There are spoilers ahead for each entry!

People go to the movies for all sorts of reasons.

Comedies, by their very nature, are films meant to entertain.

The main characters in the poster for In-Bruges

Image via Focus Features

More than anything,people rememberMarley & Mefor its heartbreaking ending.

The third act sees the aging Labrador retriever Marley get a deadly intestinal disorder.

But his latest work,May December, finds a particularly fresh balance between melodrama and dark comedy.

Owen Wilson and Jennifer Aniston with a dog in Marley & Me

Image via 20th Century Studios

There are certainly hints of dark humor and amusingly bizarre moments inMay December.

It’s about Bill, a stick figure man who struggles to put together his shattered psyche.

As it happens,It’s Such a Beautiful Dayis also one ofthe saddest animated movies ever made.

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It’s hysterical, overwhelmingly sad stuff.

Hilariously absurd hijinks and humor that’s bound to offend every demographic that might watch the film ensue.

The main character’s moral quandaries after having accidentally killed a child are certainly harrowing.

Julianne Moore and Charles Melton cuddling in May December

Image via Netflix

To this day, however, his saddest comedy remains the brutalThree Billboards Outside Ebbing, Missouri.

There’s hope and some degree of happiness, butsuffering doesn’t just disappear.

Happinessis often grimly funny, sure, but it’s also one ofthe most depressing moviesof the ’90s.

May December Poster

It stars a phenomenalDavid Thewlisas an unemployed man from Manchester who flees to London after he abused a girl.

There, he vents his rage on unsuspecting strangers as he embarks on a nocturnal odyssey.

One day, his life changes when he meets the interesting Lisa (Jennifer Jason Leigh).

Colm and Pádraic talking while drinking beer in The Banshees of Inisherin

Image via Searchlight Pictures

NEXT:The Saddest Coming-of-Age Movies, Ranked

The Banshees of Inisherin Poster

Bill the stick figure with a hat next to a cliff in ‘It’s Such a Beautiful Day’

Image via Bitter Films

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Cast Placeholder Image

A dirty man in the subway surrounded by people in Songs from the Second Floor - 2000-1

Image via Canal+

Ken (Brendan Gleeson) points his gun at Ray (Colin Farrell) who is holding a gun to his own head in In Bruges

Image via Focus Features

In Bruges

Mildred standing in the road with the billboards behind her in ‘Three Billboards Outside Ebbing, Missouri’

Image via Fox Searchlight

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Dylan Baker with his son in ‘Happiness’

Image via Good Machine

David Thewlis as Johnny looks blankly ahead walking down a corridor with people in the background in Naked.

Image via First Independent Films

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David Thewlis running in Anomalisa

Image via Paramount Pictures

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