Sort by Popularity - Most Popular Movies and TV Shows With Sean Penn
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1. Curb Your Enthusiasm (2000– )
TV-MA | 30 min | Comedy
Larry David stars as an over-the-top version of himself in this comedy series that shows how seemingly trivial details of day-to-day life can precipitate a catastrophic chain of events.
Stars: Larry David, Cheryl Hines, Jeff Garlin, Susie Essman
Votes: 147,954
2. Friends (1994–2004)
TV-14 | 22 min | Comedy, Romance
Follows the personal and professional lives of six twenty to thirty year-old friends living in the Manhattan borough of New York City.
Stars: Jennifer Aniston, Courteney Cox, Lisa Kudrow, Matt LeBlanc
Votes: 1,090,045
3. Family Guy (1999– )
TV-MA | 22 min | Animation, Comedy
In a wacky Rhode Island town, a dysfunctional family strives to cope with everyday life as they are thrown from one crazy scenario to another.
Stars: Alex Borstein, Seth MacFarlane, Seth Green, Mila Kunis
Votes: 364,835
4. Two and a Half Men (2003–2015)
TV-14 | 22 min | Comedy, Romance
A hedonistic jingle writer's free-wheeling life comes to an abrupt halt when his brother and 10-year-old nephew move into his beach-front house.
Stars: Jon Cryer, Ashton Kutcher, Angus T. Jones, Conchata Ferrell
Votes: 280,924
5. Asphalt City (2023)
R | 125 min | Drama, Thriller
Ollie Cross is a young paramedic assigned to the NYC night shift with an uncompromising and seasoned partner Gene Rutkovsky. Each 911 call is often dangerous and uncertain, putting their lives on the line every day to help others.
Director: Jean-Stéphane Sauvaire | Stars: Sean Penn, Tye Sheridan, Gbenga Akinnagbe, Michael Pitt
Votes: 2,758
6. Little House on the Prairie (1974–1983)
TV-PG | 60 min | Drama, Family, Romance
The life and adventures of the Ingalls family in the nineteenth century American Midwest.
Stars: Melissa Gilbert, Michael Landon, Karen Grassle, Rachel Lindsay Greenbush
Votes: 26,954
7. Death Proof (2007)
R | 127 min | Action, Drama, Thriller
Two separate sets of voluptuous women are stalked at different times by a scarred stuntman who uses his "death proof" cars to execute his murderous plans.
Director: Quentin Tarantino | Stars: Kurt Russell, Zoë Bell, Rosario Dawson, Vanessa Ferlito
Votes: 314,312
8. Saturday Night Live (1975– )
TV-14 | 90 min | Comedy, Music
A famous guest host stars in parodies and sketches created by the cast of this witty show.
Stars: The Saturday Night Live Band, Don Pardo, Darrell Hammond, Kenan Thompson
Votes: 52,808
9. Fast Times at Ridgemont High (1982)
R | 90 min | Comedy, Drama
A group of Southern California high school students are enjoying their most important subjects: sex, drugs and rock n' roll.
Director: Amy Heckerling | Stars: Sean Penn, Jennifer Jason Leigh, Judge Reinhold, Robert Romanus
Votes: 115,919 | Gross: $27.09M
10. Into the Wild (2007)
R | 148 min | Adventure, Biography, Drama
After graduating from Emory University, top student and athlete Christopher McCandless abandons his possessions, gives his entire $24,000 savings account to charity and hitchhikes to Alaska to live in the wilderness. Along the way, Christopher encounters a series of characters that shape his life.
Director: Sean Penn | Stars: Emile Hirsch, Vince Vaughn, Catherine Keener, Marcia Gay Harden
Votes: 658,845 | Gross: $18.35M
11. The Game (1997)
R | 129 min | Drama, Mystery, Thriller
After a wealthy San Francisco banker is given an opportunity to participate in a mysterious game, his life is turned upside down as he begins to question if it might really be a concealed conspiracy to destroy him.
Director: David Fincher | Stars: Michael Douglas, Deborah Kara Unger, Sean Penn, James Rebhorn
Votes: 430,245 | Gross: $48.32M
12. Untitled Paul Thomas Anderson Event Film (2025)
Crime, Drama, Thriller | Filming
Plot under wraps
Director: Paul Thomas Anderson | Stars: Leonardo DiCaprio, Sean Penn, Regina Hall, Wood Harris
13. Mystic River (2003)
R | 138 min | Crime, Drama, Mystery
The tragic murder of a 19-year-old girl reunites three childhood friends still living in Boston--the victim's gangster father, a detective, and the disturbed man they both suspect of killing her.
