Ashton Kutcher

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Ashton Kutcher Trivia

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    • Ashton: (on making a bet with friends over Jennifer Aniston) Yeah, that I'd go on a date with her. I was in a basement in Iowa hanging out with my buddies, I was probably 17 or 18, and I bet a buddy $1000 that I would some day go on a date with Jennifer Aniston. She was married to Brad Pitt at the time, so I asked his permission to ask her and he said, "Yeah, it's cool, go ahead. I'll film it." So I said, "Okay, great." So we had a date set up at Pizza Hut and then it came time to pull it off and she didn't want to go. Like, I was serious, and I think she thought I was joking. I don't know. I definitely was serious.

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