Best Gangster Comedy Movies
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- DirectorAlan ParkerStarsJodie FosterScott BaioFlorence GarlandThe classic gangster story of Bugsy Malone told with an all-child cast.
- DirectorAmy HeckerlingStarsMichael KeatonJoe PiscopoMarilu HennerSet in the 1930s, an honest, good-hearted man is forced to turn to a life of crime to finance his neurotic mother's sky-rocketing medical bills.
- DirectorLuc BessonStarsRobert De NiroMichelle PfeifferDianna AgronThe Manzoni family, a notorious Mafia clan, is relocated to Normandy, France, under the Witness Protection Program, where fitting in soon becomes challenging as their old habits die hard.
- DirectorHarold RamisStarsRobert De NiroBilly CrystalLisa KudrowMobster Paul Vitti is released into Dr. Ben Sobol's care, where only more chaos ensues.
- DirectorKelly MakinCarl GottliebStarsHugh GrantJeanne TripplehornJames CaanAn English auctioneer proposes to the daughter of a Mafia kingpin, only to realize that certain "favors" would be asked of him.
- DirectorHarold RamisStarsRobert De NiroBilly CrystalLisa KudrowA comedy about a psychiatrist whose number-one patient is an insecure mob boss.
- DirectorF. Gary GrayStarsJohn TravoltaUma ThurmanDwayne JohnsonDisenchanted with the movie industry, Chili Palmer tries the music industry, meeting and romancing a widow of a music executive on the way.
- DirectorHoward DeutchStarsBruce WillisMatthew PerryNatasha HenstridgeJimmy the Tulip's quiet new life is shaken up by his old pal Oz, whose wife has been kidnapped by a Hungarian mob. The Tulip and his wife Jill spring into action.
- DirectorJonathan LynnStarsBruce WillisMatthew PerryRosanna ArquetteA struggling dentist's life is turned upside down when a famous gangster moves in next door, and his wife convinces him to inform a notorious mob boss about the gangster's whereabouts.
- DirectorBarry SonnenfeldStarsGene HackmanRene RussoDanny DeVitoA mobster travels to Hollywood to collect a debt, and discovers that the movie business is much the same as his current job.
- DirectorWarren BeattyStarsWarren BeattyMadonnaAl PacinoThe comic strip detective finds his life vastly complicated when Breathless Mahoney makes advances towards him while he is trying to battle Big Boy Caprice's united mob.
- DirectorEddie MurphyStarsEddie MurphyRichard PryorRedd FoxxDuring the 1930s, a New York City illegal gambling house owner and his associates must deal with strong competition, gangsters, and corrupt cops in order to stay in business.
- DirectorJonathan DemmeStarsMichelle PfeifferAlec BaldwinPaul LazarA mobster's wife hates her lifestyle, but gets a chance to change it when her husband is killed - if the Long Island mob and the FBI let her.
- DirectorJohn LandisStarsSylvester StalloneOrnella MutiPeter RiegertA gangster attempts to keep the promise he made to his dying father: that he would give up his life of crime and "go straight".
- DirectorAndrew BergmanStarsMarlon BrandoMatthew BroderickBruno KirbyAn N.Y.C. film school student accepts a job with a local mobster who resembles a famous cinema godfather and who takes the young man under his wing, after demanding total loyalty.
- DirectorYves SimoneauStarsMarlon BrandoDonald SutherlandCharlie SheenA prison warden, with a nasty habit of killing escapees, has teen twin daughters claiming to be pregnant. Their boyfriends marry them. The husbands' only way out of hell is to rob the money train.
- DirectorMartyn BurkeStarsSylvester StalloneMadeleine StoweAnthony QuinnA woman who has just discovered she is the daughter of a murdered Mafia chieftain seeks revenge, with the aide of her father's faithful bodyguard.
- DirectorJohn McNaughtonStarsRobert De NiroUma ThurmanBill MurrayWhen shy, soft-spoken Chicago detective Wayne "Mad Dog" Dobie inadvertently saves the life of local gangster Frank Milo, he's the reluctant recipient of an unusual one week "thank you" gift - a beautiful bartender named Glory.
- DirectorJim AbrahamsStarsJay MohrChristina ApplegateLloyd BridgesTakeoff on the Godfather with the son of a mafia king taking over for his dying father
- DirectorRawson Marshall ThurberStarsJon FosterPeter SarsgaardSienna MillerA college graduate's defining summer crossing his gangster dad and exploring love, sexuality, and the enigmas surrounding his life and his city.
- DirectorJerry ReesStarsKim BasingerAlec BaldwinRobert LoggiaA millionaire playboy goes to Las Vegas and comes out married to a woman he barely knows.
- DirectorBrian De PalmaStarsDanny DeVitoJoe PiscopoHarvey KeitelHarry Valentini and Moe Dickstein are both errand boys for the Mob. When they lose two hundred fifty thousand dollars, they are set up to kill each other. But they run off to Atlantic City, and comedy follows.
- DirectorBob HogeStarsRodney DangerfieldKevin McDonaldDom DeLuiseAfter his older brother's death, Giuseppe "The Guppy" Calzone (Kevin McDonald) becomes head of the Calzone Mob Family. Knowing that his son is not cut out for the job, The Guppy's aging father (Dom DeLuise) sends him to "Mafia University." The head of a rival Mafia Family (Rodney Dangerfield) sees this an opportunity to strike and bring the Calzone Family to its knees. Brimming with danger, double-crossing, and pasta, "The Godson" proves that some wise guys just aren't so smart.
- DirectorLarry BishopStarsMichael J. PollardHenry SilvaGabriel ByrneWith his boss in the madhouse, a mobster is temporary boss of the criminal empire just as vicious rivals threaten the control of the empire.
- DirectorWoody AllenStarsJohn CusackDianne WiestJennifer TillyIn New York in 1928, a struggling playwright is forced to cast a mobster's talentless girlfriend in his latest drama in order to get it produced.