mdblist.com logo The Best Sean Penn Movies. Go to The Best Shows


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poster
HBO Max Amazon Channel
85
7.8
/300478/
74
/11204/
74
/2620/
4.2
/1970412/
94
/433/
85
/2012/
95
/63/
cc age 16+

One Battle After Another (2025)
Washed-up revolutionary Bob exists in a state of stoned paranoia, surviving off-grid with his spirited, self-reliant daughter, Willa. When his evil nemesis resurfaces after 16 years and she goes missing, the former radical scrambles to find her, father and daughter both battling the consequences of his past.
poster
84
7.9
/517609/
77
/10490/
77
/7241/
3.9
/460516/
89
/203/
89
/7571/
84
/42/
cc age 17+

Mystic River (2003)
The lives of three men who were childhood friends are shattered when one of them suffers a family tragedy.
poster
84
7.9
/2036/
74
/33/
71
/27/
3.7
/1321/
100
/14/
92
/61/

Dear America: Letters Home from Vietnam (1987)
Real-life letters written by American soldiers, sailors, airmen, and Marines during the Vietnam War to their families and friends back home. Archive footage of the war and news coverage thereof augment the first-person "narrative" by men and women who were in the war, some of whom did not survive it.
poster
Amazon Prime Video
82
7.5
/107715/
74
/1861/
73
/1453/
3.7
/3036/
97
/60/
86
/1955/
80
/26/
cc age 17+

Dead Man Walking (1995)
A death row inmate turns for spiritual guidance to a local nun in the days leading up to his scheduled execution for the murders of a young couple.
poster
82
7.5
/185288/
74
/3415/
72
/2341/
3.8
/109990/
93
/241/
89
/11620/
83
/39/
cc age 16+

Milk (2008)
The true story of Harvey Milk, the first openly gay man ever elected to public office. In San Francisco in the late 1970s, Harvey Milk becomes an activist for gay rights and inspires others to join him in his fight for equal rights that should be available to all Americans.
poster
Criterion Channel
80
7.9
/245766/
78
/4431/
78
/3372/
4.1
/183721/
84
/51/
91
/4455/
66
/25/

Carlito's Way (1993)
Free after years in prison, Carlito Brigante intends to give up his criminal ways, but it's not long before the ex-con is sucked back into the New York City underworld.
poster
79
7.8
/3743/
78
/92/
66
/51/
3.8
/2563/
84
/50/
89
/132/
77
/25/

Bukowski: Born Into This (2003)
Director John Dullaghan’s biographical documentary about infamous poet Charles Bukowski, Bukowski: Born Into This, is as much a touching portrait of the author as it is an exposé of his sordid lifestyle. Interspersed between ample vintage footage of Bukowski’s poetry readings are interviews with the poet’s fans including such legendary figures such as Lawrence Ferlinghetti, Joyce Fante (wife of John), Bono, and Harry Dean Stanton. Filmed in grainy black and white by Bukowski’s friend, Taylor Hackford, due to lack of funding, the old films edited into this movie paint Bukowski’s life of boozing and brawling romantically, securing Bukowski’s legendary status.
poster
Netflix
78
7.1
/157650/
69
/5868/
70
/2544/
3.5
/754216/
90
/326/
65
/548/
90
/55/
cc age 15+

Licorice Pizza (2021)
The story of Gary Valentine and Alana Kane growing up, running around and going through the treacherous navigation of first love in the San Fernando Valley, 1973.
poster
The Roku Channel
78
7.6
/13757/
76
/468/
70
/159/
3.8
/12822/
92
/96/
88
/625/
76
/27/
cc age 15+

Dogtown and Z-Boys (2002)
This award-winning, thrilling story is about a group of discarded kids who revolutionized skateboarding and shaped the attitude and culture of modern day extreme sports. Featuring old skool skating footage, exclusive interviews and a blistering rock soundtrack, DOGTOWN AND Z-BOYS captures the rise of the Zephyr skateboarding team from Venice's Dogtown, a tough "locals only" beach with a legacy of outlaw surfing.
poster
77
7.6
/211321/
73
/4969/
74
/3207/
4.1
/193110/
80
/106/
80
/5228/
78
/32/
cc age 15+

