Entertainment

The Best R-Rated Prison Movies  

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545 votes 92 voters 8.3k views 46 items

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List of R-Rated prison movies, ranked from best to worst with movie trailers when available. This list takes the best R-Rated prison movies and pits them against each other to see once and for all what the greatest R-Rated Prison movie of all time is. This list of popular R-Rated prison movies includes information like who directed the film, when it was released and which actors starred in the movie. If you think the top R-Rated Prison movie isn't as high as it should be then be sure to vote it up so it can take its rightful place among the other great R-Rated Prison films on this list. If you're trying to find a specific R-Rated Prison film you can search this list and filter to find what you're looking for.

List contains movies like Stir Crazy and Midnight Express.

If you're trying to find out "What are the best R-Rated prison movies?" and "What are the most famous R-Rated prison movies?" then this list is the perfect resource for you.

Use this list if you're looking for some new prison movies that are rated R. Between Netflix, Hulu and other services there are thousands of great prison movies rated R, so get out there and start watching.

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Did you know that Sidney Poitier and Steve Buscemi have both directed R Prison film movies?

list ordered by
1
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Richard Pryor, Gene Wilder, Craig T. Nelson
Stir Crazy is a 1980 American comedy film directed by Sidney Poitier and starring Gene Wilder and Richard Pryor as down-on-their-luck friends who are given 125-year prison sentences after being ...more
2
The Shawshank Redemption is listed (or ranked) 2 on the list The Best R-Rated Prison Movies
BaruchLalaev added Morgan Freeman, Rita Hayworth, Tim Robbins
The Shawshank Redemption is a 1994 American drama film written and directed by Frank Darabont and starring Tim Robbins and Morgan Freeman. Adapted from the Stephen King novella Rita Hayworth and ...more
3
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John Hurt, Randy Quaid, Brad Davis
Midnight Express is a 1978 American-British prison drama film directed by Alan Parker, produced by David Puttnam and starring Brad Davis, Irene Miracle, Bo Hopkins, Paolo Bonacelli, Paul L. ...more
4
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Glenn Plummer, Carl Lumbly, Byron Minns
South Central is a 1992 American crime drama film, written and directed by Stephen Milburn Anderson. This film is an adaptation of the 1987 novel Crips by Donald Bakeer, a former high school ...more
5
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Burt Reynolds, Bernadette Peters, Ray Nitschke
The Longest Yard is a 1974 American sports comedy film directed by Robert Aldrich. Written by Tracy Keenan Wynn based on a story by producer Albert S. Ruddy, the film follows inmates at a prison ...more
6
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Sylvester Stallone, Donald Sutherland, Tom Sizemore
Lock Up is a 1989 American prison action film directed by John Flynn. The film stars Sylvester Stallone and Donald Sutherland. The film was released in the United States on August 4, 1989.
7
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Nicolas Cage, Morgan Freeman, Robert Redford
Brubaker is a 1980 American prison drama film starring Robert Redford, Yaphet Kotto and David Keith. The film, which was directed by Stuart Rosenberg, is a fictionalized account of a 1967 prison ...more
8
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Robert Redford, Mark Ruffalo, Robin Wright
The Last Castle is a 2001 American action drama film directed by Rod Lurie, starring Robert Redford, James Gandolfini, Mark Ruffalo and Delroy Lindo. The film portrays a struggle between inmates ...more
9
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Jason Statham, Vinnie Jones, Omid Djalili
Mean Machine is a 2001 British comedy-drama film directed by Barry Skolnick. It stars former footballer Vinnie Jones. The film is an adaptation of the 1974 American film The Longest Yard, ...more
10
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Penitentiary 2 Mr. T, Ernie Hudson, Rudy Ray Moore
Penitentiary II is a 1982 American Blaxploitation drama film, directed by Jamaa Fanaka. Released on April 2, 1982, the film is the sequel to 1979's Penitentiary. It was followed by another ...more
