My Favorite of DARK COMEDIES You May Have Never Seen

This list is for those that like their comedy like their coffee, strong and dark :) (Key Words Crime, Quirky, Thrillers, Surplus of Characters, bizarre ect)
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1.
Weirdsville (2007)
    1 2 3 4 5 6 7 8 9 10 6.5/10 X  
A pair of slackers get in way over their heads when they try to dump the body of a dead girlfriend in the basement of a drive-in movie theater where a satanic cult performs ritual sacrifices. (90 mins.)
Director: Allan Moyle
 
2.
The Chumscrubber (2005)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
A darkly satiric story about life crumbling in the midst of a seemingly idyllic suburbia. (108 mins.)
Director: Arie Posin
 
3.
The Joneses (2009)
    1 2 3 4 5 6 7 8 9 10 6.5/10 X  
A seemingly perfect family moves into a suburban neighborhood, but when it comes to the truth as to why they're living there, they don't exactly come clean with their neighbors. (96 mins.)
Director: Derrick Borte
 
4.
Big Nothing (2006)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A frustrated, unemployed professor joins forces with a scammer and a friend of his in a blackmailing scheme. (86 mins.)
 
5.
Big Trouble (2002)
    1 2 3 4 5 6 7 8 9 10 6.5/10 X  
The lives of several Miami denizens, from ad agents to gunrunners to street thugs to law enforcement to school-children, intersect with humorous and dangerous results. (85 mins.)
 
6.
Picking Up the Pieces (2000)
    1 2 3 4 5 6 7 8 9 10 4.7/10 X  
A small New Mexican village discovers a severed hand that is considered a miracle of God, when it actually belongs to a murdered spouse with a husband in search of it. (95 mins.)
Director: Alfonso Arau
 
7.
11:14 (2003)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
The events leading up to an 11:14 PM car crash, from five very different perspectives. (86 mins.)
Director: Greg Marcks
 
8.
Comic Book Villains (2002 Video)
    1 2 3 4 5 6 7 8 9 10 5.6/10 X  
Told from the point of view from Archie, a comic book collector, this is the story of a rivalry between two comic book shop owners... (92 mins.)
Director: James Robinson
 
9.
Drop Dead Sexy (2005)
    1 2 3 4 5 6 7 8 9 10 5.0/10 X  
When their money scam runs aground, a group of would-be thieves turn to kidnapping in an attempt to blackmail their target. (83 mins.)
Director: Michael Philip
 
10.
Scorched (2003)
    1 2 3 4 5 6 7 8 9 10 6.0/10 X  
Three mischievous employees of a bank in a small deserted town all make plans to rob at the same time... (95 mins.)
Director: Gavin Grazer
 
11.
Pete Smalls Is Dead (2010)
    1 2 3 4 5 6 7 8 9 10 5.1/10 X  
Two old pals attend an old friends funeral and find there is more to his death than him being dead. (95 mins.)
 
12.
Death to Smoochy (2002)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
A kids show host, Rainbow Randolph, is fired in disgrace while his replacement, Sheldon Mopes, aka Smoochy the Rhino, finds himself a rising star. Unfortunately for Sheldon, the business of kids television isn't all child's play. (109 mins.)
Director: Danny DeVito
 
13.
Brain Damage (1988)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
One morning, a young man wakes to find that a small, disgusting creature has attached itself to the base of his brain stem. The creature gives him a euphoric state of happiness but demands human victims in return. (84 mins.)
 
14.
Cecil B. DeMented (2000)
    1 2 3 4 5 6 7 8 9 10 6.2/10 X  
An insane independent film director and his renegade group of teenage filmmakers kidnap an A-list Hollywood actress and force her to star in their underground film. (87 mins.)
Director: John Waters
 
15.
Nurse Betty (2000)
    1 2 3 4 5 6 7 8 9 10 6.2/10 X  
Comedy about a widow's post-traumatic obsession with a soap star. (110 mins.)
Director: Neil LaBute
 
16.
Thank You for Smoking (2005)
    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
Satirical comedy follows the machinations of Big Tobacco's chief spokesman, Nick Naylor, who spins on behalf of cigarettes while trying to remain a role model for his twelve-year-old son. (92 mins.)
Director: Jason Reitman
 
17.
The Big White (2005)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
To remedy his financial problems, a travel agent has his eye on a frozen corpse, which just happens to be sought after by two hitmen. (100 mins.)
Director: Mark Mylod
 
18.
Salvation Boulevard (2011)
    1 2 3 4 5 6 7 8 9 10 5.3/10 X  
Set in the world of mega-churches in which a former Deadhead-turned-born again-Christian finds himself on the run from fundamentalist members of his mega-church who will do anything to protect their larger-than-life pastor. (96 mins.)
Director: George Ratliff
 
19.
Meet the Applegates (1990)
    1 2 3 4 5 6 7 8 9 10 5.4/10 X  
Modeling themselves after an idyllic cookie-cutter suburban 1950's family, a colony of insects move from South America into the United States with the intent of getting access to the nation's nuclear resources. (90 mins.)
Director: Michael Lehmann
 
