Madonna and Sean Penn at Charity Auction

Madonna and Sean Penn at Charity Auction

Madonna and Sean Penn team up for a charity gala for the African nation of Malawi at Art Basel in Miami on December 2nd, 2016. Are they getting back together?!
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Madonna and Sean Penn Wedding Photo

Madonna and Sean Penn Wedding Photo

Madonna and Sean Penn share a never-before-seen wedding photo from their ceremony back in 1985. They just now released the photo to sell at a charity auction.
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Madonna and Sean Penn throwback pic

Madonna and Sean Penn throwback pic

Madonna posted this throwback photo of her and Sean Penn in August 2015.
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Keep it Classy Sean

Keep it Classy Sean

Sean Penn sure knows how to dress to impress. This is him on the red carpet mind you.
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Sean Penn Photograph

Sean Penn Photograph

No one doubts the acting ability of Sean Penn. Some take issue with his political stances, however.
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Sean Penn Mustache

Sean Penn Mustache

Sean Penn and that mustache ... wow. Quite the look. Up or down, whaddaya think?
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Sean Penn, Esquire

Sean Penn, Esquire

Sean Penn on the cover of Esquire. Interesting guy.
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Sean Penn Image

Sean Penn Image

Sean at a charity event. This guy always looks like he wants to to punch somebody.
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Sean Penn Pic

Sean Penn Pic

Sean Penn is one of the greatest actors in the world. His political views have often overshadowed his talent, however.
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Sean Penn Smoking

Sean Penn Smoking

Sean Penn is a renowned smoker. It's done a lot of things for his looks too.
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Sean Penn and Charlize Theron

Sean Penn and Charlize Theron

Sean Penn and Charlize Theron broke up unexpectedly last week. Now, sources are saying Theron cut Penn loose in particularly brutal fashion.
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Sean Penn, Charlize Theron Red Carpet Pic

Sean Penn, Charlize Theron Red Carpet Pic

Sean Penn and Charlize Theron in happier times. The couple broke up after 18 months of dating.
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