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Movies Like Win or Lose
Find movies like Win or Lose using TMDB similarity plus Movie Rankings community context. Our top current pick is Dave Chappelle: Killin' Them Softly. Browse 18 related titles with direct links to rankings, cast pages, and matchup data.
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Dave Chappelle: Killin' Them Softly
2000
Dave Chappelle returns for a stand-up to D.C. and riffs on politics, police, race relations, drugs, Sesame Street and more.
Bill Burr: Drop Dead Years
2025
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
Don't Be a Menace to South Central While Drinking Your Juice in the Hood
1996
When Ashtray moves to South Central L.A. to live with his father (who appears to be the same age he is) and grandmother (who likes to talk tough and smoke reefer), he falls in with his gang-banging cousin Loc Dog, who along with the requisite pistols and Uzi carries a thermo-nuclear warhead for self-defense. Will Ashtray be able to keep living the straight life?
29th Street
1991
After winning $6.2 million in the 1976 New York State Lottery, he is arrested for throwing rocks at a church. He then tells his story at the police station.
Class Rank
2017
Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.
The Pink Panther Strikes Again
1976
Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.
Fun with Dick and Jane
1977
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Anuvahood
2011
Kenneth (who likes to call himself Kay) begins to realise he's just another wannabe bad boy... even less than a loser in fact. After quitting his job at Laimsbury's, Kay vows to become a respected gangster... or cry trying. A pulls-no-punches, coming-of-age story, centering on one directionless hopeless "shotter", who finds his true worth in the face of urban adversity.
The Little Rascals Save the Day
2014
When the Little Rascals are unable to raise enough money to save their grandma's bakery from shutting down, their only hope is to win a local talent show and use the prize money to save the shop.
How to Murder Your Wife
1965
Stanley Ford leads an idyllic bachelor life. He is a nationally syndicated cartoonist whose Bash Brannigan series provides him with a luxury townhouse and a full-time valet, Charles. When he wakes up the morning after the night before - he had attended a friend's stag party - he finds that he is married to the very beautiful woman who popped out of the cake - and who doesn't speak a word of English. Despite his initial protestations, he comes to like married life and even changes his cartoon character from a super spy to a somewhat harried husband.
Sextuplets
2019
Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their remaining long-lost siblings.
Brain Donors
1992
Three manic idiots—a lawyer, a cab driver and a handyman—team up to run a ballet company to fulfil the will of a millionaire. Stooge-like antics result as the trio try to outwit the rich widow and her scheming big-shot lawyer, who also wants to run the ballet.
Thunderstruck
2012
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
Easy Money
1983
To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.
Babes
2024
After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.
It's Not Just You, Murray!
1964
A middle-aged mobster reflects on his rise from bootlegger to success, crediting his longtime friend Joe for his good fortune—unaware that Joe has been betraying him all along, both in business and at home.
Puff, Puff, Pass
2006
Danny Masterson (TV's 'That '70s Show') leads a hilarious ensemble cast in a tale about two hapless stoners who get involved in a scheme to rip off a shady character named Mr. Big after the duo sours on rehab.
American Dreamer
2022
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.
What are the best movies like Win or Lose?
Dave Chappelle: Killin' Them Softly is the strongest current recommendation on this page for viewers looking for movies like Win or Lose.
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