
Age: 65
male
Sean Justin Penn (born August 17, 1960) is an American actor and filmmaker. He is known for his intense leading man roles in film. His accolades include three Academy Awards, a Golden Globe Award, and nominations for three British Academy Film Awards, an Emmy Award, and a Grammy Award. He received the Honorary César in 2015 and the Bob Hope Humanitarian Award in 2022. Penn made his feature film debut in the drama Taps (1981), before taking roles in Fast Times at Ridgemont High (1982), Bad Boys (1983), and At Close Range (1986). He has won the Academy Award for Best Actor twice, for playing a grieving father in Mystic River (2003) and the gay rights activist Harvey Milk in Milk (2008). He won the Academy Award for Best Supporting Actor for playing the ruthless military officer Colonel Steven J. Lockjaw in One Battle After Another (2025). He was Oscar-nominated for Dead Man Walking (1995), Sweet and Lowdown (1999), and I Am Sam (2001). He also acted in Casualties of War (1989), State of Grace (1990), Carlito's Way (1993), The Game(1997), The Thin Red Line (1998), Hurlyburly (1998), 21 Grams (2003), Fair Game (2010), The Tree of Life (2011), Licorice Pizza (2021) and Daddio (2023). Penn made his directorial film debut with the crime drama The Indian Runner (1991), followed by The Crossing Guard (1995), The Pledge (2001), and Into the Wild (2007). On stage, he acted in the Broadway plays Heartland (1981) and Slab Boys (1983). On television, he portrayed an astronaut in the Hulu drama series The First (2018) and John N. Mitchell in the Starz political thriller miniseries Gaslit (2022). Penn has also engaged in political and social activism, including his criticism of the George W. Bush administration, his contact with the presidents of Cuba and Venezuela, his humanitarian work in the aftermath of Hurricane Katrina in 2005 and the 2010 Haiti earthquake, and his support for Ukrainian President Volodymyr Zelenskyy amidst the Russian-Ukrainian war. Description above from the Wikipedia article Sean Penn, licensed under CC-BY-SA, full list of contributors on Wikipedia.

Sean Penn

Roger Harrington
for Roger Harrington in Spider-Man Origins: One Month Later (2005)
Suggested by matthewfenner

In his first tumultuous year as Spider-Man, fifteen-year-old Peter Parker struggles to balance the crushing weight of grief, guilt, and responsibility. Just one month after the murder of Uncle Ben, the sting of loss still drives him to patrol the grim backstreets of Queens, desperate to make his uncle’s last words—“With great power comes great responsibility”—mean something. But being Spider-Man isn’t glamorous. Every night brings bruises, blood, and the haunting realization that no one can save everyone. Between homework, bullies, and the lies he tells Aunt May, Peter’s double life begins to fracture, pulling him toward an emotional breaking point. When a ruthless new gang emerges, flooding the city with high-risk drugs and chaos, Peter’s resolve is tested like never before. His crusade for justice turns brutal as his anger blurs the line between hero and avenger. In chasing vengeance, he risks becoming the very thing Uncle Ben warned him against. As Midtown High life collides with the dark underworld of New York, Peter must learn what it truly means to be a hero—not the one who strikes hardest, but the one who endures the pain and still chooses to do what’s right. This R-Rated origin captures the raw, violent birth of Spider-Man, before the legend—when he was still just a broken kid trying to make the world hurt a little less.