Movies Like Guess Which Person Is Crazy

If you liked Guess Which Person Is Crazy (1998), a movie directed by Louis C.K., here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Louis C.K.: Ridiculous (2026)
★ 6.1/10
From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.
2
Shanghaied (1915)
★ 6/10
A shipowner intends to scuttle his ship on its last voyage to get the insurance money. Charlie, a tramp in love with the owner's daughter, is grabbed by the captain and promises to help him shanghai some seamen. The…
3
A Woman (1915)
★ 6.1/10
Mother, father and daughter go to the park. The women doze off on a bench while the father plays a hide-and-seek game with a girl, blindfolded. Charlie leads him into a lake. Both dozing ladies on the bench fall for…
4
Sincerely Louis C.K. (2020)
★ 7.4/10
Louis C.K. muses on religion, terrorism, small towns, Florida, disabilities, dogs, Auschwitz, marriage, sex, vegans, and his personal sexual controversy, in a live performance from Washington, D.C.
5
Being James Bond (2021)
★ 7.8/10
Daniel Craig candidly reflects on his 15 year adventure as James Bond. Including never-before-seen archival footage from Casino Royale to the upcoming 25th film No Time To Die, Craig shares his personal memories in…
6
Perfect Day (1929)
★ 7/10
Two families embark on a pleasant Sunday picnic but manage to run into a variety of issues with their temperamental automobile. Each incident requires repeated exits and reboardings by Laurel, Hardy, their wives and…
7
Sketch (2025)
★ 7/10
When a young girl’s sketchbook falls into a strange pond, her drawings come to life—chaotic, real, and on the loose. As the town descends into chaos, her family must reunite and stop the monsters they never meant to…
8
Beau Hunks (1931)
★ 6.8/10
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
9
The Fixer Uppers (1935)
★ 6.8/10
Stan and Ollie are greeting card salesmen who agree to help a woman put a spark in her loveless marriage by making her husband jealous.
10
Very Nice, Very Nice (1961)
★ 6/10
Arthur Lipsett's first film is an avant-garde blend of photography and sound. It looks behind the business-as-usual face we put on life and shows anxieties we want to forget. It is made of dozens of pictures that seem…
11
Hard Luck (1921)
★ 6.9/10
A down on his luck young man makes several attempts at committing suicide but fails them too. He then finds himself becoming more confident through a series of petty adventures, to such an extent that this becomes his…
12
Mike's New Car (2002)
★ 6.9/10
Mike discovers that being the top-ranking laugh collector at Monsters, Inc. has its benefits – in particular, earning enough money to buy a six-wheel-drive car that's loaded with gadgets. That new-car smell doesn't…
13
Porno (2019)
★ 6/10
When a group of naive teens working at a movie theater in a small Christian town discover a mysterious film hidden in its basement, they unleash an alluring succubus who gives them a sex education…written in blood.
14
Solid Serenade (1946)
★ 7.4/10
Tom ties up Spike and sneaks into the courtyard of the glamorous Toodles Galore with his bass, hoping to woo her with his song, much to the annoyance of a sleeping Jerry.
15
Ferdinand the Bull (1938)
★ 6.7/10
This Oscar-winning short tells of a bull who preferred to sit under trees and smell flowers to clashing horns with his fellow animals. As luck would have it, an untimely bee reveals Ferdinand's ferocious side via…
16
The Big Bad Wolf (1934)
★ 6.5/10
The Big Bad Wolf torments Little Red Riding Hood and the Three Little Pigs.
17
Joker: Put on a Happy Face (2020)
★ 7.9/10
Featuring interviews with filmmakers and industry legends, discover the origins and evolution of The Joker, and learn why The Clown Prince of Crime is universally hailed as the greatest comic-book supervillain of all…
18
Marvel One-Shot: All Hail the King (2014)
★ 6.8/10
A documentary filmmaker interviews the now-famous Trevor Slattery from behind bars.
19
Richard Jewell (2019)
★ 7.4/10
Richard Jewell thinks quick, works fast, and saves hundreds, perhaps thousands, of lives after a domestic terrorist plants several pipe bombs and they explode during a concert, only to be falsely suspected of the crime…
20
Oliver the Eighth (1934)
★ 7.1/10
Barbershop owners Stan and Ollie answer an ad in the newspaper from a wealthy widow looking for a husband. Ollie only mails in his response and is invited to the widow's mansion. Stan discovers his unmailed letter and…