Sort by Popularity - Most Popular Movies and TV Shows tagged with keyword "bootlegger"

1. The Great Gatsby (2013)

PG-13 | 143 min | Drama, Romance

A writer and wall street trader, Nick Carraway, finds himself drawn to the past and lifestyle of his mysterious millionaire neighbor, Jay Gatsby, amid the riotous parties of the Jazz Age.

Director: Baz Luhrmann | Stars: Leonardo DiCaprio, Carey Mulligan, Joel Edgerton, Tobey Maguire

Votes: 596,796 | Gross: $144.84M

2. Legends of the Fall (1994)

R | 133 min | Drama, Romance, War

In the early 1900s, three brothers and their father living in the remote wilderness of Montana are affected by betrayal, history, love, nature, and war.

Director: Edward Zwick | Stars: Brad Pitt, Anthony Hopkins, Aidan Quinn, Julia Ormond

Votes: 183,010 | Gross: $66.64M

3. The Dukes of Hazzard (2005)

PG-13 | 104 min | Comedy

Cousins Bo, Luke, and Daisy Duke, and their uncle Jesse, egg on the authorities of Hazzard County, Boss Hogg and Sheriff Coltrane.

Director: Jay Chandrasekhar | Stars: Seann William Scott, Johnny Knoxville, Jessica Simpson, Alice Greczyn

Votes: 81,884 | Gross: $80.27M

4. Smokey and the Bandit (1977)

PG | 96 min | Action, Adventure, Comedy

The Bandit is hired on to run a tractor-trailer full of beer over state lines, in hot pursuit by a pesky sheriff.

Director: Hal Needham | Stars: Burt Reynolds, Sally Field, Jerry Reed, Mike Henry

Votes: 56,852 | Gross: $126.74M

5. Some Like It Hot (1959)

Passed | 121 min | Comedy, Music, Romance

After two male musicians witness a mob hit, they flee the state in an all-female band disguised as women, but further complications set in.

Director: Billy Wilder | Stars: Marilyn Monroe, Tony Curtis, Jack Lemmon, George Raft

Votes: 283,500 | Gross: $25.00M

6. Lawless (2012)

R | 116 min | Biography, Crime, Drama

Set in Depression-era Franklin County, Virginia, a trio of bootlegging brothers are threatened by a new special deputy and other authorities angling for a cut of their profits.

Director: John Hillcoat | Stars: Tom Hardy, Shia LaBeouf, Guy Pearce, Jason Clarke

Votes: 253,448 | Gross: $37.40M

7. Life (I) (1999)

R | 108 min | Comedy, Crime, Drama

In 1932, two strangers are wrongfully convicted and develop a strong friendship in prison that lasts them through the 20th century.

Director: Ted Demme | Stars: Eddie Murphy, Martin Lawrence, Obba Babatundé, Nick Cassavetes

Votes: 54,768 | Gross: $63.84M

8. Lansky (2021)

R | 119 min | Biography, Crime, Drama

When the aging Meyer Lansky is investigated by the Feds, who suspect he has stashed away millions of dollars over half a century, the retired gangster reveals the untold truth about his life as the boss of the National Crime Syndicate.

Director: Eytan Rockaway | Stars: Harvey Keitel, Sam Worthington, John Magaro, Minka Kelly

Votes: 10,172

9. The Great Gatsby (1974)

PG | 144 min | Drama, Romance

A Midwesterner becomes fascinated with his nouveau riche neighbor, who obsesses over his lost love.

Director: Jack Clayton | Stars: Robert Redford, Mia Farrow, Bruce Dern, Karen Black

Votes: 26,860 | Gross: $6.74M

10. Paper Moon (1973)

PG | 102 min | Comedy, Crime, Drama

During the Great Depression, a con man finds himself saddled with a young girl who may or may not be his daughter, and the two forge an unlikely partnership.

Director: Peter Bogdanovich | Stars: Ryan O'Neal, Tatum O'Neal, Madeline Kahn, John Hillerman

Votes: 52,453 | Gross: $30.93M

11. Baby Boy (2001)

R | 130 min | Crime, Drama, Romance

In South Central L.A., a misguided 20-year-old African-American man, a "baby boy", faces the commitments of real life.

Director: John Singleton | Stars: Alexsandra Wright, Tyrese Gibson, Taraji P. Henson, Omar Gooding

Votes: 16,562 | Gross: $28.73M

12. Scarface (1932)

PG | 93 min | Action, Crime, Drama

An ambitious and nearly insane violent gangster climbs the ladder of success in the mob, but his weaknesses prove to be his downfall.