The Thin Red Line (1998)
The story of a group of men, an Army Rifle company called C-for-Charlie, who change, suffer, and ultimately make essential discoveries about themselves during the fierce World War II battle of Guadalcanal. It follows their journey, from the surprise of an unopposed landing, through the bloody and exhausting battles that follow, to the ultimate departure of those who survived.
poster
Peacock Premium
77
7.7
/465582/
78
/14079/
75
/7129/
3.8
/566145/
77
/64/
84
/5324/
63
/19/
cc age 16+

The Game (1997)
In honor of his birthday, San Francisco banker Nicholas Van Orton, a financial genius and a cold-hearted loner, receives an unusual present from his younger brother, Conrad: a gift certificate to play a unique kind of game. In nary a nanosecond, Nicholas finds himself consumed by a dangerous set of ever-changing rules, unable to distinguish where the charade ends and reality begins.
poster
76
6.8
/107285/
70
/3134/
65
/1415/
3.4
/126545/
93
/54/
73
/2016/
75
/9/
cc age 16+

Risky Business (1983)
Meet Joel Goodson, an industrious, college-bound 17-year-old and a responsible, trustworthy son. However, when his parents go away and leave him home alone in the wealthy Chicago suburbs with the Porsche at his disposal he quickly decides he has been good for too long and it is time to enjoy himself. After an unfortunate incident with the Porsche Joel must raise some cash, in a risky way.
poster
76
6.8
/191389/
66
/3998/
67
/3268/
3.8
/271942/
86
/293/
60
/6428/
85
/50/
cc age 14+

The Tree of Life (2011)
The impressionistic story of a Texas family in the 1950s. The film follows the life journey of the eldest son, Jack, through the innocence of childhood to his disillusioned adult years as he tries to reconcile a complicated relationship with his father. Jack finds himself a lost soul in the modern world, seeking answers to the origins and meaning of life while questioning the existence of faith.
poster
76
7.6
/252559/
73
/4640/
73
/3310/
3.8
/105784/
80
/177/
86
/6176/
70
/41/
cc age 16+

21 Grams (2003)
Paul Rivers, an ailing mathematician lovelessly married to an English émigré; Christina Peck, an upper-middle-class suburban housewife and mother of two girls; and Jack Jordan, a born-again ex-con, are brought together by a terrible accident that changes their lives.
poster
75
7.1
/27145/
69
/342/
66
/294/
3.6
/12382/
74
/100/
83
/800/
85
/26/

Before Night Falls (2000)
Spanning several decades, this powerful biopic offers a glimpse into the life of famed Cuban poet and novelist Reinaldo Arenas, an artist who was vilified for his homosexuality in Fidel Castro's Cuba.
poster
MGM Plus
74
6.9
/20101/
68
/455/
68
/294/
3.5
/13761/
87
/23/
78
/357/
67
/9/

At Close Range (1986)
Brad Whitewood Jr. lives in rural Pennsylvania and has few prospects. Against his mother's wishes, he seeks out his estranged father, the head of a gang of thieves in a nearby town. Though his new girlfriend supports his criminal ambitions, Brad Jr. soon learns that his father is a dangerous man. Inspired by the real events that led to the end of the Johnston Gang, who operated in the northeastern United States in the 1970s.
poster
Amazon Prime Video
74
7.2
/38045/
69
/517/
67
/538/
3.6
/20169/
77
/60/
81
/510/
70
/33/

Sweet and Lowdown (1999)
In the 1930s, jazz guitarist Emmet Ray idolizes Django Reinhardt, faces gangsters and falls in love with a mute woman.
poster
74
7.1
/51313/
72
/1121/
71
/970/
3.6
/31493/
82
/50/
75
/692/
75
/24/