20.
Fargo (1996)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
Jerry Lundegaard's inept crime falls apart due to his and his henchmen's bungling and the persistent police work of the quite pregnant Marge Gunderson. (98 mins.)
Director: Joel Coen
 
21.
Sunshine Cleaning (2008)
    1 2 3 4 5 6 7 8 9 10 6.9/10 X  
In order to raise the tuition to send her young son to private school, a mom starts an unusual business -- a biohazard removal/crime scene clean-up service -- with her unreliable sister. (91 mins.)
Director: Christine Jeffs
 
22.
Nobel Son (2007)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
Barkley Michaelson is in a deep life rut. He's struggling to finish his PhD thesis when his father, the learned Eli Michaelson... (110 mins.)
Director: Randall Miller
 
23.
Just Add Water (2008)
    1 2 3 4 5 6 7 8 9 10 5.7/10 X  
An offbeat romantic comedy about a decent guy, Ray Tuckby, with a dead-end life in the dead-end town of Trona, CA. After encouragement from a stranger whom he happens upon, Ray begins to dream again. He sheds the parasites in his life, musters the nerve to pursue his childhood love, and finally takes back his community by toppling the local teenage Meth-baron. (95 mins.)
Director: Hart Bochner
 
24.
Some Guy Who Kills People (2011)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
Ken Boyd, a lonely man fresh out of the loony bin, who sets out to kill those he deems responsible for his miserable life. (97 mins.)
Director: Jack Perez
 
25.
Who Is Cletis Tout? (2001)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
Cletis Tout is a comedy about mistaken identities, a hit man who sees everything in terms of the movies and a twenty year old diamond heist. (92 mins.)
Director: Chris Ver Wiel
 
26.
50/50 (2011)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
Inspired by a true story, a comedy centered on a 27-year-old guy who learns of his cancer diagnosis, and his subsequent struggle to beat the disease. (100 mins.)
Director: Jonathan Levine
 
27.
The Big Empty (2003)
    1 2 3 4 5 6 7 8 9 10 6.2/10 X  
A budding actor is faced with a stalled career and a mountain of debt. (94 mins.)
Director: Steve Anderson
 
28.
Hobo with a Shotgun (2011)
    1 2 3 4 5 6 7 8 9 10 6.1/10 X  
A homeless vigilante blows away crooked cops, pedophile Santas, and other scumbags with his trusty pump-action shotgun. (86 mins.)
Director: Jason Eisener
 
29.
The Dark Backward (1991)
    1 2 3 4 5 6 7 8 9 10 5.5/10 X  
A man pursues stand-up comedy encouraged by his fellow garbage man. Though his friend, who accompanies him on accordion... (101 mins.)
Director: Adam Rifkin
 
30.
Blood Car (2007)
    1 2 3 4 5 6 7 8 9 10 5.4/10 X  
In the near future, gas prices are at an astronomical high. One man is determined to find an alternate fuel source. That alternate fuel source turns out to be blood...HUMAN BLOOD. (76 mins.)
Director: Alex Orr
 
31.
Safe Men (1998)
    1 2 3 4 5 6 7 8 9 10 6.0/10 X  
Two untalented singers are mistaken for a pair of major league safe crackers in Providence, Rhode Island... (88 mins.)
Director: John Hamburg
 
32.
World's Greatest Dad (2009)
    1 2 3 4 5 6 7 8 9 10 6.9/10 X  
When his son's body is found in a humiliating accident, a lonely high school teacher inadvertently attracts an overwhelming amount of community and media attention after covering up the truth with a phony suicide note. (99 mins.)
 
33.
Thursday (1998)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
The movie opens in a Los Angeles convenience store one late Monday night, where a smalltime drug dealer... (87 mins.)
Director: Skip Woods
 
34.
Stay Tuned (1992)
    1 2 3 4 5 6 7 8 9 10 6.1/10 X  
A husband and wife are sucked into a hellish television set and have to survive a gauntlet of twisted versions of shows they find themselves in. (88 mins.)
Director: Peter Hyams
 
35.
Nothing But Trouble (1991)
    1 2 3 4 5 6 7 8 9 10 4.9/10 X  
A businessman finds he and his friends the prisoners of a sadistic judge and his equally odd family in the backwoods of a bizarre mansion. (94 mins.)
Director: Dan Aykroyd
 
36.
Happy, Texas (1999)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
Two escaped convicts arrive in the town of Happy, Texas, where they are mistaken for a gay couple who... (98 mins.)
Director: Mark Illsley
 
37.
Suicide Kings (1997)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
A group of youngsters kidnap a respected Mafia figure. (106 mins.)
Director: Peter O'Fallon
 
38.
Very Bad Things (1998)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
A prostitute is killed during a bachelor party and the attendees turn on each other as the wedding approaches. (100 mins.)
Director: Peter Berg
 
39.
The Cottage (2008)
    1 2 3 4 5 6 7 8 9 10 6.1/10 X  
In a remote part of the countryside, a bungled kidnapping turns into a living nightmare for four central... (92 mins.)