
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

Michael De Santa
for Michael De Santa in Grand Theft Auto
Suggested by josecasillias

Amidst the turmoil, three very different criminals plot their own chances of survival and success: Franklin, a street hustler looking for real opportunities and serious money; Michael, a professional ex-con whose retirement is a lot less rosy than he hoped it would be; and Trevor, a violent maniac driven by the chance of a cheap high and the next big score. Running out of options, the crew risks everything in a series of daring and dangerous heists that could set them up for life
