Scrooged (1988)

Scrooged (1988)

[5] I thought I'd get a lot more from a dark comedy directed by Richard Donner (Superman, Lethal Weapon) and starring Bill Murray, but Scrooged is neither dark nor funny enough to leave much of a lasting impression. Murray plays a cutthroat…
The Dark Backward (1991)

The Dark Backward (1991)

[3]

In a dystopian world full of garbage and stained walls, an unfunny comedian (Judd Nelson) starts growing a third arm out of his back. His super-annoying friend (Bill Paxton at his worst) sees the aberration as his ticket out of hell and exploits it for all its worth. A smarmy talent agent (Wayne Newton) decides to rep them, and an even bigger agent (Rob Lowe) decides to bring them to Hollywood. But then the arm disappears and the poor unfunny comedian learns who his true friends are. Spoiler alert: he hasn’t any.

Killer Joe (2012)

Killer Joe (2012)

[9] William Friedkin (The Exorcist, The French Connection) directs this darkly comic trailer trash ensemble piece about a family that conspires to hire a killer to whack their matriarch and collect her life insurance. Matthew McConaughey delivers a tense, frightening, carefully measured…
Fight Club (1999)

Fight Club (1999)

[10] A profound, yes profound, pitch black satire that has become an anthem for a "generation of men raised by women". From a gender studies perspective, Fight Club speaks to the fragility of masculine identity and the disturbing lengths to which misguided…
Six Degrees of Separation (1993)

Six Degrees of Separation (1993)

[9] Stockard Channing, Donald Sutherland, and Will Smith star in this dark comedy of manners that unfolds like a mystery. The entire film is told in flashbacks and montage, with Channing and Sutherland as art dealers regaling their New York upper crust…
Death Becomes Her (1992)

Death Becomes Her (1992)

[10] Meryl Streep, Goldie Hawn, and Bruce Willis headline this supremely dark comedy about two rival women (Streep and Hawn) who take a potion promising them youth and eternal life. But jealousy consumes them and leads to both their deaths. Once they…
The Player (1992)

The Player (1992)

[9] Director Robert Altman made his post-Popeye comeback with this biting takedown of the film industry. Tim Robbins (Jacob's Ladder, The Shawshank Redemption) stars as Griffin Mill, an unscrupulous studio executive who's paranoid about being replaced by an up-and-coming rival (Peter Gallagher).…
I Love You to Death (1990)

I Love You to Death (1990)

[9] Lawrence Kasdan (The Big Chill, Grand Canyon) directs this dark comedy based on the true story of a woman who tried to kill her husband after learning he had cheated on her. Kevin Kline and Tracey Ullman star as the husband…
Heathers (1989)

Heathers (1989)

[10]

This superb dark comedy blows apart any precious John Hughes-like notions of high school life. Winona Ryder stars as Veronica, a high school girl caught in an elitist bitch-clique with three other young women (including Beverly Hills 90210 star Shannen Doherty) — all named Heather. But when the dangerous and alluring JD (Christian Slater) rides into town, Veronica falls under his spell as the two set out to exact revenge on the Heathers and every other force of alienation in the school. Veronica quickly finds herself in over her head with JD when their shenanigans end up having a body count. As classmates continue to die, Veronica finds herself running from both JD and the Heathers — building to a climax that will change the student body hierarchy forever. 

Raising Arizona (1987)

Raising Arizona (1987)

[10] Holly Hunter and Nicolas Cage star as Ed and Hi, a police woman and a supposedly reformed felon who try to start a family in Joel and Ethan Coen's Raising Arizona. But when they can't conceive a child of their own,…