Casualties of War (1989)
During the Vietnam War, a soldier finds himself the outsider of his own squad when they unnecessarily kidnap a female villager.
poster
MGM Plus
73
6.8
/13995/
68
/296/
64
/170/
3.4
/6235/
83
/24/
70
/171/
68
/15/

The Falcon and the Snowman (1985)
The true story of a disillusioned military contractor employee and his drug pusher childhood friend who became walk-in spies for the Soviet Union.
poster
Amazon Prime Video
73
7.1
/28358/
71
/622/
69
/398/
3.6
/16258/
86
/28/
82
/560/
60
/19/

State of Grace (1990)
Hell's Kitchen, New York. Terry Noonan returns home after a ten-year absence. He soon reconnects with Jackie, a childhood friend and member of the Irish mob, and rekindles his love affair with Jackie's sister Kathleen.
poster
The Roku Channel
72
7.2
/18509/
72
/498/
69
/289/
3.6
/9966/
89
/19/
81
/508/
53
/10/

Bad Boys (1983)
Mick O'Brien is a young Chicago street thug torn between a life of petty crime and the love of his girlfriend. But when the heist of a local drug dealer goes tragically wrong Mick is sentenced to a brutal juvenile prison where violence is a rite of passage and respect is measured in vengeance.
poster
Netflix
70
6.6
/14547/
68
/855/
63
/279/
3.2
/27907/
75
/114/
89
/56/
62
/25/
cc age 17+

Daddio (2024)
A woman taking a cab ride from JFK airport engages in a conversation with the driver about the important relationships in their lives.
poster
Kanopy
69
6.7
/32618/
71
/886/
64
/514/
3.3
/17891/
75
/40/
71
/549/
66
/15/

Colors (1988)
A confident young cop is shown the ropes by a veteran partner in the dangerous gang-controlled barrios of Los Angeles, where the gang culture is enforced by the colors the members wear.
poster
69
6.9
/26516/
65
/341/
64
/298/
3.4
/4945/
67
/128/
69
/767/
63
/38/

The Assassination of Richard Nixon (2004)
It’s 1974 and Sam Bicke has lost everything. His wife leaves him with his three kids, his boss fires him, his brother turns away from him, and the bank won’t give him any money to start anew. He tries to find someone to blame for his misfortunes and comes up with the President of the United States who he plans to murder.
poster
Amazon Prime Video
68
6.7
/38433/
68
/849/
69
/1287/
3.4
/30848/
66
/87/
58
/487/
61
/29/

This Must Be the Place (2011)
A bored, retired rock star sets out to find his father's tormentor, an ex-Nazi war criminal who is a refugee in the U.S.
poster
Amazon Prime Video
68
6.8
/52661/
67
/1562/
64
/832/
3.1
/11556/
78
/174/
65
/1773/
69
/35/
cc age 14+

Fair Game (2010)
A devoted wife and mother leads a secret life as a CIA agent until her husband’s article exposes a scandal, putting her identity and loved ones at risk. As her world crumbles, she must navigate the fallout of her double life.
poster
Hulu
66
6.5
/7337/
67
/494/
59
/52/
2.7
/20449/
85
/65/
58
/92/
68
/15/
cc age 13+

BRATS (2024)
In the 1980s, Andrew McCarthy was part of a young generation of actors who were set to take over Hollywood after a string of successful teen movies. However, when the New York magazine cover story in 1985 dubs them the Brat Pack, stars in the making suddenly find themselves losing control over the trajectory of their careers. Now, almost forty years later, McCarthy looks to reconnect with peers and co-stars so that together they can reflect on their respective legacies.
poster
Kanopy
66
6.6
/5599/
61
/115/
62
/90/
3.2
/2984/
67
/12/
62
/69/
66
/11/

