Most Similar Movies to I Always Wanted to Be a Gangster (2007)
If you are looking for movies like I Always Wanted to Be a Gangster (2007), you might like movies tagged with keyword : crime, comedy, black comedy, french film, indie film, short film, drama, absurd, violence, gang, satire, social outcasts, underdog, fate, absurd reality, crime comedy, film noir, antihero, social critique, loser .
Bad Manners (1997), Jimmy Hollywood (1994), Kills on Wheels (2016), Dom Hemingway (2013), The Good Humor Man (2004), Crna macka, beli macor (1998), Crooks in Clover (1963) ... Let's take a look at the following list...

Bad Manners (1997)
Wes and Nancy are a married academics couple. One day they host Nancy's long-ago lover Matt and his current sexy girlfriend Kim. Matt is a musician and Kim is a computer specialist who helped Matt to make some discovery in his science. Wes suspects Kim of stealing 50 dollars from him and that starts tension, intrigues, mistrust.
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Jimmy Hollywood (1994)
A failing actor living in crime infested Los Angeles, frustrated with his career, decides to take the law into his own hands, and becomes the leader of a mock-vigilante group that videotapes criminals and turns them over to the police.
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Kills on Wheels (2016)
Two disabled teenagers looking for a reason to live, team up with a wheelchair hitman.
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Dom Hemingway (2013)
After spending 12 years in prison for keeping his mouth shut, notorious safe-cracker Dom Hemingway is back on the streets of London looking to collect what he's owed.
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The Good Humor Man (2004)
A mischievous high school sophomore faces a conflict of conscience vs. character when his best friend becomes linked to the death of a youth from another clique in suburban Middle America circa '76.
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Crna macka, beli macor (1998)
A small time hustler gets more than he bargained for when he tries to repay his debts by marrying his son to a sister of a troublesome gangster.
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Crooks in Clover (1963)
A dying mob boss hands over his business to an old friend, Fernand. The boss' assistants want to get rid of the latter. But are the Volfoni brothers and Théo real threats? Ensuing fights and shootouts are more comical than deadly.
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The Ladykillers (1955)
Five oddball criminals planning a bank robbery rent rooms on a cul-de-sac from an octogenarian widow under the pretext that they are classical musicians.
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I Kina spiser de hunde (1999)
Two brothers, one cold and ruthless, the other sensitive and reluctant, and their brutal misadventures.
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Going Places (1974)
Two whimsical, aimless thugs harass and assault women, steal, murder, and alternately charm, fight, or sprint their way out of trouble. They take whatever the bourgeois characters value: whether it's cars, peace of mind, or daughters. Marie-Ange, a jaded, passive hairdresser, joins them as lover, cook, and mother confessor. She's on her own search for seemingly unatta...Read all
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Take the Money and Run (1969)
The life and times of Virgil Starkwell, inept bank robber.
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Micmacs à tire-larigot (2009)
A man and his friends come up with an intricate and original plan to destroy two big weapons manufacturers.
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The Thief of Paris (1967)
In Paris around 1900, Georges Randal is brought up by his wealthy uncle, who steals his inheritance. Georges hopes to marry his cousin Charlotte, but his uncle arranges for her to marry a rich neighbour. As an act of revenge, Georges steals the fiance's family jewels, and enjoys the experience so much that he embarks upon a life-time of burglary.
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I Went Down (1997)
Irish action comedy. An ex-con is forced into taking on a new task by a ruthless crime-boss, but finds he is hindered by the partner he has been teamed up with. However, he soon realizes they must work together if they are to survive.
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Defendor (2009)
Arthur Poppington, a regular man who adopts a superhero persona, known as "Defendor", combs the city streets at night, in search of his archenemy, Captain Industry.
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Short Time (1990)
When a police detective thinks he is dying and learns that his life insurance pays out more if he dies in the line of duty, he tries to make that happen.
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A Beginner's Guide to Endings (2010)
Upon learning they only have a few days left to live, three brothers set off to reverse a lifetime of mistakes.
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