Sean Penn was destined to become an award-winning actor. He was born into an entertainment family on August 17, 1960 and grew up in Los Angeles. Like his parents, he had an interest in acting and directing, which led him to move to New York City to pursue his dream. He landed roles on several TV shows and appeared in the Broadway play Heartland. His big break came in 1981 when he starred alongside Tom Cruise and Timothy Hutton in Taps. He then appeared in popular films like Fast Times at Ridgemont High, Bad Boys, and The Falcon and the Snowman.

Penn was starting to create a bad boy image, and his aggressive behavior towards the paparazzi even got him imprisoned for 34 days for punching an extra who tried to take his picture. He shifted his focus to his career and directed his first film The Indian Runner, which received mild reviews. He soon starred in one of his best films Dead Man Walking, which earned Golden Globe Award and Academy Award nominations and also won him the Independent Spirit Award. He finally won his first Academy Award for his performance in Clint Eastwood’s Mystic River and another one for his role in Milk.

Throughout his successful career, Sean Penn has had a number of high-profile celebrity relationships. He gained a whole new level of fame when he wed pop icon Madonna in 1985. Unfortunately, the famous couple divorced after four years of celebrity marriage. He then married Robin Wright in 1996, and they had two children together before their celebrity divorce in 2010. In June 2014, rumors started swirling that he was dating Oscar-winning actress Charlize Theron, but they announced their split in June 2015.

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