Director: Clint Eastwood | Stars: Sean Penn, Tim Robbins, Kevin Bacon, Emmy Rossum
Votes: 486,386 | Gross: $90.14M
14. The Secret Life of Walter Mitty (2013)
PG | 114 min | Adventure, Comedy, Drama
When both he and a colleague are about to lose their job, Walter takes action by embarking on an adventure more extraordinary than anything he ever imagined.
Director: Ben Stiller | Stars: Ben Stiller, Kristen Wiig, Jon Daly, Kathryn Hahn
Votes: 341,415 | Gross: $58.24M
15. The Thin Red Line (1998)
R | 170 min | Drama, History, War
Adaptation of James Jones' autobiographical 1962 novel, focusing on the conflict at Guadalcanal during the second World War.
Director: Terrence Malick | Stars: Jim Caviezel, Sean Penn, Nick Nolte, Kirk Acevedo
Votes: 199,813 | Gross: $36.40M
16. Licorice Pizza (2021)
R | 133 min | Comedy, Drama, Romance
The story of Alana Kane and Gary Valentine growing up, running around and going through the treacherous navigation of first love in the San Fernando Valley, 1973.
Director: Paul Thomas Anderson | Stars: Alana Haim, Cooper Hoffman, Sean Penn, Tom Waits
Votes: 140,534
17. Carlito's Way (1993)
R | 144 min | Crime, Drama, Thriller
A Puerto Rican former convict, just released from prison, pledges to stay away from drugs and violence despite the pressure around him and lead on to a better life outside of N.Y.C.
Director: Brian De Palma | Stars: Al Pacino, Sean Penn, Penelope Ann Miller, John Leguizamo
Votes: 232,655 | Gross: $36.95M
18. Risky Business (1983)
R | 99 min | Comedy, Crime, Drama
A Chicago teenager is looking for fun at home while his parents are away, but the situation quickly gets out of hand.
Director: Paul Brickman | Stars: Tom Cruise, Rebecca De Mornay, Joe Pantoliano, Richard Masur
Votes: 100,001 | Gross: $63.50M
19. The Tree of Life (2011)
PG-13 | 139 min | Drama, Fantasy
The story of a family in Waco, Texas in 1956. The eldest son witnesses the loss of innocence and struggles with his parents' conflicting teachings.
Director: Terrence Malick | Stars: Brad Pitt, Sean Penn, Jessica Chastain, Hunter McCracken
Votes: 184,265 | Gross: $13.30M
20. Being John Malkovich (1999)
R | 113 min | Comedy, Drama, Fantasy
A puppeteer discovers a portal that leads literally into the head of movie star John Malkovich.
Director: Spike Jonze | Stars: John Cusack, Cameron Diaz, Catherine Keener, John Malkovich
Votes: 353,667 | Gross: $22.86M
21. The Angry Birds Movie (2016)
PG | 97 min | Animation, Action, Adventure
When an island populated by happy, flightless birds is visited by mysterious green pigs, it's up to three unlikely outcasts to figure out what the pigs are up to.
Directors: Clay Kaytis, Fergal Reilly | Stars: Jason Sudeikis, Josh Gad, Danny McBride, Maya Rudolph
Votes: 104,086 | Gross: $107.51M
22. Babel (I) (2006)
R | 143 min | Drama
Tragedy strikes a married couple on vacation in the Moroccan desert, which jump starts an interlocking story involving four different families.
Director: Alejandro G. Iñárritu | Stars: Brad Pitt, Cate Blanchett, Gael García Bernal, Mohamed Akhzam
Votes: 317,357 | Gross: $34.30M
23. I Am Sam (2001)
PG-13 | 132 min | Drama
An intellectually disabled man fights for custody of his 7-year-old daughter and in the process teaches his cold-hearted lawyer the value of love and family.
Director: Jessie Nelson | Stars: Sean Penn, Michelle Pfeiffer, Dakota Fanning, Dianne Wiest
Votes: 155,432 | Gross: $40.31M
24. Gangster Squad (2013)
R | 113 min | Action, Crime, Drama
It's 1949 Los Angeles, the city is run by gangsters and a malicious mobster, Mickey Cohen. Determined to end the corruption, John O'Mara assembles a team of cops, ready to take down the ruthless leader and restore peace to the city.
