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1. The Shawshank Redemption (1994)
directed by Frank Darabont
featuring Tim Robbins, Morgan Freeman, Bob Gunton, Bill Sadler, Clancy Brown
In 1946, a banker named Andy Dufresne (Tim Robbins) is convicted of a double murder, even though he stubbornly proclaims his innocence. He's ... More
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2. Cool Hand Luke (1967)
directed by Stuart Rosenberg
featuring Paul Newman, George Kennedy, J.D. Cannon, Lou Antonio, Robert Drivas, Strother Martin
Paul Newman was nominated for an Oscar and George Kennedy received one for his work in this allegorical prison drama. Luke Jackson (Paul Newman) is ... More
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3. Chicago (2002)
directed by Rob Marshall
featuring Catherine Zeta-Jones, Renée Zellweger, Richard Gere, Queen Latifah, John C. Reilly
A starry-eyed would-be star discovers just how far the notion that "there's no such thing as bad publicity" can go in this screen adaptation of the ... More
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4. The Hurricane (1999)
directed by Norman Jewison
featuring Denzel Washington, Vicellous Shannon, Deborah Kara Unger, Liev Schreiber, John Hannah
In 1966, Rubin "Hurricane" Carter was a top-ranked middleweight boxer whom many fight fans expected to become world champion. When three people were ... More
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5. Dead Man Walking (1995)
directed by Tim Robbins
featuring Susan Sarandon, Sean Penn, Robert Prosky, Raymond J. Barry, R. Lee Ermey
Tim Robbins' second directorial effort (after the political satire Bob Roberts) was this drama based on a true story, which explores the issue of ... More
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6. Brubaker (1980)
directed by Stuart Rosenberg
featuring Robert Redford, Yaphet Kotto, Jane Alexander, Murray Hamilton, David Keith
Fact-based drama starring Robert Redford as Henry Brubaker, the new inmate at a run-down Southern prison that's become notorious for corruption and ... More
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7. Oz: Season 04 (2000)
As season four of Oz begins, the experimental unit at Oswald State Correctional Facility known as "Emerald City" is not living up to manager Tim ... More
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8. The Paperboy (2012)
directed by Lee Daniels
featuring Zac Efron, Matthew McConaughey, Nicole Kidman, John Cusack, David Oyelowo, Scott Glenn, Ned Bellamy
A man (John Cusack) convicted of killing a seedy sheriff is given a new life when a female pen pal (Nicole Kidman) enlists the aid of two journalists ... More
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9. South Central (1992)
directed by Steve Anderson
featuring Glenn Plummer, Byron Minns, Lexie Bigham, Vincent Craig Dupree, LaRita Shelby
Glenn Plummer delivers a powerful performance in this angry film based on Crips, a novel written by South Central Los Angeles high school teacher ... More
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10. Oz: Season 06 (2003)
Although Oz's longtime narrator, wheelchair-bound prison inmate Augustus Hill (Harold Perrineau Jr.), was killed at the end of the series' fifth ... More
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11. I Love You Phillip Morris (2010)
directed by Glenn Ficarra, John Requa
featuring Jim Carrey, Ewan McGregor, Leslie Mann, Rodrigo Santoro, Antoni Corone
Bad Santa co-screenwriters Glenn Ficara and John Requa re-team for this fact-based black comedy starring Jim Carrey as a Texas police officer-turned ... More
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12. Out of Sight (1998)
directed by Steven Soderbergh
featuring George Clooney, Jennifer Lopez, Ving Rhames, Don Cheadle, Dennis Farina
Steven Soderbergh directed this crime caper adapted from the novel by Elmore Leonard. When ex-con Jack Foley (George Clooney) robs a bank, his car ... More
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13. Bronson (2009)
directed by Nicolas Winding Refn
featuring Tom Hardy, Hugh Ross, Juliet Oldfield, Jonny Phillips, James Lance
The notorious life of the U.K.'s "most violent prisoner" serves as the subject of Pusher Trilogy director Nicolas Winding Refn's brutal biopic. Born ... More