Directors: Howard Hawks, Richard Rosson | Stars: Paul Muni, Ann Dvorak, Karen Morley, Osgood Perkins

Votes: 30,310

13. Last Man Standing (1996)

R | 101 min | Action, Crime, Drama

A drifting gunslinger-for-hire finds himself in the middle of an ongoing war between the Irish and Italian mafia in a Prohibition era ghost town.

Director: Walter Hill | Stars: Bruce Willis, Bruce Dern, William Sanderson, Christopher Walken

Votes: 60,996 | Gross: $17.60M

14. The Roaring Twenties (1939)

Passed | 106 min | Crime, Drama, Film-Noir

Three men attempt to make a living in Prohibitionist America after returning home from fighting together in World War I.

Director: Raoul Walsh | Stars: James Cagney, Humphrey Bogart, Priscilla Lane, Gladys George

Votes: 15,519

15. The Public Enemy (1931)

Passed | 83 min | Crime, Drama

An Irish-American street punk tries to make it big in the world of organized crime.

Director: William A. Wellman | Stars: James Cagney, Jean Harlow, Edward Woods, Joan Blondell

Votes: 23,015 | Gross: $1.01M

16. My Dog Skip (2000)

PG | 95 min | Comedy, Drama, Family

A shy boy grows up in 1940s Mississippi with the help of his beloved dog, Skip.

Director: Jay Russell | Stars: Frankie Muniz, Kevin Bacon, Diane Lane, Luke Wilson

Votes: 21,352 | Gross: $34.10M

17. Eight Fatal Shots (1972)

316 min | Drama

Small-farmer Pasi shoots four policemen who have come to arrest him for raged drunkenness. The movie is a flashback examining the events that finally lead to the tragic shooting. As time ... See full summary »

Stars: Tarja-Tuulikki Tarsala, Mikko Niskanen, Paavo Pentikäinen, Tauno Paananen

Votes: 977

18. Ziegfeld Girl (1941)

Passed | 132 min | Drama, Musical, Romance

In the 1920s, three women become performers in the renowned Broadway show the Ziegfeld Follies, where they find fame, love, and tragedy.

Directors: Busby Berkeley, Robert Z. Leonard | Stars: James Stewart, Judy Garland, Hedy Lamarr, Lana Turner

Votes: 3,454

19. Mystery of the Wax Museum (1933)

Passed | 77 min | Horror, Mystery, Thriller

The disappearance of people and corpses leads a reporter to a wax museum and a sinister sculptor.

Director: Michael Curtiz | Stars: Lionel Atwill, Fay Wray, Glenda Farrell, Frank McHugh

Votes: 6,832

20. Mouchette (1967)

Not Rated | 81 min | Drama

A young girl living in the French countryside suffers constant indignities at the hand of alcoholism and her fellow man.

Director: Robert Bresson | Stars: Nadine Nortier, Jean-Claude Guilbert, Marie Cardinal, Paul Hébert

Votes: 12,980

21. Tammy and the Bachelor (1957)

Approved | 89 min | Comedy, Romance

An unsophisticated young woman from the Mississippi swamps falls in love with an unconventional southern gentleman.

Director: Joseph Pevney | Stars: Debbie Reynolds, Walter Brennan, Leslie Nielsen, Mala Powers

Votes: 2,723

22. Penny Serenade (1941)

Not Rated | 119 min | Drama, Romance

A couple's big dreams give way to a life full of unexpected sadness and unexpected joy.

Director: George Stevens | Stars: Cary Grant, Irene Dunne, Beulah Bondi, Edgar Buchanan

Votes: 8,061

23. Idlewild (2006)

R | 121 min | Crime, Drama, Musical

At a sexy, sizzling nightclub, pianist Percival lives life by the rules, while Rooster, the club's flashy lead performer, struts his stuff on the stage. But all changes when greed, fame and murder threaten to destroy them and the joint.

Director: Bryan Barber | Stars: André 3000, Big Boi, Terrence Howard, Paula Patton

Votes: 5,762 | Gross: $12.55M

24. Lucky Lady (1975)

PG | 118 min | Comedy, Crime, Drama

A trio of rum-runners during prohibition in the 1930s engage in a menage-a-trois after business hours.

Director: Stanley Donen | Stars: Gene Hackman, Liza Minnelli, Burt Reynolds, Geoffrey Lewis

Votes: 1,322 | Gross: $24.44M

25. Horse Feathers (1932)

Approved | 68 min | Comedy, Family, Musical

Quincy Adams Wagstaff, Huxley University's new president, accidentally hires bumblers Baravelli and Pinky to help his school win the big football game against their rival, Darwin University.

