However, Kutcher's home life worsened as his parents divorced when he was 16.During his senior year, he broke into his high school at midnight with his cousin in an attempt to steal money; he was arrested leaving the scene.
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Kutcher attended Washington High School in Cedar Rapids for his freshman year, before his family moved to Homestead, Iowa, where he attended Clear Creek Amana High School.
During high school, he developed a passion for acting and appeared in school plays.
He has an older sister named Tausha and a fraternal twin brother named Michael, who had a heart transplant when the brothers were young children.
Michael also has cerebral palsy and is a spokesperson for the advocacy organization Reaching for the Stars.
What I've noticed is that a lot of people just wait for opportunities to happen; they expect that the world will give them what they want.
"Yeah it was a little awkward I have to say," Cryer, 49, began to answer, before Eastwood chimed in with his own shocking revelation.
After placing first, he dropped out of college and won a trip to New York City to the International Modeling and Talent Association (IMTA) Convention.
After his stay in New York City, Kutcher returned to Cedar Rapids, before relocating to Los Angeles to pursue a career in acting.
Kutcher was convicted of third-degree burglary and sentenced to three years' probation and 180 hours of community service.
Kutcher stated that although the experience "straightened him out", he lost his girlfriend and anticipated college scholarships, and was ostracized at school and in his community.
If you thought Eastwood was angry at Kutcher over the incident, you'd be wrong.