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'I Love You to Death' (1990) -

This film is a darkly comic masterpiece, where Tracey Ullman’s character tries to off her unfaithful husband with laugh-out-loud attempts. It’s all about love, betrayal, and a little bit of poison in the spaghetti sauce.

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'Better Off Dead' (1985) -

John Cusack plays a heartbroken teen in a film that mixes ski slopes, unrequited love, and cartoonish suicide attempts. It's an '80s cult classic that blends dark themes with slapstick humor.

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'War of the Roses' (1989) -

Kathleen Turner and Michael Douglas are at their comedic best, playing a divorcing couple whose battle for their home escalates into an all-out war. It's a dark comedy that shows just how thin the line between love and hate can be.

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'Fear and Loathing in Las Vegas' (1998) -

Dive into the drug-addled minds of Hunter S. Thompson via Johnny Depp in this surreal journey through the American Dream. It's a wild, colorful ride that's as thought-provoking as it is hilarious.

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'A New Leaf' (1971) -

Elaine May stars in and directs this black comedy about a broke playboy planning to marry and murder a wealthy heiress. It's a clever, underappreciated gem that mixes romance, comedy, and a dash of darkness.

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'Fargo' (1996) -

The Coen Brothers deliver a snowy crime saga filled with Midwestern niceties and brutal violence. Frances McDormand shines as a pregnant sheriff in this quirky, darkly funny crime thriller.

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'The Producers' (1967) -

Mel Brooks' classic satire is about a Broadway scam gone hilariously wrong. It's a comedic masterpiece that pokes fun at the absurdities of show business and Nazi Germany, proving that humor can be found in the darkest subjects.

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'Groundhog Day' (1993) -

Bill Murray lives the same day over and over, learning life lessons along the way. It's a comedy that's as philosophical as it is funny, exploring redemption and personal growth with a timeless charm.

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'Election' (1999) -

High school politics get darkly funny as Reese Witherspoon's ambitious student clashes with her teacher. It's a smart, satirical look at ambition, ethics, and the hilarity of high school life.

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'The Lobster' (2015) -

In a bizarre dystopian world, single people must find love or be turned into animals. It's dark, absurd, and strangely touching, questioning the nature of relationships in modern society.

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'Being John Malkovich' (1999) -

A puppeteer discovers a portal into John Malkovich’s mind, leading to surreal exploits. It's a mind-bending comedy that explores identity and desire in the most unexpected ways.

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'Some Like It Hot' (1959) -

Jack Lemmon and Tony Curtis disguise themselves as women to escape the mob, leading to endless laughs and close calls. Its timeless humor keeps it fresh.

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'In The Loop' (2009) -

A political satire that dives deep into the absurdities of government and war. Razor-sharp dialogue and chaotic scenarios make it a must-watch for fans of dark, witty humor.

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'Pink Flamingos' (1972) -

John Waters’ cult classic pushes all boundaries of taste to become the ultimate bad-taste comedy. It’s outrageously shocking and hilariously disgusting, celebrating the weird and the rebellious.

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'Harold and Maude' (1971) -

'Harold and Maude' is an oddball romance between a young man obsessed with death and a lively older woman. It’s a dark comedy that’s surprisingly sweet, exploring life’s beauty through its eccentric characters.

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'Heathers' (1988) -

A dark take on high school life and cliques, with Winona Ryder and Christian Slater plotting against the popular girls. It’s a cult classic that mixes satire, romance, and a critique of social dynamics.

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'Four Lions' (2010) -

Terrorism is no laughing matter, but 'Four Lions' manages to find humor in the absurdity of a group of inept jihadists. It's a daring comedy that's both a social commentary and a slapstick farce.

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'Ingrid Goes West' (2017) -

Aubrey Plaza delivers a stellar performance as an Instagram stalker whose obsession with a social media influencer takes a dark turn. It's a witty critique of our online personas and the loneliness lurking behind our screens.

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'The Death of Stalin' (2017) -

Hilarious chaos ensues after Stalin's death, as his cronies scramble for power. It's a sharp, witty take on historical events, showcasing political backstabbing at its funniest.

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'Sorry to Bother You' (2018) -

A telemarketer discovers a magical key to success, leading him into a surreal and dark capitalist nightmare. It's wildly inventive, tackling race and corporate greed with a bold comedic edge.

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'Borat Subsequent Moviefilm' (2020) -

Sacha Baron Cohen returns as Borat, navigating America's cultural landscape with his unique brand of humor. It's provocatively funny, pushing boundaries while reflecting on society's absurdities.

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'In Bruges' (2008) -

Two hitmen lay low in Bruges, reflecting on life and death in darkly comic ways. It's a beautifully shot film that blends existential musings with sharp wit and unexpected warmth.

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'Beetlejuice' (1988) -

A ghost couple hires a mischievous spirit to scare away their home's new inhabitants. It's a gothic, whimsical comedy that showcases Tim Burton's unique visual style and a wild performance by Michael Keaton.

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'The Royal Tenenbaums' (2001) -

Wes Anderson's tale of a dysfunctional family coming together is quirky, stylized, and deeply emotional. It's a visually stunning film that balances dark themes with whimsical humor.

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'Ruthless People' (1986) -

This comedy of errors involves kidnapping, blackmail, and a whole lot of scheming. It’s a laugh-out-loud caper that showcases the best of Danny DeVito and Bette Midler’s comedic talents.

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'Adaptation' (2002) -

Nicolas Cage plays twin brothers in a meta-comedy about writing and life’s complexities. It’s clever, introspective, and wildly original, blending real-life drama with fictional absurdity.

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'What We Do in the Shadows' (2014) -

This hilarious mockumentary by Taika Waititi and Jemaine Clement follows vampire roommates dealing with modern life. Its dry humor and supernatural antics make it a standout comedy about friendship and the mundane aspects of the immortal life.

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'Withnail and I' (1987) -

Two unemployed actors navigate life’s absurdities in this British comedy. Its sharp wit, memorable lines, and poignant moments make it a beloved tale of friendship and despair.

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'Dr. Strangelove' (1964) -

Kubrick’s masterpiece satirizes the Cold War and nuclear paranoia with brilliant humor. Its iconic performances and timeless relevance make it the pinnacle of dark comedies.

Sources: (ew.com)

See also: Movie masterpieces that are totally underrated

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