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Movies like Sweet 20 (2015)

The best movies like Sweet 20 (2015) are The Trouble with Angels (1966), Much Ado About Nothing (2013) and Mr. Bones (2001). If Sweet 20 hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Trouble with Angels (1966)

    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 their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.

    Why it matches: Recommended by TMDB viewers · both comedy

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  2. Much Ado About Nothing (2013)

    A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.

    Why it matches: Recommended by TMDB viewers · both comedy

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  3. Mr. Bones (2001)

    A medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.

    Why it matches: Recommended by TMDB viewers · both comedy

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  4. The Anniversary (1968)

    Mrs Taggart always celebrates her anniversary with her grown sons. It’s a tradition practised since the death of her husband and she is determined for it to continue. None of her three sons have dared to cross their ruthless domineering mother but this anniversary they intend to try. With cruel and brutal twists, the family get-together becomes a social nightmare beyond endurance.

    Why it matches: Recommended by TMDB viewers · both comedy

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  5. Fun with Dick and Jane (1977)

    When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.

    Why it matches: Recommended by TMDB viewers · both comedy

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  6. Taking Care of Business (1990)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy

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  7. Stewie Griffin: The Untold Story (2005)

    The maniacal baby of the Griffin family, Stewie, meets his future self. In doing this he discovers that his future image is not what he has anticipated because of a near death experience.

    Why it matches: Recommended by TMDB viewers · both comedy

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  8. The Ladies Man (1961)

    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 all these females?

    Why it matches: Recommended by TMDB viewers · both comedy

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  9. The Pink Panther Strikes Again (1976)

    Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.

    Why it matches: Recommended by TMDB viewers · both comedy

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  10. What Did You Do in the War, Daddy? (1966)

    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. Because of aerial reconnaissance, they must look like they are fighting. To sort this out an intelligence officer is sent in. Meanwhile the festival gets complicated with the Mayors daughter.

    Why it matches: Recommended by TMDB viewers · both comedy

  11. Slumberland (2022)

    A young girl discovers a secret map to the dreamworld of Slumberland, and with the help of an eccentric outlaw, she traverses dreams and flees nightmares, with the hope that she will be able to see her late father again.

    Why it matches: Recommended by TMDB viewers · both comedy

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  12. Cadet Kelly (2002)

    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.

    Why it matches: Recommended by TMDB viewers · both comedy

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  13. Why Worry? (1923)

    A hypochondriac vacations in the tropics for the fresh air - and finds himself in the middle of a revolution instead.

    Why it matches: Recommended by TMDB viewers · both comedy

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  14. No Time for Sergeants (1958)

    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?

    Why it matches: Recommended by TMDB viewers · both comedy

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  15. The Family Jewels (1965)

    A young heiress must choose between six uncles, one of which is up to no good and out to harm the girl's beloved bodyguard who practically raised her.

    Why it matches: Recommended by TMDB viewers · both comedy

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  16. Happiness Is a Warm Blanket, Charlie Brown (2011)

    Linus is pushed to his limits when he learns Grandma is coming to visit and plans on ridding him of his childish security blanket.

    Why it matches: Recommended by TMDB viewers · both comedy

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  17. You're Never Too Young (1955)

    When an aspiring barber becomes inadvertently involved in the theft of a valuable diamond, necessity forces him to masquerade as a 12 year-old child - with humorous consequences.

    Why it matches: Recommended by TMDB viewers · both comedy

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  18. Carry On Regardless (1961)

    After a bunch of no-hopers approaches an employment agency, the anarchy mounts as they do a series of odd jobs, including a chimp's tea party, trying to stay sober at a wine tasting… and demolishing a house.

    Why it matches: Recommended by TMDB viewers · both comedy

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  19. Dennis the Menace (1993)

    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 comes to town.

    Why it matches: Recommended by TMDB viewers · both comedy

  20. Good Neighbor Sam (1964)

    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 appearance.

    Why it matches: Recommended by TMDB viewers · both comedy

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  21. Head Above Water (1996)

    Judge George brings his young wife, Nathalie, to a remote island for a vacation. But while George accompanies their only neighbor -- Nathalie's childhood friend Lance -- on a fishing trip, Nathalie spends time with her ex, Kent. When Kent ends up dead the next morning, Nathalie tries to hide the evidence before her husband gets home. After the body is found, the events of the previous night unravel, with unexpected revelations.

    Why it matches: Similar story and style · both comedy

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  22. Brewster's Millions (1985)

    Monty Brewster, an aging minor-league baseball player, stands to inherit $300 million if he can successfully spend $30 million in 30 days without anything to show for it, and without telling anyone what he's up to... A task that's a lot harder than it sounds!

    Why it matches: Similar story and style · both comedy

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  23. Bhaskar Oru Rascal (2018)

    Two children raised by single parents want to enjoy the happiness of a complete family. To achieve this, they try to unite their parents, but end up in trouble.

    Why it matches: Similar story and style · both comedy

  24. Father of the Bride (1991)

    George Banks is an ordinary, middle-class man whose 22 year-old daughter Annie has decided to marry a man from an upper-class family, but George can't think of what life would be like without his daughter. His wife tries to make him happy for Annie, but when the wedding takes place at their home and a foreign wedding planner takes over the ceremony, he becomes slightly insane.

    Why it matches: Similar story and style · both comedy

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  25. Father of the Bride Part II (1995)

    Just when George Banks has recovered from his daughter's wedding, he receives the news that she's pregnant ... and that George's wife is expecting too. He was planning on selling their home, but that's a plan that—like George—will have to change with the arrival of both a grandchild and a kid of his own.

    Why it matches: Similar story and style · both comedy

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  26. Jab We Met (2007)

    A depressed wealthy businessman and a spunky carefree young woman embark on an unexpected journey that changes their lives.

    Why it matches: Similar story and style · both comedy

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  27. Victor/Victoria (1982)

    A struggling female soprano finds work playing a male female impersonator, but it complicates her personal life.

    Why it matches: Similar story and style · both comedy

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  28. Mad Money (2008)

    Three female employees of the Federal Reserve plot to steal money that is about to be destroyed.

    Why it matches: Similar story and style · both comedy

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  29. Teenage Sex and Death at Camp Miasma (2026)

    An ambitious director sets out to revive a faded slasher franchise, but her meeting with the film’s reclusive original star spirals into a terrifying maze of obsession, fear, and blood-soaked delusion.

    Why it matches: Similar story and style · both comedy

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  30. Emil and the Detectives (1935)

    Erich Kästner’s beloved novel has been adapted for film or television six times since its publication in 1929; this 1935 British version was the first in English. Believed lost for decades, it was recently rediscovered by the BFI and has now been restored. The film moves the action from Berlin to London, where Emil goes to stay with his grandmother and cousin. Thereafter, the tale of Emil’s adventures with a gang of streetwise London children faithfully follows the original plot.

    Why it matches: Similar story and style · both comedy

Like Sweet 20 and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Sweet 20?

The closest matches to Sweet 20 are The Trouble with Angels (1966), Much Ado About Nothing (2013) and Mr. Bones (2001). Below are 27 more, each with the reason it matches.

What should I watch after Sweet 20?

Start with The Trouble with Angels (1966), the closest match to Sweet 20.

What is the highest-rated movie like Sweet 20?

Jab We Met (2007), rated 7.3/10 by 351 TMDB users.

What is the newest movie like Sweet 20?

Teenage Sex and Death at Camp Miasma (2026) is the most recent release on this list.

How are movies similar to Sweet 20 chosen?

First come films that Trakt’s viewers watch alongside Sweet 20, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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