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 (Flashback)
for Howard Stark (Flashback) in Iron Man 2 (2010)
Suggested by danthemememan
Iron Man 2 is a 2010 American superhero film based on the Marvel Comics character Iron Man, produced by Marvel Studios and distributed by Paramount Pictures.[N 1] It is the sequel to 2008's Iron Man, and the third film in the Marvel Cinematic Universe (MCU). Directed by Jon Favreau and written by Justin Theroux, the film stars Robert Downey Jr. as Tony Stark / Iron Man, alongside Gwyneth Paltrow, Don Cheadle, Scarlett Johansson, Sam Rockwell, Mickey Rourke, and Samuel L. Jackson. Six months after the events of Iron Man, Tony Stark is resisting calls by the United States government to hand over the Iron Man technology while also combating his declining health from the arc reactor in his chest. Meanwhile, rogue Russian scientist Ivan Vanko has developed the same technology and built weapons of his own in order to pursue a vendetta against the Stark family, in the process joining forces with Stark's business rival, Justin Hammer. Following the successful release of Iron Man in May 2008, Marvel Studios announced and immediately set to work on producing a sequel. In July of that same year Theroux was hired to write the script, and Favreau was signed to return and direct. Downey, Paltrow and Jackson were set to reprise their roles from Iron Man, while Cheadle was brought in to replace Terrence Howard in the role of James Rhodes. In the early months of 2009, Rourke, Rockwell, and Johansson filled out the supporting cast, and filming took place from April to July.
