Sean Penn is an American-born actor, filmmaker, two-time Academy Award winner, political activist, and author. After making his acting debut as a child actor in the western series Little House on the Prairie, Penn starred in the 1981 film Taps. After that, the talented actor received critical acclaim for his roles in films such as At Close Range (1986), State of Grace (1990), and Carlito’s Way (1993).
Sean Penn cemented his status as a Hollywood leading actor with his appearance in Dead Man Walking (1995), for which he received his first nomination for the Best Actor Academy Award. After receiving two more nominations for his roles in Sweet and Lowdown (1999) and I Am Sam (2001), Penn finally won his first Oscar as Best Actor for his work in the drama film Mystic River (2003). Five years later, the talented actor received his second Oscar as best actor for his performance in the biography Milk (2008).
After his directorial debut in the crime thriller The Indian Runner (1991), Sean Penn has since directed further works, including the highly acclaimed biography Into the Wild (2007). In addition to his status as a Hollywood superstar, Sean Penn is also involved in political and social activities.
Sean Penn’s Bio, Age
Sean Justin Penn was born on August 17, 1960, in Santa Monica, California, the son of Hollywood actress Eileen Ryan (née Annucci) and acting director Leo Penn. He received his high school education at Santa Monica High School. As a teenager, Sean Penn received his first acting role as an extra on the western series Little House on the Prairie, in an episode directed by his father. A few years later he immersed himself in the film with a role in the 1981 action-drama Taps. This was followed by leading roles in Fast Times at Ridgemont High (1982), Bad Boys (1983), The Falcon and the Snowman (1985), At Close Range (1986), and several other films.
Sean Penn received his first 3 Oscar nominations for his performance in the films Dead Man Walking (1995), Sweet and Lowdown (1999) and I am Sam (2001). He finally received his first Oscar for his role in Clint Eastwood’s crime thriller Mystic River (2003). Over the years, the talented actor has earned a reputation for portraying real-life characters, including his Oscar-winning portrayal of real-life gay rights activist and politician Harvey Milk in the biography Milk (2008). Sean Penn has also directed several films and music videos. The multi-talented Hollywood star published his first novel Bob Honey Who Just Do Stuff in March 2018.
Sean Penn was born into a family of entertainers, actors, filmmakers, and musicians. His mother is of Irish and Italian descent, while his father was of Russian Jewish descent. His late father Leo Penn was an actor and director. His mother Eileen Ryan is a film and television actress.
He grew up with 2 brothers. His older brother, Michael Penn, is a singer and songwriter. Chris, the youngest of the Penn brothers, is also an actor and has several television and film roles. However, Chris Penn died of heart disease in 2006 at the age of 40.
Relationships & Affairs
In addition to his achievements as a movie star, Sean Penn has also made headlines for a number of high-profile relationships. During his long career, the Hollywood star has been romantically involved with some of Tinseltown’s most popular leading ladies. Penn’s first major relationship was with his Hollywood star, Elizabeth McGovern. The duo got together in 1984 after a meeting on the set of the film Racing with the Moon. The couple later announced their engagement but never made it to the altar.
The year after his first engagement, the Hollywood hunk met the music queen Madonna. Things went pretty fast between the two, as they got married on August 16, 1985, just a few months after their first meeting. The love-truck couple also starred in the 1986 adventure comedy Shanghai Surprise. However, Penn’s four-year marriage to Madonna was marred by several controversies, including violent outbursts against paparazzi and allegations of domestic violence.
Madonna first filed for divorce in December 1987, but later withdrew it. In January 1989 she finally filed for divorce again, which was finalized on 14 September 1989. 25 years after her not-so-amusable divorce, Madonna confirmed in an interview that all her claims that she had attacked Sean Penn were false.
Sean Penn’s longest relationship to date is with Hollywood actress and director Robin Wright, the mother of his children. The couple moved in together after the end of Penn’s first marriage. Their union produced two children – a daughter, Dylan Frances, born in April 1991, and a son named Hopper Jack, born in August 1993.
Sean Penn and Robin Wright were separated in 1995, and during this break, Penn had a brief romance with music artist Jewel. The following year, Penn and Wright got back together and finally entered into marriage on April 27, 1996. Their marriage lasted 14 years and ended in divorce in July 2010.
Sean Penn apparently took a break from the dating scene after the end of his marriage. In 2013 he met Hollywood star, Charlize Theron. They got engaged in December 2014, but the relationship ended 6 months later.
In 2016 Sean Penn was introduced to the up-and-coming Hollywood actress Leila George D’Onofrio, the daughter of Holywood actor-producer Vincent D’Onofrio. With an age difference of 31 years between them, Sean Penn and Leila George proved that age is really just a number.
Sean Penn’s first daughter Dylan Frances Penn was born on April 13, 1991, during his marriage to his actor colleague and director Robin Wright. Since she inherited a large gene pool for show business, it is not surprising that Dylan Penn followed the path of her highly talented parents. She currently works as a model and actress.
The young Penn made her first major modeling appearance in 2013 when she appeared in ads for Gap. She has also been featured in GQ, W, Elle, and Treats! magazines. As an actress, she has appeared in the horror-comedy Condemned (2015) and the comedy-drama Elvis & Nixon (2016), among others.
Sean Penn’s illustrious Hollywood career currently spans about 4 decades. He has been equally consistent as an actor and as a director. His career income combined with numerous juicy sponsorship contracts brings the net value of the movie star to an estimated $150 million.