11
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Val Kilmer, Anne Archer, Sam Shepard
Felon is a 2008 American prison film written and directed by Ric Roman Waugh. The film stars Stephen Dorff, Val Kilmer and Harold Perrineau. The film tells the story of the family man who ends ...more
12
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Mos Def, Lark Voorhies, MC Lyte
Civil Brand is a 2002 feature film written by Preston A. Whitmore II and Joyce Renee Lewis, and directed by Neema Barnette. It features N'Bushe Wright, Da Brat, Mos Def, LisaRaye McCoy, and ...more
13
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Mickey Rourke, Willem Dafoe, Edward Furlong
Animal Factory is a 2000 drama film about life in prison, set in San Quentin. The film was directed by Steve Buscemi, and stars Willem Dafoe, Edward Furlong, Danny Trejo, John Heard, Mickey ...more
14
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Barbara Steele, DesireƩ Cousteau, Gary Goetzman
Caged Heat is an exploitation film from 1974 of the "women-in-prison" film genre. It was written and directed by Jonathan Demme for New World Pictures, headed by Roger Corman. The film ...more
15
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Nick Nolte, Joe Mantegna, Ernie Hudson
Weeds is a 1987 American drama feature film about a prison inmate who writes a play that catches the attention of a visiting reporter. The film was directed by John D. Hancock, and stars Nick ...more
16
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Penitentiary Badja Djola, Chuck Mitchell, Leon Isaac Kennedy
Penitentiary is a 1979 American blaxploitation drama film film starring Leon Isaac Kennedy as Martel "Too Sweet" Gordone that deals with the wrongful imprisonment of a black youth. The ...more
17
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Tom Selleck, Abraham Murphy, Tobin Bell
An Innocent Man, is a 1989 crime thriller film directed by Peter Yates, and starring Tom Selleck. The film follows James Rainwood, an airline mechanic sent to prison when framed by crooked ...more
18
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Jean-Claude Van Damme, Dean Martin, Cynthia Gibb
Death Warrant is a 1990 action movie starring Jean-Claude Van Damme. The film was written by David S. Goyer while a student at USC, and was Goyer's first screenplay to be sold and produced ...more
19
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Richard Roundtree, Don "The Dragon" Wilson, Richard Paul
Bloodfist III: Forced to Fight is a 1992 action/adventure film starring Don "The Dragon" Wilson, Richard Roundtree, and Gregory McKinney. It was directed by Oley Sassone and written by ...more
20
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Jim Carrey, Ewan McGregor, Leslie Mann
I Love You Phillip Morris is a 2009 comedy film based on the 1980s and '90s real-life story of con artist, impostor, and multiple prison escapee Steven Jay Russell, as played by Jim Carrey. ...more
21
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Wendy O. Williams, Sybil Danning, Sherri Stoner
Reform School Girls is a 1986 American film, written and directed by Tom DeSimone. It stars Linda Carol, Wendy O. Williams, Pat Ast, Sybil Danning and Sherri Stoner, and depicts the story of ...more
22
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Kirsten Dunst, Morgan Freeman, Billy Bob Thornton
Levity is a 2003 drama film directed by Ed Solomon. Its theatrical release was on April 4. The score for this film was composed by Mark Oliver Everett of the band Eels. Levity was filmed in ...more
23
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Pam Grier, Roberta Collins, Paquito Diaz
Women in Cages is a 1971 film in the women in prison sexploitation subgenre, co-produced by Roger Corman and directed by Gerardo de León. It was prominently featured in the Planet Terror ...more
24
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Elsa Pataky, Jeffrey Combs, Santiago Segura
Beyond Re-Animator is a 2003 Spanish horror film directed by Brian Yuzna and starring Jeffrey Combs, Jason Barry, Simón Andreu, Elsa Pataky and Santiago Segura. It is the third ...more
25
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Pam Grier, Sid Haig, Eddie Garcia
Black Mama White Mama is a 1973 women in prison film with elements of blaxploitation, starring Pam Grier and Margaret Markov, and directed by Eddie Romero. The film is also known as Women in ...more