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
Howard Stark
for Howard Stark in Avengers: Endgame (2019)
Suggested by danthemememan
Avengers: Endgame is a 2019 American superhero film based on the Marvel Comics superhero team the Avengers, produced by Marvel Studios and distributed by Walt Disney Studios Motion Pictures. It is the sequel to 2012's The Avengers, 2015's Avengers: Age of Ultron, and 2018's Avengers: Infinity War, and the twenty-second film in the Marvel Cinematic Universe (MCU). It was directed by Anthony and Joe Russo and written by Christopher Markus and Stephen McFeely, and features an ensemble cast including Robert Downey Jr., Chris Evans, Mark Ruffalo, Chris Hemsworth, Scarlett Johansson, Jeremy Renner, Don Cheadle, Paul Rudd, Brie Larson, Karen Gillan, Danai Gurira, Benedict Wong, Jon Favreau, Bradley Cooper, Gwyneth Paltrow, and Josh Brolin. In the film, the surviving members of the Avengers and their allies attempt to reverse the damage caused by Thanos in Infinity War. Avengers: Endgame was widely anticipated, and Disney backed the film with extensive marketing campaigns. The film received praise for its direction, acting, musical score, action sequences, visual effects, and emotional weight, with critics lauding its culmination of the 22-film story. It grossed nearly $2.8 billion worldwide, surpassing Infinity War's entire theatrical run in just eleven days and breaking numerous box office records, including becoming the highest-grossing film of all time, overtaking 2009's Avatar.
