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Best Comedy Movies Alone On A Rainy Night You Have Probably Never Heard Of

The best comedy movies alone on a rainy night you have probably never heard of. Includes Singin' in the Rain, Dr. Strangelove or: How I Learned to Stop Worry...

There's a particular kind of film for a rainy night alone - absorbing enough to pull you fully in, good enough that you don't check your phone once.

Comedy at its best doesn't ask you to laugh. It creates situations so specific and so true that laughter is the only honest response.

Singin' in the Rain movie poster
1
1952 · ★★★★☆ 8.1/10

In 1927 Hollywood, a silent film star falls for a chorus girl just as he and his paranoid screen partner struggle to make the difficult transition to talking pictures.

Dr. Strangelove or: How I Learned to Stop Worrying and Love the Bomb movie poster
2
1964 · ★★★★☆ 8.1/10

After the insane General Jack D. Ripper initiates a nuclear strike on the Soviet Union, a war room full of politicians, generals and a Russian diplomat all frantically try to stop it.

My Friends movie poster
3
1975 · ★★★★☆ 8.1/10

Four inseparable friends try to face their midlife crisis with daytrips and pranks at the expense of their families and the people around them.

Lock, Stock and Two Smoking Barrels movie poster
4
1998 · ★★★★☆ 8.1/10

A card shark and his unwillingly-enlisted friends need to make a lot of cash quick after losing a sketchy poker match. To do this they decide to pull a heist on a small-time gang who happen to be operating out of the flat next door.

Big Deal on Madonna Street movie poster
5
1958 · ★★★★☆ 8.1/10

Best friends Peppe and Mario are thieves, but they're not very good at it. Still, Peppe thinks that he's finally devised a master heist that will make them rich. With the help of some fellow criminals, he plans to dig a tunnel from a rented apartment to the pawnshop next door, where they can rob the safe. But his plan is far from foolproof, and the fact that no one in the group has any experience digging tunnels proves to be the least of their problems.

What makes great comedy is specificity. The more precise the observation, the more universal the feeling. These films nail that balance.

Some Like It Hot movie poster
6
1959 · ★★★★☆ 8.1/10

In Prohibition-era Chicago, musicians Joe and Jerry witness a mob hit, and flee the state in an all-female band disguised as Josephine and Daphne, but further complications set in.

There's Still Tomorrow movie poster
7
2023 · ★★★★☆ 8.1/10

In postwar Rome, a working-class woman dreams of a better future for herself and her daughter while facing abuse at the hands of her domineering husband. When a mysterious letter arrives, she discovers the courage to change the circumstances of her life.

The Shop Around the Corner movie poster
8
1940 · ★★★★☆ 8.1/10

Two employees at a gift shop can barely stand one another, without realising that they are falling in love through the post as each other's anonymous pen pal.

Sherlock Jr. movie poster
9
1924 · ★★★★☆ 8.0/10

A film projectionist longs to be a detective, and puts his meager skills to work when he is framed by a rival for stealing his girlfriend's father's pocketwatch.

La Dolce Vita movie poster
10
1960 · ★★★★☆ 8.0/10

Episodic journey of journalist Marcello who struggles to find his place in the world, torn between the allure of Rome's elite social scene and the stifling domesticity offered by his girlfriend, all the while searching for a way to become a serious writer.

These films exist. They're excellent. The only reason you haven't seen them is that nobody told you to. Now someone has.

A great comedy earns its place in memory not through jokes but through character. The funniest moments are the ones that are also somehow true.

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