Movies Like The Whipping Boss

If you liked The Whipping Boss (1924), a movie directed by J.P. McGowan, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Kiss of the Spider Woman (1985)
★ 7/10
The story of two radically different men thrown together in a Latin American prison cell. One is Valentin, a journalist being tortured for his political beliefs. The other is Molina, a gay window-dresser who fills…
2
Cool Hand Luke (1967)
★ 7.7/10
When petty criminal Luke Jackson is sentenced to two years in a Florida prison farm, he doesn't play by the rules of either the sadistic warden or the yard's resident heavy, Dragline, who ends up admiring the new guy's…
3
The Shawshank Redemption (1994)
★ 8.7/10
Imprisoned in the 1940s for the double murder of his wife and her lover, upstanding banker Andy Dufresne begins a new life at the Shawshank prison, where he puts his accounting skills to work for an amoral warden…
4
House of Whipcord (1974)
★ 5.9/10
Somewhere in the middle of the English countryside a former judge and a group of former prison warders, including his lover, run their own prison for young women who have not been held properly to account for their…
5
Papillon (1973)
★ 7.8/10
A man befriends a fellow criminal as the two of them begin serving their sentence on a dreadful prison island, which inspires the man to plot his escape.
6
Brute Force (1947)
★ 7.3/10
Timeworn Joe Collins and his fellow inmates live under the heavy thumb of the sadistic, power-tripping guard Captain Munsey. Only Collins' dreams of escape keep him going, but how can he possibly bust out of Munsey's…
7
I Am a Fugitive from a Chain Gang (1932)
★ 7.8/10
A World War I veteran’s dreams of becoming a master architect evaporate in the cold light of economic realities. Things get even worse when he’s falsely convicted of a crime and sent to work on a chain gang.
8
Papillon (2017)
★ 7.3/10
Henri “Papillon” Charrière, a safecracker from the Parisian underworld, is wrongfully convicted and sentenced to life imprisonment in the penal colony of French Guiana, where he forges a strong friendship with Louis…
9
The Mustang (2019)
★ 6.9/10
While participating in a rehabilitation program training wild mustangs, a convict at first struggles to connect with the horses and his fellow inmates, but he learns to confront his violent past as he soothes an…
10
Brubaker (1980)
★ 7.1/10
The new warden of a small prison farm in Arkansas tries to clean it up of corruption after initially posing as an inmate.
11
Riot in Cell Block 11 (1954)
★ 7.1/10
A prisoner leads his counterparts in a protest for better living conditions which turns violent and ugly.
12
Extremely Wicked, Shockingly Evil and Vile (2019)
★ 7/10
A chronicle of the crimes of Ted Bundy, from the perspective of his longtime girlfriend, Elizabeth Kloepfer, who refused to believe the truth about him for years.
13
Girl in the Basement (2021)
★ 7.6/10
Sara is a teen girl who is looking forward to her 18th birthday to move away from her controlling father Don. But before she could even blow out the candles, Don imprisons her in the basement of their home.
14
South Central (1992)
★ 6.7/10
During a 10-year sentence for murdering the leader of a rival South Central Los Angeles gang, Bobby Johnson finds religion and rehabilitation with the help of Muslim inmate Ali. Upon his release, Bobby returns home to…
15
Escape from Sobibor (1987)
★ 7.2/10
The true story of WWII's notorious Sobibor Nazi death camp, where a courageous inmate orchestrates and leads the escape of over 300 prisoners.
16
Mandingo (1975)
★ 6.6/10
Warren Maxwell, the owner of a run-down plantation, pressures his son, Hammond, to marry and produce an heir to inherit the plantation. Hammond settles on his own cousin, Blanche, but purchases a sex slave when he…
17
The Unforgivable (2021)
★ 7.4/10
A woman is released from prison after serving a sentence for a violent crime and re-enters a society that refuses to forgive her past.
18
Dog Pound (2010)
★ 7.2/10
Three juvenile delinquents arrive at a correctional center and are put under the care of an experienced guard.
19
Emancipation (2022)
★ 7.7/10
Inspired by the gripping true story of a man who would do anything for his family—and for freedom. When Peter, an enslaved man, risks his life to escape and return to his family, he embarks on a perilous journey of…
20
Caged (1950)
★ 7.1/10
A single mistake puts a 19-year old girl behind bars, where she experiences the terrors and torments of women in prison.