Director: Ruben Fleischer | Stars: Sean Penn, Ryan Gosling, Emma Stone, Giovanni Ribisi
Votes: 222,916 | Gross: $46.00M
25. Barnaby Jones (1973–1980)
60 min | Crime, Drama, Mystery
Private eye Barnaby Jones works with his widowed daughter-in-law to solve cases.
Stars: Buddy Ebsen, Lee Meriwether, Mark Shera, John Carter
Votes: 3,152
26. The Professor and the Madman (2019)
Not Rated | 124 min | Biography, Drama, History
Professor James Murray begins work compiling words for the first edition of the Oxford English Dictionary in the 19th century, and receives over 10,000 entries from a patient at Broadmoor Criminal Lunatic Asylum, Dr. William Minor.
Director: Farhad Safinia | Stars: Mel Gibson, Sean Penn, Eddie Marsan, Natalie Dormer
Votes: 51,133
27. Daddio (2023)
R | 101 min | Drama
A woman taking a cab ride from JFK engages in a conversation with the taxi driver about the important relationships in their lives.
Director: Christy Hall | Stars: Dakota Johnson, Sean Penn, Marcos A. Gonzalez, Shannon Gannon
Votes: 152
28. The Daily Show (1996– )
TV-14 | 22 min | Comedy, News, Talk-Show
A comedy news show featuring humorous takes on top stories.
Stars: Jon Stewart, Trevor Noah, Stephen Colbert, Roy Wood Jr.
Votes: 48,211
29. Bad Boys (1983)
R | 123 min | Crime, Drama, Thriller
Chicago crime kid Mick O'Brien is sent to reform school after accidentally killing a rival's kid brother.
Director: Rick Rosenthal | Stars: Sean Penn, Reni Santoni, Jim Moody, Eric Gurry
Votes: 17,109 | Gross: $9.20M
30. The Pledge (I) (2001)
R | 124 min | Crime, Drama, Mystery
A retiring police detective pledges to catch the killer of a young child.
Director: Sean Penn | Stars: Jack Nicholson, Benicio Del Toro, Patricia Clarkson, Beau Daniels
Votes: 67,837 | Gross: $19.72M
31. U Turn (1997)
R | 125 min | Crime, Drama, Thriller
A man heading to Vegas to pay off his gambling debt before the Russian mafia kills him is forced to stop in an Arizona town where everything that can go wrong does go wrong.
Director: Oliver Stone | Stars: Sean Penn, Jennifer Lopez, Nick Nolte, Billy Bob Thornton
Votes: 54,822 | Gross: $6.63M
32. Dead Man Walking (1995)
R | 122 min | Crime, Drama
A nun, while comforting a convicted killer on death row, empathizes with both the killer and his victim's families.
Director: Tim Robbins | Stars: Susan Sarandon, Sean Penn, Robert Prosky, Raymond J. Barry
Votes: 101,887 | Gross: $39.39M
33. Colors (1988)
R | 120 min | Action, Crime, Drama
An experienced cop and his rookie partner patrol the streets of East Los Angeles while trying to keep the gang violence under control.
Director: Dennis Hopper | Stars: Sean Penn, Robert Duvall, Maria Conchita Alonso, Randy Brooks
Votes: 29,879 | Gross: $46.62M
34. Gaslit (2022)
TV-MA | 60 min | Biography, Drama, History
A modern take on the 1970s political Watergate scandal centering on untold stories and forgotten characters of the time.
Stars: Julia Roberts, Sean Penn, Dan Stevens, Betty Gilpin
Votes: 7,657
35. 21 Grams (2003)
R | 124 min | Crime, Drama, Thriller
A freak accident brings together a critically ill mathematician, a grieving mother, and a born-again ex-con.
Director: Alejandro G. Iñárritu | Stars: Sean Penn, Benicio Del Toro, Naomi Watts, Danny Huston
Votes: 246,030 | Gross: $16.29M
36. Where the Wild Things Are (2009)
PG | 101 min | Adventure, Drama, Family
Yearning for escape and adventure, a young boy runs away from home and sails to an island filled with creatures that take him in as their king.
Director: Spike Jonze | Stars: Max Records, Catherine O'Hara, Forest Whitaker, Pepita Emmerichs
Votes: 108,572 | Gross: $77.23M
37. On the Road (2012)
R | 124 min | Adventure, Drama, Romance
Young writer Sal Paradise has his life shaken by the arrival of free-spirited Dean Moriarty and his girl, Marylou. As they travel across the country, they encounter a mix of people who each impact their journey indelibly.
