Sort by Popularity - Most Popular Movies and TV Shows tagged with keywords "gambler", "speakeasy"

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: 597,397 | Gross: $144.84M

2. 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: 283,725 | Gross: $25.00M

3. Lights of New York (1928)

Passed | 57 min | Crime, Drama, Music

A gangster frames two bootleggers for the shooting of a police officer in New York during the prohibition.

Director: Bryan Foy | Stars: Helene Costello, Cullen Landis, Mary Carr, Wheeler Oakman

Votes: 945 | Gross: $1.20M

4. King of the Roaring 20's: The Story of Arnold Rothstein (1961)

Approved | 106 min | Biography, Crime, Drama

The story of flamboyant Prohibition-era gangster, gambler and bootlegger Arnold Rothstein.

Director: Joseph M. Newman | Stars: David Janssen, Dianne Foster, Jack Carson, Diana Dors

Votes: 297

5. Rose of Washington Square (1939)

Approved | 86 min | Drama, Musical, Romance

A singer becomes a star in the Ziegfeld Follies, but her marriage to a con man has a bad effect on her career.

Director: Gregory Ratoff | Stars: Tyrone Power, Alice Faye, Al Jolson, William Frawley

Votes: 666

6. St. Louis Blues (1929)

Not Rated | 16 min | Short, Drama, Music

In her only known film appearance, legendary blues singer Bessie Smith witnesses her lover's betrayal, then sings a powerful rendition of the title song.

Director: Dudley Murphy | Stars: Bessie Smith, Jimmy Mordecai, Isabel Washington, Hall Johnson Choir

Votes: 471

7. Speakeasy (1929)

Passed | 62 min | Crime, Drama, Romance

Newspaper staffer Alice Woods persuades the editor to allow her to chase a story, that of prizefight contender Martin, who is about to fight for the championship. However, he does not know that his manager is preparing to double-cross him.

Director: Benjamin Stoloff | Stars: Paul Page, Lola Lane, Henry B. Walthall, Helen Ware

Votes: 83

8. Fast Company (1929)

Passed | 70 min | Comedy, Sport

Add a Plot

Directors: A. Edward Sutherland, Edwin H. Knopf | Stars: Evelyn Brent, Jack Oakie, Richard 'Skeets' Gallagher, Sam Hardy

Votes: 26

9. Mob on the Run (1987 TV Movie)

Documentary, Crime, History

An extensive overview of organized crime operations in and infiltration of the Las Vegas casino and gaming industry, covering the years 1931-1987.

Director: T.W. Gilbride | Stars: Ned Day, Hank Greenspun, Aladena Fratianno, Grant Sawyer

Votes: 13

10. Nothing But the Truth (1929)

Passed | 78 min | Action, Comedy, Romance

A young man bets $10,000 that he can tell for 24 hour nothing but the truth.

Director: Victor Schertzinger | Stars: Richard Dix, Helen Kane, Louis John Bartels, Ned Sparks

Votes: 104

11. Lüküs Hayat (2023)

Comedy, Musical

Two thieves, Riza and Fistik, sneak in to a costumed high society party to steal a beautiful woman's diamonds. But they accidentally mingle with rich guests. Everybody think the Thief Riza is a businessman in a costume.

12. Gangster Empire: Rise of the Mob (2013– )
Episode: Chicago and the rise of Al Capone (2013)

TV-14 | 48 min | Documentary, Action, Crime

We tell the story of the rise of Al Capone and mob rule in Chicago and explore why the roaring twenties played the crucial role in gangster life and the impact of widespread police corruption.

Director: Kevin R. Hershberger | Stars: Coby Batty, Matt K. Baker, Todd Barsness, James Christopher Cooke