Iowa native Kutcher seems like the kind of guy who's always led a charmed life, but he's had his share of heartbreaks. His fraternal twin has cerebral palsy, he lived through a stormy home life growing up, and he was busted for burglary in high school. But things started looking up after Kutcher moved to L.A. and was cast in the sitcom, That 70s Show. He moved on to film roles like Dude, Where's My Car?, and he has produced and starred in MTV's prankfest Punk'd. His marriage to Demi Moore, 15 years older, has produced much hand wringing among his female fans, but that hasn't stopped them from flocking to his flicks.
- Monday March 24 at 9:00AM EDT