Movies Like Over 21

If you liked Over 21 (1945), a comedy movie directed by Charles Vidor, 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
Buck Privates (1941)
★ 6.8/10Also comedy
Petty con artists Slicker Smith and Herbie Brown mistakenly join the Army evading the cops. The cop chasing them winds up as their drill instructor. A rich young man and his former working class chauffeur are not only…
2
The Errand Boy (1961)
★ 6.2/10Also comedy
Paramutual Pictures wants to know where all the money is going so they hire Morty to be their spy. Morty works for Mr. Sneak and gets a job in the mail room so that he can have access to the lot. But all that Morty…
3
Good Neighbor Sam (1964)
★ 6.6/10Also comedy
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral…
4
Beau Hunks (1931)
★ 6.8/10Also comedy
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
5
Cul-de-sac (1966)
★ 6.7/10Also comedy
On the run and in search of help, two wounded gangsters find refuge in the secluded castle of a feeble man and his wife; however, under the point of a gun, nothing is what it seems.
6
Cadet Kelly (2002)
★ 6.2/10Also comedy
Hyperactive teenager Kelly is enrolled into a military school when her new stepfather becomes the Commandant. At first she has problems fitting in and taking orders until she tries out for the drill team.
7
The Bed Sitting Room (1969)
★ 5.9/10Also comedy
In the hazy aftermath of World War III, the fallout from a 'nuclear misunderstanding' is producing strange mutations amongst the survivors, and the noble Lord Fortnum finds himself transforming into a bed sitting room.
8
Johnny English Strikes Again (2018)
★ 6.3/10Also comedy
Disaster strikes when a criminal mastermind reveals the identities of all active undercover agents in Britain. The secret service can now rely on only one man - Johnny English. Currently teaching at a minor prep…
9
Great Guns (1941)
★ 6/10Also comedy
Laurel and Hardy join the army. They are hardly soldiers, but they believe their employer, (Dick Nelson) will need them now he's drafted.
10
Carry On Sergeant (1958)
★ 6.4/10Also comedy
Sergeant Grimshawe wants to retire in the flush of success by winning the Star Squad prize with his very last platoon of newly called-up National Servicemen. But a motley bunch they turn out to be, and it's up to…
11
Taking Care of Business (1990)
★ 6.3/10Also comedy
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
12
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.
13
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.
14
The Trouble with Angels (1966)
★ 6.7/10Also comedy
Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and…
15
Playing with Fire (2019)
★ 6.6/10Also comedy
A crew of rugged firefighters meet their match when attempting to rescue three rambunctious kids.
16
No Time for Sergeants (1958)
★ 7.3/10Also comedy
Georgia farm boy Will Stockdale is about to bust with pride. He’s been drafted. Will’s ready. But is Uncle Sam ready for Will?
17
Arsenic and Old Lace (1944)
★ 7.6/10Also comedy
Mortimer Brewster, a newspaper drama critic, playwright, and author known for his diatribes against marriage, suddenly falls in love and gets married; but when he makes a quick trip home to tell his two maiden aunts…
18
What Did You Do in the War, Daddy? (1966)
★ 5.9/10Also comedy
A by-the-book Captain is ordered to capture a strategic village in Italy. The Italian soldiers are willing to surrender, if they can have a festival first. The lieutenant convinces the Captain this is the only way…
19
Sleeper (1973)
★ 6.8/10Also comedy
Miles Monroe, a clarinet-playing health food store proprietor, is revived out of cryostasis 200 years into a future world in order to help rebels fight an oppressive government regime.
20
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…