Racing with the Moon (1984)
In a small coastal California town, Henry and Nicky are pals from blue collar families with only a short time before they ship off to World War II. Henry begins romancing new-to-town Caddie Winger, believing her to be wealthy. Mischievous and irresponsible, Nicky gets into trouble which forces the other two to become involved, testing their relationship, as well as the friendship between the boys.
poster
66
6.8
/21779/
70
/560/
68
/289/
3.3
/10926/
68
/25/
67
/322/
49
/5/
cc age 14+

Taps (1981)
Military cadets take extreme measures to ensure the future of their academy when its existence is threatened by local condo developers.
poster
YouTube TV
65
7.1
/123867/
72
/3512/
67
/1334/
3.5
/167872/
78
/59/
80
/5091/
61
/21/
cc age 17+

Fast Times at Ridgemont High (1982)
Based on the real-life adventures chronicled by Cameron Crowe, Fast Times follows a group of high school students growing up in Southern California. Stacy Hamilton and Mark Ratner are looking for love, and are helped along by their older classmates, Linda Barrett and Mike Damone. Jeff Spicoli, a perpetually stoned surfer faces-off with the resolute teacher, Mr. Hand. Hilarity and heartbreak ensue.
poster
65
7.3
/367245/
75
/15622/
72
/8047/
3.9
/751898/
52
/195/
71
/5084/
54
/39/
cc age 12+

The Secret Life of Walter Mitty (2013)
A timid magazine photo manager who lives life vicariously through daydreams embarks on a true-life adventure when a negative goes missing.
poster
Starz
74
63
7.7
/3329/
72
/128/
69
/110/
3.6
/5729/
83
/68/

The Cutting Edge: The Magic of Movie Editing (2004)
Documentary about the art of film editing. Clips are shown from many groundbreaking films with innovative editing styles.
poster
Hoopla
63
5.9
/9059/
61
/127/
59
/126/
3.1
/3101/
68
/40/
62
/140/
61
/30/

She's So Lovely (1997)
After being released from a psychiatric institution, a man tries to redeem himself in the eyes of his now-ex wife from the events that led up to his incarceration.
poster
62
6.4
/113779/
65
/2380/
63
/1522/
3.0
/31800/
57
/190/
54
/2653/
62
/41/
cc age 17+

The Interpreter (2005)
After Silvia Broome, an interpreter at United Nations headquarters, overhears plans of an assassination, an American Secret Service agent is sent to investigate.
poster
62
7.6
/161238/
76
/3371/
75
/2440/
3.5
/89277/
35
/144/
86
/12306/
28
/33/
cc age 14+

I Am Sam (2001)
Sam, a neurodivergent man, has a daughter with a homeless woman who abandons them when they leave the hospital, leaving Sam to raise Lucy on his own. But as Lucy grows up, Sam's limitations as a parent start to become a problem and the authorities take her away. Sam convinces high-priced lawyer Rita to take his case pro bono and in turn teaches her the value of love and family.
poster
Amazon Prime Video
61
5.8
/10743/
59
/103/
54
/105/
3.0
/2654/
57
/37/
65
/178/

Hurlyburly (1998)
A group of actors and their casting agents try to find a direction in their lives whilst coming to terms with their personal problems and relationship conflicts.
poster
60
6.8
/672/
70
/53/
65
/16/
50
/10/
61
/11/
44
/6/

The Human Experiment (2013)
A documentary that explores the potential dangers of toxic chemicals in consumer products and the recent spike in unexplained health phenomena.
poster
59
6.7
/57233/
67
/962/
66
/783/
3.2
/20031/
59
/54/
63
/789/
54
/20/

U Turn (1997)
When a desperate man’s car breaks down in a bizarre desert town while evading vengeful bookies, he becomes entangled in a dangerous love triangle. Caught between a married couple, he’s faced with deadly contracts to kill them both.
poster
fuboTV
57
6.0
/1881/
63
/95/
55
/24/
3.0
/621/
47
/17/
74
/16/
47
/11/

