Ashton Kutcher Made Bet That He Could Date Jennifer Aniston

On The Graham Norton Show Ashton Kutcher revealed that when he was a teenager he made a $1,000 bet with a friend that he could get a date with Jennifer Aniston someday. When he got to Hollywood, he actually asked Brad Pitt if he could date his wife. Brad was all for it, but for some reason Jen wasn’t eager to go out for pizza with the dumb guy from That ’70s Show.