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Best Comedy Movies With Friends On A Friday From The 80S And 90S That Will Mess With Your Mind

These comedy films were selected by the Moviepiq editorial team for a Friday night with friends. Popularity and critic scores don't factor in here. Emotional fit does.

The best comedy movies with friends on a friday from the 80s and 90s that will mess with your mind. Includes The Princess Bride, Knockin' on Heaven's Door, F...

The best films for a group don't flatten the experience - they create one. You want something that generates opinions, debates, a reason to stay up later than planned.

The 80s and 90s remain a goldmine. Films that were commercially dismissed on release and now considered essential.

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.

The Princess Bride movie poster
1
1987 · ★★★½☆ 7.7/10

In this enchantingly cracked fairy tale, the beautiful Princess Buttercup and the dashing Westley must overcome staggering odds to find happiness amid six-fingered swordsmen, murderous princes, Sicilians and rodents of unusual size. But even death can't stop these true lovebirds from triumphing.

Knockin' on Heaven's Door movie poster
2
1997 · ★★★½☆ 7.7/10

Two young men, Martin and Rudi, both suffering from terminal cancer, get to know each other in a hospital room. They drown their desperation in tequila and decide to take one last trip to the sea. Drunk and still in pajamas they steal the first fancy car they find, a 60's Mercedes convertible. The car happens to belong to a bunch of gangsters, which immediately start to chase it, since it contains more than the pistol Martin finds in the glove box.

Fried Green Tomatoes movie poster
3
1991 · ★★★½☆ 7.7/10

Amidst her own personality crisis, a southern housewife meets an outgoing old woman who tells her the story of Idgie Threadgoode and Ruth Jamison, two young women who experienced hardships and love in 1920s Whistle Stop, Alabama.

Brazil movie poster
4
1985 · ★★★½☆ 7.7/10

Low-level bureaucrat Sam Lowry escapes the monotony of his day-to-day life through a recurring daydream of himself as a virtuous hero saving a beautiful damsel. Investigating a case that led to the wrongful arrest and eventual death of an innocent man instead of wanted terrorist Harry Tuttle, he meets the woman from his daydream, and in trying to help her gets caught in a web of mistaken identities, mindless bureaucracy and lies.

Black Cat, White Cat movie poster
5
1998 · ★★★½☆ 7.7/10

A small-time hustler makes a deal with a notorious gangster to whom he owes money: marry his teenage son to the latter's daughter. However, the young lovers are not as agreeable.

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

Geri's Game movie poster
6
1997 · ★★★½☆ 7.6/10

An aging codger named Geri plays a daylong game of chess in the park against himself. Somehow, he begins losing to his livelier opponent. But just when the game's nearly over, Geri manages to turn the tables.

Groundhog Day movie poster
7
1993 · ★★★½☆ 7.6/10

A cynical TV weatherman, along with his idealistic producer and his sardonic cameraman, is sent to report on Groundhog Day in the small town of Punxsutawney, where he finds himself repeating the same day over and over.

Mediterraneo movie poster
8
1991 · ★★★½☆ 7.6/10

Greek Sea, World War II. An Italian ship leaves a handful of soldiers in a little island; their mission is to spot enemy ships and to hold the island in case of attack. The village of the island seems abandoned and there isn't a single enemy in sight, so the soldiers begin to relax a little. Things change when their ship is hit and destroyed by the enemy, and the soldiers find themselves abandoned there.

I'm Starting from Three movie poster
9
1981 · ★★★½☆ 7.6/10

Gaetano, a young Neapolitan, decides to leave home, work and friends, to look for other moments of life and meet other people.

All About My Mother movie poster
10
1999 · ★★★½☆ 7.6/10

Following the tragic death of her teenage son, Manuela travels from Madrid to Barcelona in an attempt to contact the long-estranged father the boy never knew. She reunites with an old friend, an outspoken transgender sex worker, and befriends a troubled actress and a pregnant, HIV-positive nun.

The best mind-bending films don't cheat. They follow their own logic rigorously - which is exactly why the rug-pull, when it comes, is so disorienting.

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.

From the Blog

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