Ashton Kutcher wants to date Jennifer Aniston

A long time ago, in a galaxy far away, Ashton Kutcher used to be a high school student, and apparently his computer screensaver was rotating photos of his celebrity crush, Jennifer Aniston.  Ashton bet one of his friends $1,000 that he would one day have a date with Jennifer – and now he intends to win that bet.

It nearly happened once before, back when Jennifer and Brad were still a thing and Ashton was still up-and-coming.  He asked Brad Pitt for permission to ask Jennifer out, and Brad was totally cool about it and played along.  Unfortunately, Jennifer turned Ashton down on that occasion, but he says he still holds out hope that one day he’ll win the bet.