Director: Norman Z. McLeod | Stars: Groucho Marx, Chico Marx, Harpo Marx, The Marx Brothers

Votes: 13,396

26. The Great Gatsby (2000 TV Movie)

90 min | Drama, Romance

Stock broker Nick Carraway consents to play Cupid for his rich married cousin Daisy Buchanan and her former love, nouveau riche Jay Gatsby.

Director: Robert Markowitz | Stars: Mira Sorvino, Toby Stephens, Paul Rudd, Martin Donovan

Votes: 1,973

27. Robin and the 7 Hoods (1964)

Approved | 123 min | Comedy, Crime, Musical

In Prohibition-era Chicago, two rival gangs compete for control of the city's rackets.

Director: Gordon Douglas | Stars: Frank Sinatra, Dean Martin, Sammy Davis Jr., Bing Crosby

Votes: 5,687 | Gross: $9.81M

28. The Betsy (1978)

R | 125 min | Drama

The aging, retired founder of an auto giant comes out of retirement to try to develop a safe, fuel-efficient car.

Director: Daniel Petrie | Stars: Laurence Olivier, Robert Duvall, Katharine Ross, Tommy Lee Jones

Votes: 1,654 | Gross: $17.69M

29. Force of Evil (1948)

Passed | 79 min | Crime, Drama, Film-Noir

An unethical lawyer who wants to help his older brother becomes a partner with a client in the numbers racket.

Director: Abraham Polonsky | Stars: John Garfield, Thomas Gomez, Beatrice Pearson, Marie Windsor

Votes: 7,665

30. The Great Gatsby (1949)

91 min | Drama, Mystery, Romance

A Jazz Age bootlegger learns the hard way about the wages of sin.

Director: Elliott Nugent | Stars: Alan Ladd, Betty Field, Macdonald Carey, Ruth Hussey

Votes: 890

31. The St. Valentine's Day Massacre (1967)

Not Rated | 100 min | Crime, Drama, History

Al Capone's Valentine's Day surprise for the rival Bugs Moran gang in 1929 Chicago.

Director: Roger Corman | Stars: Jason Robards, George Segal, Ralph Meeker, Jean Hale

Votes: 4,767

32. Songs My Brothers Taught Me (2015)

Not Rated | 98 min | Drama

With an older brother in jail and living with their single mother on Pine Ridge Reservation, Johnny and his sister Jashuan's lives develop new challenges when their absentee cowboy father ... See full summary »

Director: Chloé Zhao | Stars: John Reddy, Jashaun St. John, Irene Bedard, Jessica Rowland

Votes: 3,838 | Gross: $0.03M

33. Monkey Business (1931)

Not Rated | 77 min | Comedy, Family, Musical

On a transatlantic crossing, The Marx Brothers get up to their usual antics and manage to annoy just about everyone on board the ship.

Director: Norman Z. McLeod | Stars: Groucho Marx, Harpo Marx, The Marx Brothers, Chico Marx

Votes: 14,278

34. The Boob (1926)

Passed | 64 min | Comedy, Romance

Idealistic farm boy Peter loves Amy whose fancy is urbane Harry. Peter discovers Harry is a bootlegger and turns him over to he prohibition agents, including Jane (Joan Crawford). Amy, at last, is impressed with Peter.

Director: William A. Wellman | Stars: Gertrude Olmstead, George K. Arthur, Joan Crawford, Charles Murray

Votes: 688

35. Night Nurse (1931)

Passed | 72 min | Comedy, Crime, Drama

A nurse enlists the help of a petty criminal to foil a sinister plot to murder two children.

Director: William A. Wellman | Stars: Barbara Stanwyck, Ben Lyon, Joan Blondell, Clark Gable

Votes: 4,491

36. Child Bride (1938)

62 min | Drama

A schoolteacher in a rural community campaigns to stop the practice of older men marrying underage girls.

Director: Harry Revier | Stars: Shirley Mills, Bob Bollinger, Warner Richmond, Diana Durrell

Votes: 1,094

37. The Spirit of Christmas (2015 TV Movie)

Unrated | 91 min | Drama, Mystery, Romance

12 days before Christmas, Kate is trying to close the sale of a historic inn, only to find Daniel, the ghost of a man who died a century ago, and he needs her help to unravel the mystery of his annual holiday haunting.

Director: David Jackson | Stars: Thomas Beaudoin, Kati Salowsky, Steven A. Miller, Jen Lilley

Votes: 7,902

38. The Cocoanuts (1929)

Passed | 96 min | Comedy, Musical, Romance

During the Florida land boom, The Marx Brothers run a hotel, auction off some land, thwart a jewel robbery, and generally act like themselves.