Director: Walter Salles | Stars: Sam Riley, Garrett Hedlund, Kristen Stewart, Amy Adams
Votes: 43,320 | Gross: $0.72M
38. Taps (I) (1981)
PG | 126 min | Drama
Military cadets take extreme measures to ensure the future of their academy when its existence is threatened by local condo developers.
Director: Harold Becker | Stars: George C. Scott, Timothy Hutton, Ronny Cox, Sean Penn
Votes: 20,116 | Gross: $35.86M
39. C*A*U*G*H*T (2023– )
Comedy
Four Australian soldiers sent on a mission to a war-torn country are captured by freedom fighters and produce a hostage video that goes viral.
Stars: Ben O'Toole, Kick Gurry, Lincoln Younes, Alexander England
Votes: 629
40. The Crossing Guard (1995)
R | 111 min | Drama, Thriller
Freddy Gale is a seedy jeweller who has sworn to kill the drunk driver who killed his little girl.
Director: Sean Penn | Stars: Jack Nicholson, David Morse, Anjelica Huston, Robin Wright
Votes: 14,480 | Gross: $0.83M
41. At Close Range (1986)
R | 111 min | Crime, Drama
Reunited with his career criminal father, tough teen Brad thinks he's found his ticket to an exciting life of crime, only to find out he's wrong.
Director: James Foley | Stars: Sean Penn, Christopher Walken, Mary Stuart Masterson, Chris Penn
Votes: 17,783 | Gross: $2.35M
42. Milk (I) (2008)
R | 128 min | Biography, Drama, History
The story of American gay activist Harvey Milk, who fought for gay rights and was elected as California's first openly gay official.
Director: Gus Van Sant | Stars: Sean Penn, Josh Brolin, Emile Hirsch, Diego Luna
Votes: 179,951 | Gross: $31.84M
43. Casualties of War (1989)
R | 113 min | Action, Crime, Drama
During the Vietnam War, a soldier finds himself the outsider of his own squad when they unnecessarily kidnap a female villager.
Director: Brian De Palma | Stars: Michael J. Fox, Sean Penn, Don Harvey, John C. Reilly
Votes: 48,177 | Gross: $18.67M
44. The Larry Sanders Show (1992–1998)
TV-MA | 30 min | Comedy
A comedic behind the scenes look at a late night talk show.
Stars: Garry Shandling, Jeffrey Tambor, Wallace Langham, Rip Torn
Votes: 9,396
45. State of Grace (1990)
R | 134 min | Action, Crime, Drama
A Boston cop is recruited to return to his hometown and infiltrate the mob ran by his best friend's brother.
Director: Phil Joanou | Stars: Sean Penn, Ed Harris, Gary Oldman, Robin Wright
Votes: 24,826 | Gross: $1.91M
46. Hounddog (2007)
R | 98 min | Drama, Music
A drama set in the American South, where a precocious, troubled girl finds a safe haven in the music and movement of Elvis Presley.
Director: Deborah Kampmeier | Stars: Dakota Fanning, David Morse, Piper Laurie, Granoldo Frazier
Votes: 6,540 | Gross: $0.13M
47. The Graham Norton Show (2007– )
TV-14 | 60 min | Comedy, Music, Talk-Show
Irish comedian Graham Norton hosts his very own chat show, which includes chatting to A-list celebrities, the very famous Red Chair game, live music, lots of jokes and fun from Graham and the celebrities themselves.
Stars: Graham Norton, Ricky Gervais, Judi Dench, Jack Whitehall
Votes: 13,215
48. The Interpreter (2005)
PG-13 | 128 min | Crime, Mystery, Thriller
Political intrigue and deception unfold inside the United Nations, where a U.S. Secret Service agent is assigned to investigate an interpreter who overhears an assassination plot.
Director: Sydney Pollack | Stars: Nicole Kidman, Sean Penn, Catherine Keener, Jesper Christensen
Votes: 111,007 | Gross: $72.71M
49. Persepolis (2007)
PG-13 | 96 min | Animation, Biography, Drama
A precocious and outspoken Iranian girl grows up during the Islamic Revolution.
Directors: Vincent Paronnaud, Marjane Satrapi | Stars: Chiara Mastroianni, Catherine Deneuve, Gena Rowlands, Danielle Darrieux
Votes: 100,283 | Gross: $4.45M
50. Real Time with Bill Maher (2003– )
TV-MA | 60 min | Comedy, News, Talk-Show
Comedian and political satirist Bill Maher discusses topical events with guests from various backgrounds.
Stars: Bill Maher, Andrew Sullivan, Michael Moore, Arianna Huffington
Votes: 14,347