Jennifer Aniston's Famous Men

From Brad to Vince to John to pup Norman, look back at the loves of the actress's life before she married Justin

VINCE VAUGHN

Life imitating art? By June 2005, Aniston rebounds with Vaughn, her costar in The Break-Up. The two share affectionate dates in his Chicago hometown and jet-set to her favorite Mexican getaway, fueling reports of an impending wedding. By the end of 2006, the couple break up.