Movies like When We Were Twenty-One (1915)
The best movies like When We Were Twenty-One (1915) are Driver's Ed (2026), Thunderstruck (2012) and Taking Care of Business (1990). If When We Were Twenty-One hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedEddie Murphy Raw (1987)7.2/10 from 394 votes
- NewestDriver's Ed (2026)Released 2026
Driver's Ed (2026)
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThunderstruck (2012)
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTaking 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
Popcorn FlickMovies like thisWhy 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
Popcorn FlickMovies like thisCarry 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
Popcorn FlickMovies like thisShanghaied (1915)
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 daughter stows away to follow Charlie. Charlie assists in the galley and attempts to serve food during a gale.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Air Up There (1994)
Jimmy Dolan is a college basketball coach who wants a big promotion. To get it, he needs to make a dramatic find. He ends up deep in Africa, hoping to recruit Saleh, a huge basketball prodigy Jimmy glimpsed in a home movie. But Saleh is the chief's son and has responsibilities at home, since the tribe's land is threatened by a mining company with its own hotshot basketball team.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisStewie 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
Popcorn FlickMovies like thisFrom Soup to Nuts (1928)
Inexperienced waiters (Laurel & Hardy) are hired for a swank dinner party.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMy Wife's Relations (1922)
Buster and a woman are mistakenly married and her initially unfriendly family begins to treat him nicely when they come to believe he has a large inheritance awaiting him.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisAdventures in Public School (2018)
A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisShane Gillis: Beautiful Dogs (2023)
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisPerfect Day (1929)
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 grouchy, gout-ridden Uncle Edgar.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisSextuplets (2019)
Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their remaining long-lost siblings.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisOne Night at McCool's (2001)
On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisDough and Dynamite (1914)
Pierre and Jacques are working as waiters at a restaurant where the cooks go on strike. When the two are forced to work as bakers, the striking cooks put dynamite in the dough, with explosive results.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJackass Presents: Bad Grandpa (2013)
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTommy Boy (1995)
To save the family business, two ne’er-do-well traveling salesmen hit the road with disastrously funny consequences.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisEddie Murphy Raw (1987)
Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisMuch 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
Popcorn FlickMovies like thisWe Moderns (1925)
Mary Sundale is a young woman who spurns her childhood sweetheart to attach herself to a large group of riotous, semi-artistic young people and becomes infatuated with a superficial poet and critic. One night this poet becomes too bold in his advances and is thrashed by the man who has been rejected. On a later night, the group holds a party in a dirigible. The ship crashes and fear grips the revelers. Mary, now disgusted with the group and all it represents, mends her manner of living and plans a future with the man who has always sincerely loved her. A lost film.
Why it matches: Similar story and style · both comedy
The Hired Man (1918)
Ezry is a hardworking hired man who saves his money carefully in the hopes one day of going to college. But when his girlfriend's brother gets in trouble for bank robbery, Ezry tries to help out by offering his savings in exchange for the stolen funds.
Why it matches: Similar story and style · both comedy
Patsy Among the Smugglers (1915)
12th release in Lubin's "Patsy Bolivar" 1-reel comedy series.
Why it matches: Similar story and style · both comedy
Patsy Among the Fairies (1915)
Tenth release in Lubin's "Patsy Bolivar" 1-reel comedy series.
Why it matches: Similar story and style · both comedy
Patsy in a Seminary (1915)
Episode seven of the Lubin Studios Patsy Bolivar series.
Why it matches: Similar story and style · both comedy
A Lucky Leap (1916)
Fatty leaves his country home to go to the city. Bess, who lives in the city with her mother and her detective father, takes a novel and goes to the park to read, and strikes up a flirtation with Fatty. The father goes to his office, while the mother purchases a watch as a birthday present for him, but she is seen by a crook, who follows her. When she stops in the park to rest he gets the watch. On his way out of the park the crook passes Fatty and sells him the stolen watch. The crook then tries to flirt with Bess, but is thrown out by Fatty, who has fallen in love at first sight and is invited to Bess's home, after he has made her a present of the watch. When Bess and Fatty enter the house the mother is out in the hall telephoning her husband about the loss, and he starts home immediately. Bess leaves Fatty while she shows her mother the watch he gave her. The mother recognizes the watch and starts for Fatty, being joined later by her husband.
Why it matches: Similar story and style · both comedy
Tessie (1925)
Cigar counter girl Tessie tips off her mechanic boyfriend that a wealthy women is going to buy a car, and he leaves Tessie for Mrs. Welles.
Why it matches: Similar story and style · both comedy
A Son of Satan (1924)
A Son of Satan is a 1924 silent race film directed, written, produced and distributed by Oscar Micheaux. The film follows the misadventures of a man who accepted a bet to spend a night in a haunted house. Micheaux shot the film in The Bronx, New York, and Roanoke, Virginia. A Son of Satan ran into distribution problems when state censorship boards rejected the film based on its contents. New York censors objected to the film’s depiction of violence, particularly against women and animals (a cat is killed onscreen in one scene, a Ku Klux Klan leader is slain and a man chokes his wife to death), while Virginia censors complained the film’s references to miscegenation would "prove offensive to Southern ladies". In at least one state the film was banned for its title alone No print of the film is known to exist and it is presumed to be a lost film.
Why it matches: Similar story and style · both comedy
At the Sign of the Jack'O Lantern (1922)
When Harlan Carr inherited his Uncle Ebenezer's "Jack-O Lantern" house and too his bride there to live, he found himself the unwilling host of a score of hungry relatives within a week. Soon, strange things began to happen. A black cat made the house his headquarters, unexplained sounds could be heard and a shadowy figure floated through the halls at night.
Why it matches: Similar story and style · both comedy
The Story of the Star Spangled Banner (1921)
A very rare lost film by Pathe Exchange that was found by Ben Model on eBay and preserved in time. Not much information known to exist.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like When We Were Twenty-One?
The closest matches to When We Were Twenty-One are Driver's Ed (2026), Thunderstruck (2012) and Taking Care of Business (1990). Below are 27 more, each with the reason it matches.
What should I watch after When We Were Twenty-One?
Start with Driver's Ed (2026), the closest match to When We Were Twenty-One.
What is the highest-rated movie like When We Were Twenty-One?
Eddie Murphy Raw (1987), rated 7.2/10 by 394 TMDB users.
What is the newest movie like When We Were Twenty-One?
Driver's Ed (2026) is the most recent release on this list.
Are there English movies like When We Were Twenty-One?
Yes: Driver's Ed (2026), Thunderstruck (2012) and Taking Care of Business (1990).
How are movies similar to When We Were Twenty-One chosen?
First come films that Trakt’s viewers watch alongside When We Were Twenty-One, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.