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12. Ashton Kutcher and Jennifer Aniston
Ashton Kutcher gave a hilarious interview a few years ago, where he admitted he’s had a crush on Jennifer Aniston when he was a teenager. Back then, he used to have a photo of Aniston as a screensaver on his computer. He also had a very funny bet with a friend of $1,000 that he is going to go out for a date with the star. Well, he seems to have lost that money, the date never happened.