Tag Archives: bets

Ashton Kutcher Dreamed Of Dating Jennifer Aniston

“I bet a high school buddy $1,000 that one day I would go on a date with Jennifer Aniston. … I was 17 years old and she was on my screensaver. … Five years later I actually met her and I asked Brad Pitt’s permission to ask his wife out on a date. He was so cool and said ‘You go for it,’ so I asked her and she turned me down. Now we’re friends so it might still happen, but now I have to ask Demi’s permission and I just don’t know how to broach that with the wife. But I do want to win the bet.”

Ashton Kutcher reveals to Graham Norton of the BBC that his dream woman back in the day wasn’t Demi Moore, but Jennifer Aniston. For some reason, I can just picture young Ashton watching “Friends” and drooling at the Rachel scenes. [NY Daily News] Keep reading »

How To Not Get Action In High School: Wear The Same Pair Of Shoes For 4 Years

Thanks, Ben Hedblom, for wearing the same shoes for four years as a bet and ruining any progress we’d made with men forgoing their too-tatty threads. In all fairness, the teen, who has been wearing a pair of Nike Shox throughout high school, could actually teach guys (and girls) a thing or two about how people are treated based on outward appearances. What began as a silly challenge between Hedblom and his Spanish teacher turned into a psychological test, causing the student to turn the experience into his senior project. Apparently, people felt so bad for him, strangers in McDonald’s would offer to buy him new kicks. Said Hedblom: “It made me think less of what other people think of me. And it made me approach them and talk to them. And they got to know me as a person. That goes way past the physical experience … I’ve learned a lot about self image. You are what you believe you are.” Aww.

Well, we’re assuming Mr. Hedblom remained a virgin throughout his high school career. Way to practice abstinence, kid. [TampaBay.com] Keep reading »

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