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14. The Green Mile (1999)
directed by Frank Darabont
featuring Tom Hanks, David Morse, Bonnie Hunt, Michael Clarke Duncan, James Cromwell, Michael Jeter, Graham Greene, Gary Sinise
Director Frank Darabont, who made an acclaimed feature film debut with The Shawshank Redemption (1994), based on a Stephen King novel set in a prison ... More
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15. An Innocent Man (1989)
directed by Peter Yates
featuring Tom Selleck, F. Murray Abraham, Laila Robins, David Rasche, Richard Young
In Peter Yates' crime drama An Innocent Man, Tom Selleck plays Jimmie Rainwood, a stock figure airline maintenance supervisor with a perfect family. ... More
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16. The New Guy (2002)
directed by Edward Decter
featuring D.J. Qualls, Eliza Dushku, Zooey Deschanel, Lyle Lovett, Jerod Mixon, Eddie Griffin
Former Prada model and Road Trip co-star D.J. Qualls makes a bid for leading man status in this nerd-makeover comedy. Qualls stars as Dizzy, a dorky ... More
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17. The Longest Yard (1974)
directed by Robert Aldrich
featuring Burt Reynolds, Eddie Albert
Ex-football star Paul Crewe (Burt Reynolds) ends up in a prison run by sadistic sports-nut Warden Hazen (Eddie Albert). Strong-armed into forming an ... More
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18. Brute Force (1947)
directed by Jules Dassin
featuring Burt Lancaster, Hume Cronyn, Charles Bickford, Yvonne De Carlo, Ann Blyth
Burt Lancaster had one of his first starring roles in this hard-hitting prison drama. Capt. Munsey (Hume Cronyn) is a cruel, corrupt prison guard who ... More
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19. Lock Up (1989)
directed by John Flynn
featuring Sylvester Stallone, Donald Sutherland, John Amos, Sonny Landham, Tom Sizemore
Sylvester Stallone is a tough but essentially decent convict in a relatively humane prison. He's on such good terms with the authorities that he's ... More
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20. Half Past Dead (2002)
directed by Don Michael Paul
featuring Steven Seagal, Morris Chestnut, Ja Rule, Nia Peeples, Tony Plana, Bruce Weitz
Action hero Steven Seagal goes behind bars -- though don't worry, he isn't really a bad guy -- in this action thriller. Sascha Petrosevitch (Seagal ... More
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21. I Want to Live! (1958)
directed by Robert Wise
featuring Susan Hayward, Simon Oakland, Virginia Vincent, Theodore Bikel, Wesley Lau
Grim, almost unbearably intense, I Want To Live is the story of the life and execution of Barbara Graham (Susan Hayward) a perjurer, prostitute, liar ... More
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22. Jailhouse Rock (1957)
directed by Richard Thorpe
featuring Elvis Presley, Judy Tyler, Mickey Shaughnessy, Vaughn Taylor, Jennifer Holden
One of the best of Elvis Presley's pre-Army films, Jailhouse Rock offers us the sensual, "dangerous" Elvis that had won the hearts of the kids and ... More
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23. Midnight Express (1978)
directed by Alan Parker
featuring Brad Davis, Randy Quaid, John Hurt, Bo Hopkins, Irene Miracle, Paul L. Smith
Midnight Express is a harrowing tale of a naïve American caught in a nightmare of his own making thousands of miles from his home. Billy Hayes (Brad ... More
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24. Bad Boys (1983)
directed by Rick Rosenthal
featuring Sean Penn, Reni Santoni, Esai Morales, Eric Gurry, Jim Moody
Following magnetic performances in Taps (1981) and Fast Times at Ridgemont High (1982), young actor Sean Penn sealed his reputation as one of his ... More
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25. Last Dance (1996)
directed by Bruce Beresford
featuring Sharon Stone, Rob Morrow, Randy Quaid, Peter Gallagher, Jack Thompson
The relationship between an unproven lawyer and the female convict he attempts to save from execution is detailed in this death-row drama. Sharon ... More
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