Vince Vaughn and Jennifer Aniston dated from June, 2005 to December, 2006.. On Screen Matchups. Vince Vaughn and Jennifer Aniston were in The Break-Up (2006) together.. About. Vince Vaughn is a 49 year old American Actor. Born Vincent Anthony Vaughn on 28th March, 1970 in Minneapolis, Minnesota United States, he is famous for Swingers.
Dating Jennifer Aniston was great, but the constant attention was not, according to Vince Vaughn. “She’s great," Vaughn told Playboy for the magazine's March 2015 issue. "For me personally -- and I think most well-known actors who are together feel this way -- I never enjoyed the paparazzi side ...