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1. A New Leaf (1971)
directed by Elaine May
featuring Walter Matthau, Elaine May, Jack Weston, George Rose, William Redfield
Elaine May wrote and directed (credits May attempted to have removed after the studio made extensive cuts in the film) this dark and funny comedy ... More
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2. The Ladykillers (2004)
directed by Ethan Coen, Joel Coen
featuring Tom Hanks, Marlon Wayans, J.K. Simmons, Irma P. Hall, Tzi Ma
One of the best-loved films from the idiosyncratic British film studio Ealing Pictures gets an update from the equally idiosyncratic filmmaking team ... More
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3. One Night at McCool's (2001)
directed by Harald Zwart
featuring Liv Tyler, Matt Dillon, John Goodman, Paul Reiser, Michael Douglas
The debut project from co-star Michael Douglas' production company Further Films, this comic crime caper uses the narrative devices of multiple ... More
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4. Throw Momma from the Train (1987)
directed by Danny DeVito
featuring Danny DeVito, Billy Crystal, Anne Ramsey, Kim Greist, Kate Mulgrew
The "exchange murders" plot gambit, played with utter solemnity in Hitchcock's Strangers on a Train, is used as the launching pad for raucous ... More
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5. The Big White (2005)
directed by Mark Mylod
featuring Robin Williams, Holly Hunter, Giovanni Ribisi, Woody Harrelson
A travel agent in deep debt attempts to swindle a by-the-books insurance agent by claiming the corpse of a gangland hit as his long-missing brother ... More
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6. Home Fries (1998)
directed by Dean Parisot
featuring Drew Barrymore, Luke Wilson, Catherine O'Hara, Jake Busey, Shelley Duvall
Dean Parisot, who won a live-action short Oscar, made his feature directorial debut with this black comedy from a producer team that included Barry ... More
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7. Breathless (2012)
directed by Jesse Baget
featuring Gina Gershon, Val Kilmer, Kelli Giddish, Ray Liotta, Wayne Duvall
A Texas housewife turns murderess after discovering that her criminal husband was planning on keeping the take from a big robbery all to himself, but ... More
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8. ExTerminators (2009)
directed by John Inwood
featuring Heather Graham, Jennifer Coolidge, Amber Heard, Joey Lauren Adams, Matthew Settle
Heather Graham headlines this dark comedy about a lonely accountant who befriends a sociopathic dental technician and the unstable owner of a small ... More
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9. Monsieur Verdoux (1947)
directed by Charles Chaplin
featuring Charles Chaplin, Ada-May, Marjorie Bennett, Isobel Elsom, Audrey Betz, Marilyn Nash, Virginia Brissac
"Von Clausewitz said that war is the logical extension of diplomacy; Monsieur Verdoux feels that murder is the logical extension of business." With ... More
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10. Comic Book Villains (2002)
directed by James Dale Robinson
In a sleepy small town there are two vibrant comic books stores that are rival universes unto themselves. Events spiral absurdly, violently out of ... More
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11. Kind Hearts and Coronets (1949)
directed by Robert Hamer
featuring Dennis Price, Alec Guinness, Valerie Hobson, Joan Greenwood
Alec Guinness gets to die eight times, playing a line of successors to a dukedom, in the Ealing black comedy Kind Hearts and Coronets. Louis Mazzini ... More
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12. The Crew (2000)
directed by Michael Dinner
featuring Richard Dreyfuss, Burt Reynolds, Dan Hedaya, Seymour Cassel, Carrie-Anne Moss, Jennifer Tilly
In this dark comedy, a group of retirees wants to save their homes -- but they're not typical senior citizens trying to make the most of their Social ... More
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13. I Love You to Death (1990)
directed by Lawrence Kasdan
featuring Kevin Kline, Tracey Ullman, Joan Plowright, River Phoenix, William Hurt, Keanu Reeves, Miriam Margolyes
