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Teen Idols: Then & Now

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NOW: Sean Penn

Penn is a two-time Academy Award winner for his roles in "Mystic River" and "Milk." He is known for his political and social activism, most notably his criticism of the George W. Bush administration and his humanitarian work in the aftermath of Hurricane Katrina and the 2010 Haiti earthquake. Penn's decade-long marriage to actress Robin Wright ended in 2011. Penn was engaged to Oscar winner Charlize Theron between December 2014 and June 2015.—XFINITY Entertainment Staff (Photo: Larry Busacca/Getty)

The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

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