36 Best Dark Comedies Movies to Watch

Adam Sandler, though currently imminently marketable, incredibly played out and boring, used to be a real actor. This is the film by which his legacy will be judged, where we see the funnyman drop the mask and actually show real feelings besides bumbling rage. Sandler's hurt and confused performance is beautifully vulnerable and true and is complimented by P.T. Anderson's incomparable direction (the man behind Boogie Nights and There Will Be Blood), creating a true masterpiece of American cinema. This beauty also stars Philip Seymour Hoffman and Emily Watson.

Robert Downey Jr's triumphant return to film, this movie is a satirical take on film noir and detective movies in general. The screen chemistry between Gay Perry the private eye, played by Val Kilmer, and Downey Jr's robber turned actor, Harry Lockhart, is hysterical, and the film's tongue in cheek nature is witty, smart, and delivers. Directed by the man who directed Lethal Weapon, the action is top notch, the laughs are pretty much constant, and the mystery is compelling. It's mind boggling that nobody saw this when it came out.

Will Ferrell plays a well organized IRS agent named Harold Crick who seems to have figured out everything in his life to the dot. Little does he know his life is being run by someone else, a nervous and morbid novelist, famous for ending her works with the death of the main character. As the nature of his life and eventual doom, he decides to lay back and enjoy the ride, breaking all his ingrained and boring habits. While this film is recommended for everyone, Will Ferrel fans, especially, need to watch this to see Will's acting variety.

The Fundamentals of Caring is an offbeat comedy/drama starring Paul Rudd as a man attempting to overcome his looming divorce by becoming the caretaker for a teenager with muscular dystrophy (Craig Roberts, Submarine). The two develop an unconventional relationship based largely on sarcasm and profanity, delivering many laugh-out-loud moments, while also slowly exposing the pain each is carrying inside.Together, at Ben’s urging, they embark on a road trip across the western United States for Craig to see the world. It’s somewhat formulaic but fun and touching road movie that covers much familiar ground, but also offers a fine illustration of caregiving, personal growth, and emotional healing. Paul Rudd is as good ever, and Roberts is utterly superb. One of the best movies on the Netflix Originals catalog, and an undeniable winner, all-in-all.

In the year of the Netflix TV Show Maniac, another absurdist title stole critics’ hearts. Sorry to Bother You is a movie set in an alternate reality, where capitalism and greed are accentuated. Lakeith Stanfield (Atlanta) is a guy called Cassius who struggles to pay his bills. However, when at a tele-marketing job an old-timer tells him to use a “white voice”, he starts moving up the ranks of his bizarre society. A really smart movie that will be mostly enjoyed by those who watch it for its entertaining value, and not so much for its commentary. It is like a Black Mirror episode stretched into a movie.

This is a hilarious political comedy starring the ever-great Steve Buscemi. Set in the last days before Stalin's death and the chaos that followed, it portrays the lack of trust and the random assassinations that characterized the Stalinist Soviet Union. Think of it as Veep meets Sacha Baron Cohen's The Dictator. Although to be fair, its dark comedy props are very different from the comedy that comes out today: where there are jokes they're really smart, but what's actually funny is the atmosphere and absurd situations that end up developing.

A film written by screenwriter Charlie Kaufman, about screenwriter Charlie Kaufman as he struggles to adapt a book about poaching a rare plant into a successful movie. Through Kaufman's clever writing and Spike Jones' unique style of directing, the film unfolds using "mise en abîme" as the viewer sees the lessons the writer in film comes across to improve his script more or less subtly influence the events he encounters as the narrative advances. Nicolas Cage's performance is also particularly good as a highly intelligent and self-obsessed screen writer with low self-esteem.

A unique movie about a near-future society obsessed with couples; viewing couples as the norm, as opposed to single people who are viewed as unproductive and undesirable. In that way, the film shows David (Colin Farrell), a newly single person who is transferred to the Hotel, a place where single people have just 45 days to find a suitable mate, and if they fail, they would be transformed into animals of their choice. While the film’s original premise may not be everyone’s cup of tea, The Lobster will prove a goldmine for people who are into a Kafkaesque, absurdist mentality, or anyone looking for an idea-driven experience.

Director Bong Joon-ho (Snowpiercer) does something quite amazing with the $50 million budget Netflix gave him: he makes a simplistic movie. But man, is it good. Okja tells the story of a “super pig” experiment that sends genetically modified pigs to top farmers around the world. In Korea, a farmer’s granddaughter forms a special relationship with one of these super pigs (Okja). When the company who originally ran the experiment want their pig back (performances by Jake Gyllenhaal and Tilda Swinton) – the two find an ally in an animal advocacy group led by Jay (Paul Dano). This is a straightforward movie, but nevertheless it is entertaining and full of thought-provoking themes and performances from an excellent cast.

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