Movies Like Gents of Leisure

If you liked Gents of Leisure (1931), a comedy movie directed by Del Lord, 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
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
2
The Ladies Man (1961)
★ 6.3/10Also comedy
After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with…
3
Who's Minding the Store? (1963)
★ 6.8/10Also comedy
Norman Phiffer, a proud man in a humble life, doesn't know that his girlfriend, Barbara, is heir to the Tuttle Department Store dynasty. Mrs. Tuttle, Barbara's mother, is determined to split the two lovers, and hires…
4
Malibu Rescue: The Next Wave (2020)
★ 6.2/10Also comedy
It’s summer again, and everyone’s favorite Junior Rescuers, The Flounders, are back at Tower 2. With the International Junior Rescue Championships headed to Southern California, the eyes of the entire planet are on…
5
Dog Gone (2008)
★ 6.5/10Also comedy
A courageous boy battles a gang of bumbling thieves to rescue a dog carrying a fortune in stolen diamonds.
6
The Freshman (1990)
★ 6.3/10Also comedy
After a film student gets his belongings stolen, he meets a mobster bearing a startling resemblance to a certain cinematic godfather. Soon, he finds himself caught up in a caper involving endangered species and fine…
7
Dog Trouble (1942)
★ 7.1/10Also comedy
Tom's chasing Jerry when he runs right into a sleeping dog and the two of them must work together to fend him off.
8
Much Ado About Nothing (2013)
★ 6.8/10Also comedy
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
9
Hollywood or Bust (1956)
★ 6.2/10Also comedy
The last movie with Jerry Lewis and Dean Martin together, is a satire of the life in Hollywood. Steve Wiley is a deceiver who cheats Malcolm Smith when he wins a car, claiming that he won it too. Trying to steal the…
10
Way Out West (1937)
★ 7.1/10Also comedy
Stan and Ollie try to deliver the deed to a valuable gold mine to the daughter of a dead prospector. Unfortunately, the daughter's evil guardian is determined to have the gold mine for himself and his saloon-singer wife.
11
MVP 2: Most Vertical Primate (2001)
★ 5.8/10Also comedy
MVP 2 opens with the lovable Jack being ousted from his hockey team, the Seattle Simians, and having to hit the road after being falsely accused of league misconduct. Jack ends up in the city, where he's befriended by…
12
Sea Scouts (1939)
★ 6.4/10Also comedy
Donald is an admiral on a seagoing voyage with his nephews in which they encounter a ravenous shark.
13
Caveman (1981)
★ 6.7/10Also comedy
Disgraced and cast out of his tribe for lusting after Lana, the mate of the tribe's head muscle man, Atouk stumbles along gathering other misfits and learning a bit about the world outside of his cave. Eventually he…
14
Tommy Boy (1995)
★ 6.8/10Also comedy
To save the family business, two ne’er-do-well traveling salesmen hit the road with disastrously funny consequences.
15
Dennis the Menace (1993)
★ 5.9/10Also comedy
Mr. Wilson's ever-present annoyance comes in the form of one mischievous kid named Dennis. But he'll need Dennis's tricks to uncover a collection of gold coins that go missing when a shady drifter named Switchblade Sam…
16
It's a Mad, Mad, Mad, Mad World (1963)
★ 7/10Also comedy
A group of strangers come across a man dying after a car crash who proceeds to tell them about the $350,000 he buried in California. What follows is the madcap adventures of those strangers as each attempts to claim…
17
Small Fry (2011)
★ 6.9/10Also comedy
A fast food restaurant mini variant of Buzz forcibly switches places with the real Buzz and his friends have to deal with the obnoxious impostor.
18
A Burlesque on Carmen (1915)
★ 5.8/10Also comedy
A gypsy seductress is sent to sway a goofy officer to allow a smuggling run.
19
Perfect Day (1929)
★ 7/10Also comedy
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…
20
Sufferin' Cats! (1943)
★ 7.1/10Also comedy
Tom fights with another cat over Jerry.