Both young and on the heels of romantic splits, Olivia and Bradley were rumored to be 'definitely hooking up' in the...

Cooper and Zellweger, who costarred in Case 39, have been dating since last July, and rumors began circulating they...

Bradley Cooper and Jennifer Aniston went on a date at a romantic Italian restaurant called Il Cantinori in Manhattan...

These two were spotted out getting cozy at Il Cielo in Los Angeles. It was a first date sort of thing and that was it...

These two dated for a year in 2009 though not much is known of their relationship. Isabella is the sister of Jordana...

Cooper and Diaz were spotted arm and arm enough times around NYC that some speculated the two were more than friends...

Jennifer Esposito and Bradley Cooper dated for a couple year before finally getting married. But marriage didn't suit...