Movies like The Timid Young Man (1935)
The best movies like The Timid Young Man (1935) are Held Up (1999), Driver's Ed (2026) and Sextuplets (2019). If The Timid Young Man hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedLouis C.K.: Oh My God (2013)7.6/10 from 229 votes
- NewestLouis C.K.: Ridiculous (2026)Released 2026
Held Up (1999)
What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisDriver'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 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 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 thisAmerican Dreamer (2022)
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy won’t be as easy as he thought.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThe Errand Boy (1961)
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 ever finds is that he can cause havoc no matter what he does.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHello (2013)
The film tells the story of three best friends named Ako, Aki and Awang, who are well-known in their village for their mischievous and humourous pranks. The trio work for Pak Man. One day, they are assigned to pick up his daughter Misha, who has just returned from overseas and dreams of becoming a doctor. The trio have been in love with her for a long time but she does not pay them any heed. When Misha is robbed by a snatch thief one day, she is rescued by a doctor named Shafiq. Her face reminds the doctor of his late wife, and he begins to pursue her, which annoys the trio.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisEenie Meanie (2025)
A former teenage getaway driver gets dragged back into her unsavory past when a former employer offers her a chance to save the life of her chronically unreliable ex-boyfriend.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLaRoy, Texas (2024)
Broke and depressed, Ray is mistaken for a dangerous hitman and given an envelope of cash. Along with his P.I. friend Skip, he must escape the actual hitman to make it out of LaRoy alive.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this29th Street (1991)
After winning $6.2 million in the 1976 New York State Lottery, he is arrested for throwing rocks at a church. He then tells his story at the police station.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFun 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
Popcorn FlickMovies 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 thisLouis C.K.: Ridiculous (2026)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBack to the Beach (1987)
A former beach boy and his wife go to California to visit their daughter and become part of the new beach scene.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisClass Rank (2017)
Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBabes (2024)
After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLouis C.K.: Oh My God (2013)
Filmed at the Celebrity Theatre in Phoenix, AZ on February 15th and 16th, 2013, Oh My God is Louis C.K.'s fifth stand-up special, his first for HBO since 2007's Shameless, and his first since winning a Emmy Award for writing on his acclaimed show on FX, Louie. Performed in the round in front of a live audience, he discusses such topics as the food chain, animals, divorce, strange anecdotes, broken morality, murder and mortality.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies 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 thisThe 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
Popcorn FlickMovies like thisThe 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
Popcorn FlickMovies like thisBill Cosby on Prejudice (1971)
A man denigrates every conceivable group, including “niggers”, whites, women, children and the elderly.
Why it matches: Similar story and style · both comedy
The Idle Class (1921)
At an upper class golf resort, a tramp discovers he's the lookalike of a rich man with a beautiful, unhappy wife.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisAlice the Peacemaker (1924)
Alice tries to make two rival newsboys friends by telling them a story of a cat and a mouse whose constant battlings lead to being hunted by the police, when they learned to cooperate.
Why it matches: Similar story and style · both comedy
The Champion (1915)
Walking along with his bulldog, Charlie finds a "good luck" horseshoe just as he passes a training camp advertising for a boxing partner "who can take a beating." After watching others lose, Charlie puts the horseshoe in his glove and wins. The trainer prepares Charlie to fight the world champion. A gambler wants Charlie to throw the fight. He and the trainer's daughter fall in love.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisThe Railrodder (1965)
After literally swimming across the Atlantic Ocean, an Englishman takes a country trip across Canada on a railcar.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisSmith's Pony (1927)
The Smith's visit San Francisco to attend a horse show only to have their precocious daughter cause some minor comical mishaps and their over-sized canine refusing to obey commands.
Why it matches: Similar story and style · both comedy
An International Sneak (1917)
A 1917 short film directed by Hampton Del Ruth & Fred Hibbard.
Why it matches: Similar story and style · both comedy
The Tanks Are Coming (1941)
Educational short about the status of battle tanks and tank training in the U.S. Army in pre-War 1941, featuring a comical Army trainee from the Bronx.
Why it matches: Similar story and style · both comedy
Tricia's Wedding (1971)
The world-famous Cockettes enact Tricia Nixon's wedding to Edward Cox on June 11, 1971. Hurtme O. Hurtme, television correspondent, covers the wedding and interviews celebrities in attendance such as Golda Meir, Indira Gandhi, Jacqueline Onassis, Queen Elizabeth, and Elizabeth Taylor. Coretta King sings. During the reception, Eartha Kitt puts LSD in the punch. All hell breaks loose.
Why it matches: Similar story and style · both comedy
Caught in a Cabaret (1914)
Charlie is a clumsy waiter in a cheap cabaret, suffering the strict orders from his boss. He meets a pretty girl in the park and tries to impress her by pretending to be an ambassador. Unfortunately she has a jealous fiancé.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like this
Like The Timid Young Man and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like The Timid Young Man?
The closest matches to The Timid Young Man are Held Up (1999), Driver's Ed (2026) and Sextuplets (2019). Below are 27 more, each with the reason it matches.
What should I watch after The Timid Young Man?
Start with Held Up (1999), the closest match to The Timid Young Man.
What is the highest-rated movie like The Timid Young Man?
Louis C.K.: Oh My God (2013), rated 7.6/10 by 229 TMDB users.
What is the newest movie like The Timid Young Man?
Louis C.K.: Ridiculous (2026) is the most recent release on this list.
Are there English movies like The Timid Young Man?
Yes: Held Up (1999), Driver's Ed (2026) and Sextuplets (2019).
How are movies similar to The Timid Young Man chosen?
First come films that Trakt’s viewers watch alongside The Timid Young Man, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.