hit movies like The Break-Up and Marley and Me. She also didn't stay out of the dating pool too long, having romances with Vince Vaughn, John Mayer and her current boyfriend Justin Theroux.