Directors: Robert Florey, Joseph Santley | Stars: Groucho Marx, Harpo Marx, Chico Marx, Zeppo Marx

Votes: 8,193 | Gross: $3.92M

39. Red-Headed Woman (1932)

Passed | 79 min | Comedy, Drama, Romance

Lillian (Jean Harlow) relentlessly attempts to seduce a married man (Chester Morris).

Director: Jack Conway | Stars: Jean Harlow, Chester Morris, Lewis Stone, Leila Hyams

Votes: 3,537

40. The Untouchables (1993–1994)

60 min | Crime, Drama, Thriller

In 1930s Chicago, the seemingly invincible crime boss Al Capone is opposed by a team of incorruptible U.S. Treasury Agents, led by the indefatigable Eliot Ness.

Stars: Tom Amandes, Paul Regina, John Newton, David James Elliott

Votes: 476

41. Duffle Bag Boy (2024)

Action, Adventure, Crime

Lost and forgotten, a homeless veteran hitchhikes his way into becoming an outlaw and goes to war with the kingpin of a criminal empire.

Director: Alexander Raye Pimentel | Stars: Alexander Raye Pimentel, Cheryce Livingston, James Anthony Perez, Don Tempesta

42. Wild in the Country (1961)

Not Rated | 114 min | Drama, Musical

A troubled young man discovers that he has a knack for writing when a counselor encourages him to pursue a literary career.

Director: Philip Dunne | Stars: Elvis Presley, Hope Lange, Tuesday Weld, Millie Perkins

Votes: 2,082

43. Greased Lightning (1977)

PG | 96 min | Action, Biography, Comedy

The true life story of Wendell Scott, the first black stock car racing driver to win an upper tier NASCAR race.

Director: Michael Schultz | Stars: Richard Pryor, Beau Bridges, Pam Grier, Cleavon Little

Votes: 1,984

44. The Saddest Music in the World (2003)

R | 100 min | Comedy, Musical

A musical of sorts set in Winnipeg during the Great Depression, where a beer baroness organizes a contest to find the saddest music in the world. Musicians from around the world descend on the city to try and win the $25,000 prize.

Director: Guy Maddin | Stars: Isabella Rossellini, Mark McKinney, Maria de Medeiros, David Fox

Votes: 6,322 | Gross: $0.67M

45. Bessie (2015 TV Movie)

TV-MA | 115 min | Biography, Drama, Music

The story of legendary blues performer Bessie Smith, who rose to fame during the 1920s and '30s.

Director: Dee Rees | Stars: Queen Latifah, Kamryn Johnson, Rikki McKinney, Alan T. Coleman

Votes: 4,790

46. To Each His Own (1946)

Approved | 122 min | Drama, Romance

An unwed mother, forced to give up her child to avoid scandal, follows her son's life from afar even as she prospers in business.

Director: Mitchell Leisen | Stars: Olivia de Havilland, John Lund, Mary Anderson, Roland Culver

Votes: 3,025

47. Has Anybody Seen My Gal (1952)

Approved | 88 min | Comedy, Musical

An aging heir-less millionaire wants to leave his fortune to the unsuspecting family of his first love but not before testing his prospective heirs by living with them under the guise of a poor boarder.

Director: Douglas Sirk | Stars: Piper Laurie, Rock Hudson, Charles Coburn, Gigi Perreau

Votes: 1,818

48. It's Not Just You, Murray! (1964)

Not Rated | 16 min | Short, Comedy, Crime

Now middle-aged, mobster Murray looks back at his humble beginnings as a bootlegger, and his rise to becoming wealthy and highly influential. Through it all, he talks about how much of his ... See full summary »

Director: Martin Scorsese | Stars: Ira Rubin, Sam DeFazio, Andrea Martin, Catherine Scorsese

Votes: 2,181

49. The Fall Guy (1930)

Passed | 66 min | Comedy, Crime, Drama

When a hapless pharmacist loses his job and falls in with criminals, he's soon made The Fall Guy. Unemployed, Johnny Quinlan (Jack Mulhall) starts doing jobs for underworld chieftain Nifty ... See full summary »

Director: Leslie Pearce | Stars: Jack Mulhall, Mae Clarke, Ned Sparks, Wynne Gibson

Votes: 200

50. A House Is Not a Home (1964)

Not Rated | 98 min | Crime, Drama, History

Biopic of notorious New York City Madam Polly Adler, set during the Roaring Twenties.

Director: Russell Rouse | Stars: Shelley Winters, Robert Taylor, Cesar Romero, Ralph Taeger

Votes: 261