Lawrence Kasdan's black comedy about a wife's ultimate revenge against her womanizing husband is based on a true story about the wife of a pizzeria ... More
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14. A Slight Case of Murder (1938)
directed by Lloyd Bacon
featuring Edward G. Robinson, Jane Bryan, Allen Jenkins, Ruth Donnelly, Willard Parker
Slight Case of Murder is a breakneck-paced comedy starring Edward G. Robinson as a tough but good-hearted bootlegger. When Prohibition is repealed, ... More
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15. The Gazebo (1959)
directed by George Marshall
featuring Glenn Ford, Debbie Reynolds, Carl Reiner, John McGiver, Mabel Albertson
Any murder mystery featuring a pigeon named Herman can be trusted to offer more mirth than mayhem and that is the case with this upbeat film by ... More
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16. American Strays (1996)
directed by Michael Covert
featuring Luke Perry, Jennifer Tilly, Eric Roberts, John Savage, Carol Kane
A collection of losers, misfits, and outcasts find their lives unexpectedly converging at a diner along a desert highway in this violent and offbeat ... More
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17. Behold the Lamb (2011)
directed by John McIlduff
featuring Aoife Duffin, Nigel O'Neill
Two strangers team up for a road trip with unexpected consequences in this offbeat comedy from Ireland. Liz (Aoife Duffin) is a twenty-something ... More
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18. Novocaine (2001)
directed by David Atkins
featuring Steve Martin, Helena Bonham Carter, Laura Dern, Scott Caan
In this darkly comic film noir from writer/director David Atkins, Steve Martin revisits dentistry -- an occupation he'd explored 15 years prior, in ... More
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19. How to Murder a Millionaire (1990)
directed by Paul Schneider
featuring David Ogden Stiers, Joan Rivers, Alex Rocco, Morgan Fairchild
The millionaire of the title is Joan Rivers, an over-aged Beverly Hills brat whom many of the film's characters want to see dead or in rags. Armed ... More
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20. Down Terrace (2010)
directed by Ben Wheatley
featuring Bob Hill, Robin Hill, Julia Deakin, David Schaal, Tony Way, Kerry Peacock, Michael Smiley, Mark Kempner, Kitty Blue, Gareth Tunley, Kali Peacock, Luke Hartney, Janet Hill, Simon Smith, Paul George, Simon Walker
A family on the wrong side of the law has some serious business to attend to in this black comedy from British filmmaker Ben Wheatley. Karl (Robin ... More
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21. The Undertaker's Wedding (1997)
directed by John Bradshaw
featuring Adrien Brody, Jeff Wincott, Kari Wuhrer, Burt Young, Holly Gagnier
The mother of undertaker Mario Bellini (Adrien Brody) would like to see him married, but the ladies aren't especially entranced by his funeral parlor ... More
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22. The Gristle (2001)
directed by David Portlock
featuring Michael Dorn, Barry Corbin, Orson Bean, Richard Riehle, Carsten Norgaard
David Portlock's darkly comic film about race, The Gristle, concerns a pair of struggling medical technicians who get a moonlighting gig to deliver ... More
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23. Dead Simple (2001)
directed by Jason Bloom
featuring Daniel Stern, Patricia Richardson, James Caan, Sherry Stringfield
A small-time loser who dreams of the big time discovers just how far wrong a good deed can take him in this black comedy. Frank Jacobs (Daniel Stern) ... More
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24. Santos Peregrinos (2004)
directed by Juan Carlos Carrasco
The tenants of an apartment building go on a treasure hunt when they discover a fortune has been lurking under their noses in this comedy. When one ... More
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25. Redrum (2007)
directed by Kenny Young
featuring Jill Marie Jones, Kenny Young, Joe Torry, Jenifer Lewis, Terri J. Vaughn
The couple that slays together stays together in this satirical suspense comedy about a bored husband and wife who accidentally discover that they're ... More
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