Movies like The Little Boss (1919)
The best movies like The Little Boss (1919) are Love, Weddings & Other Disasters (2020), Girl on a Bicycle (2013) and Yoh! Bestie (2026). If The Little Boss hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest rated¿Quieres ser mi hijo? (2023)8.4/10 from 378 votes
- NewestYoh! Bestie (2026)Released 2026
Love, Weddings & Other Disasters (2020)
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisGirl on a Bicycle (2013)
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisYoh! Bestie (2026)
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisDinner in America (2022)
An on-the-lam punk rocker and a young woman obsessed with a local band go on an unexpected and epic journey together through the decaying suburbs of the American Midwest.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisLove Is in the Air (2023)
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like this¿Quieres ser mi hijo? (2023)
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Absolute CinemaMovies like thisThe Right Kind of Wrong (2013)
A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisDean (2016)
A comedy about loss, grief, and the redemptive power of love. Dean is a NY illustrator who falls hard for an LA woman while trying to prevent his father from selling the family home in the wake of his mother's death.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisThe Incredible Jessica James (2017)
Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisI Love You Again (1940)
Boring businessman Larry Wilson recovers from amnesia and discovers he's really a con man...and loves his soon-to-be-ex wife.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisThe Prince & Me 4: The Elephant Adventure (2010)
One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged marriage to the brooding and sinister Kah and is secretly in love with a young elephant handler named Alu.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisWhisky Galore (2016)
The story of the inhabitants of the isolated Scottish island of Todday, in the Outer Hebrides, where gloom sets in as their wartime rationing of whisky runs out. When cargo ship the SS Cabinet Minister runs aground the shrewd islanders run rings around the buffoonish English Home Guard commander Captain Waggett and conspire to hide away cases of the precious amber nectar.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisChampagne Problems (2025)
A driven American exec heads to Paris determined to acquire a champagne brand by Christmas — and accidentally falls for the heir to the bubbly empire.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe List (2023)
After her fiance sleeps with a celebrity on his free pass list, Abby Meyers, with nothing but five names and a fantasy shared by millions, sets out for Los Angeles to sleep with someone from hers.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisMaintenance Required (2025)
Charlie, the fiercely independent owner of an all-female mechanic shop, is forced to reevaluate her future when a flashy corporate competitor moves in across the street. Seeking comfort, she turns to an anonymous online confidant - unaware she's confiding in Beau, the very rival threatening her business. As sparks fly both online and off, the truth threatens to blow everything apart.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisWhat's Love Got to Do with It? (2023)
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisRelationship Goals (2026)
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her priorities.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisWatching the Detectives (2007)
Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets turned upside down and the line between reality and the movies quickly begins to blur.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisWedding Season (2022)
Pressured by their immigrant parents to find spouses, two Indian-Americans pretend to date in order to survive a summer of weddings – but find themselves falling for each other as they struggle to balance who they are with who their parents want them to be.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisPlayers (2024)
New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Knickerbocker Buckaroo (1919)
A lost film. Teddy Drake is a pleasure-seeking aristocrat who ends up expelled from his exclusive Fifth Avenue club for playing practical jokes and other rambunctious antics. He decides to reform his selfish ways and boards a train heading heading for the Southwest.
Why it matches: Similar story and style · both comedy & romance
His Secretary (1925)
When a secretary overhears her boss disparaging her looks, she decides to show him how wrong he is.
Why it matches: Similar story and style · both comedy
April Showers (1923)
Danny O'Rourke is the son of a police officer who was killed in the line of duty. Eager to join the police force, Danny fails his exams. The failure causes him to neglect his sweetheart Maggie, whose father is a police lieutenant. His attentions turn instead towards society girl Miriam Welton. When Danny’s sister, Shannon, is arrested for shoplifting, Danny turns to boxing to save her. He works his way towards the championship but discovers the final bought has been rigged. Danny fights anyhow and he is beaten, but it is discovered that a mistake had been made on his exams and he actually was eligible to join the police force after all. Considered a lost film.
Why it matches: Similar story and style · both romance
The Case of Lena Smith (1929)
A peasant girl goes to great lengths to protect her child in 19th century Vienna. The film is considered lost, and only four minutes of footage are known to remain.
Why it matches: Similar story and style · both romance
After the Fog (1929)
Millionaire Joshua Barker insists that his daughter, Faith, must marry Phil Langhorne, a man that neither likes, and Faith is in love with and eager to marry her childhood sweetheart, John Temple.
Why it matches: Similar story and style · both romance
Kismet (1930)
Hajj, a rascally beggar on the periphery of the court of Baghdad, schemes to marry his daughter to royalty and to win the heart of the queen of the castle himself. This film is believed lost.
Why it matches: Similar story and style · both romance
The Big Fight (1930)
Based on the David Belasco stage production of the Max Marcin play in which heavyweight-champion Jack Dempsey played the role of the fighter, Tiger: This "behind-the-scenes look of a heavyweight-championship fight" looks much like all of the other boxing films in which the Champ gets involved in a frame-up and is asked to take a dive.
Why it matches: Similar story and style · both romance
Nobody's Kid (1921)
Because of the circumstances of her parents' marriage her grandfather rejects their child, Mary. Following her their deaths she is placed in an orphanage where Mary finds hardship.
Why it matches: Similar story and style · both comedy
Jolts and Jewelry (1917)
Pa Glitters and his daughter are beset upon by Slippery Ike who is intent on separating them from their jewels until Bunco Charley comes to their rescue in fine comic fashion.
Why it matches: Similar story and style · both comedy
Turks and Troubles (1917)
Hafed, a Turkish prince, imprisons an American girl and her father. The girl sends for Jim, who attempts a rescue. Jim is captured, but Hafed's jealous wife helps them escape. When the initial escape fails, Jim returns in disguise as a dancing girl. He dances for Hafed, luring him into a private encounter where Jim's identity is revealed. A fight leads Jim to take refuge in a tree. Surrounded by guards, Jim summons a warship. A shell from the warship blows up the tree, landing Jim safely on the battleship's deck and securing his escape.
Why it matches: Similar story and style · both comedy
Like The Little Boss and something else?
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Frequently asked questions
What are the best movies like The Little Boss?
The closest matches to The Little Boss are Love, Weddings & Other Disasters (2020), Girl on a Bicycle (2013) and Yoh! Bestie (2026). Below are 27 more, each with the reason it matches.
What should I watch after The Little Boss?
Start with Love, Weddings & Other Disasters (2020), the closest match to The Little Boss.
What is the highest-rated movie like The Little Boss?
¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.
What is the newest movie like The Little Boss?
Yoh! Bestie (2026) is the most recent release on this list.
Are there English movies like The Little Boss?
Yes: Love, Weddings & Other Disasters (2020), Girl on a Bicycle (2013) and Yoh! Bestie (2026).
How are movies similar to The Little Boss chosen?
First come films that Trakt’s viewers watch alongside The Little Boss, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.