Superpower (2023)
Sean Penn and Aaron Kaufman’s documentary, shot just before and after Russian invasion of Ukraine on 24th February 2022, and featuring several interviews with Ukraine President Volodymyr Zelensky.
poster
Hulu
56
6.1
/8455/
61
/783/
61
/190/
3.0
/10516/
46
/54/
55
/4/
47
/15/
cc age 17+

Asphalt City (2024)
A young paramedic is paired with a seasoned partner on the night shift in New York revealing a city in crisis. Discovering the chaos firsthand, he is tested with the ethical ambiguity that can be the difference between life and death.
poster
Amazon Prime Video
56
7.2
/54576/
73
/2720/
71
/1256/
3.4
/21880/
41
/34/
80
/255/
27
/5/
cc age 13+

The Professor and the Madman (2019)
Professor James Murray begins work compiling words for the first edition of the Oxford English Dictionary in the mid 19th century, and receives over 10,000 entries from a patient at Broadmoor Criminal Lunatic Asylum, Dr. William Minor.
poster
Kanopy
56
6.1
/26027/
63
/480/
61
/533/
3.0
/10115/
48
/21/
41
/188/
48
/18/
cc age 13+

We're No Angels (1989)
Two escaped cons' only prayer to escape is to pass themselves off as priests and pass by the police blockade at the border into the safety of Canada.
poster
55
6.0
/2949/
55
/36/
52
/33/
3.2
/468/
45
/60/
36
/27/
57
/31/

Up at the Villa (2000)
Superficial people are revealed and drastically changed by circumstance or luck in this a tale of death, seduction, blackmail and theft among British and Americans in Florence in the turbulent days just before World War II.
poster
54
6.7
/228086/
69
/6543/
64
/4169/
2.8
/102205/
30
/205/
57
/3909/
40
/38/
cc age 17+

Gangster Squad (2013)
Los Angeles, 1949. Ruthless, Brooklyn-born mob king Mickey Cohen runs the show in this town, reaping the ill-gotten gains from the drugs, the guns, the prostitutes and — if he has his way — every wire bet placed west of Chicago. And he does it all with the protection of not only his own paid goons, but also the police and the politicians who are under his control. It’s enough to intimidate even the bravest, street-hardened cop… except, perhaps, for the small, secret crew of LAPD outsiders led by Sgt. John O’Mara and Jerry Wooters who come together to try to tear Cohen’s world apart.
poster
Amazon Prime Video
52
6.3
/115434/
70
/15050/
62
/3897/
2.7
/202547/
44
/160/
47
/1453/
43
/27/
cc age 7+

The Angry Birds Movie (2016)
An island populated entirely by happy, flightless birds or almost entirely. In this paradise, Red, a bird with a temper problem, speedy Chuck, and the volatile Bomb have always been outsiders. But when the island is visited by mysterious green piggies, it’s up to these unlikely outcasts to figure out what the pigs are up to.
poster
The Roku Channel
51
5.5
/4057/
59
/251/
57
/164/
2.6
/3619/
40
/86/
47
/45/
53
/24/
cc age 15+

Flag Day (2021)
A father lives a double life as a counterfeiter, bank robber and con man in order to provide for his daughter.
poster
48
5.8
/10454/
55
/176/
54
/185/
2.6
/4233/
34
/64/
38
/186/
45
/22/

The Weight of Water (2001)
A newspaper photographer researches an 1873 double homicide and finds her own life paralleling that of a witness who survived the tragic ordeal.
poster
Kanopy
48
5.6
/29190/
55
/602/
54
/466/
2.7
/7889/
49
/140/
22
/1226/
51
/18/
cc age 16+

What Just Happened (2008)
During the course of an ordinary week in Hollywood, movie producer Ben must navigate his way through shark-infested waters as he struggles to complete his latest projects. A demanding studio boss demands extensive changes to a movie starring Sean Penn, while another chief won't greenlight a project unless star Bruce Willis shaves his beard. Meanwhile, Ben tries to reconcile with his wife and maintain a relationship with his young daughter.


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