Sean Penn: Photos Of The Actor

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November 8, 2022 11:36PM EST

Sean Penn is one of the most talented actors in the entertainment industry. Here are some of his best pics.

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Sean Penn

Sean Penn — Sean Penn is an Academy Award-winning actor. He made his feature film debut in the 1981 drama ‘Taps,’ but his breakout came a year later with the role of Jeff Spicoli in ‘Fast Times at Ridgemont High.’ From there, he appeared in ‘At Close Range,’ ‘’Bad Boys,’ ‘Colors,’ ‘We’re No Angels,’ and ‘Carlito’s Way.’ In 1995, Sean’s career took a dramatic turn with ‘Dead Man Walking,’ which earned him an Academy Award nomination for Best Actor. He would win the Oscar for his roles in 2003’s ‘Mystic River,’ and in the 2008 biopic, ‘Milk.’

Sean is not without his controversies. He’s been dogged with reports of alleged domestic violence – though he has always denied the reports and never has been arrested or charged with domestic violence – and in mid-1987, he was arrested and jailed for assaulting a photographer. He came under fire for his defense of then-Venezuelan president Hugo Chavez, for interview Joaquin ‘El Chapo’ Guzman, and for making a ‘green card’ joke about Alejandro González Iñárritu during the 87th Academy Awards.

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Sean Penn received a merit from Ukraine

Sean Penn received a merit from Ukraine — Ukrainian President Volodymyr Zelenskyy meets with the Hollywood actor and philanthropist Sean Penn, during a visit to the Ukrainian capital of Kyiv, Ukraine, on November 8, 2022. Penn gifted Zelenskyy with one of his personal Oscar statuettes and he received a Ukrainian merit award.

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Dylan Penn & Sean Penn At ‘Flag Day’ Premiere

Dylan Penn & Sean Penn At ‘Flag Day’ Premiere — Dylan Penn joins her dad Sean Penn at the LA premiere of Flag Day, August, 2021. The drama flick marks the first Dylan starred in opposite her father who also directed.

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Sean Penn Hosts 10th Anniversary Gala Benefiting CORE in 2020

Sean Penn Hosts 10th Anniversary Gala Benefiting CORE in 2020 — Sean Penn Hosts 10th Anniversary Gala Benefiting CORE, the non-profit he co-founded, at The Wiltern in Los Angeles in January 2020. The organization would help Angelinos get COVID-19 tests in the wake of the coronavirus pandemic.

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Sean Penn Honors Bradley Cooper

Sean Penn Honors Bradley Cooper — Sean Penn speaks at the 32nd Annual Cinematheque Awards honoring Bradley Cooper. Sean, despite his faults, has been a celebrated Hollywood figure for decades.

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Sean Penn in 2018

Sean Penn in 2018 — Sean Penn attends a ‘Jimmy Kimmel Live’ episode in 2018. Sean has won two Academy Awards — one for ‘Mystic River,’ one for his work in the biopic ‘Milk.’

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Sean Penn on ‘The FIrst

Sean Penn on ‘The FIrst — Sean Penn doesn’t just do movie work. Here, he appears as Tom Hagerty on the TV show, ‘The First.’

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Sean Penn In 2018

Sean Penn In 2018 — Sean Penn attends the ‘Bob Honey Who Just Do Stuff’ book launch and conversation in 2018. The event was held at the Central Presbyterian Church in Austin, Texas.

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Sean Penn As Harvey Milk

Sean Penn As Harvey Milk — Sean Penn in ‘Milk.’ The biopic covered the life and assassination of Harvey Milk, the first openly gay politician to hold public office in the United States.

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Sean Penn in ‘All Of The King’s Men’

Sean Penn in ‘All Of The King’s Men’ — Sean Penn, alongside Kate Winslet, in ‘All Of The King’s Men.’ The two appeared in the 2006 remake of the 1949 film.

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Sean Penn in ‘I Am Sam’

Sean Penn in ‘I Am Sam’ — Sean Penn in ‘I Am Sam,’ along with a young Dakota Fanning. The 2001 film saw Sean portray a man with an intellectual disability, something unheard of two decades later.

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Sean Penn in ‘U-Turn’

Sean Penn in ‘U-Turn’ — Sean Penn in the 1997 movie ‘U-Turn.’ Sean has been married at least twice, including one short-lived marriage to Madonna.

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