Movies like My Boss's Daughter (2003)
The best movies like My Boss's Daughter (2003) are Wedding Season (2022), Chasing Papi (2003) and Easy Virtue (2008). If My Boss's Daughter hooked you with its comedy and romance, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedThe Kissing Booth 2 (2020)7.6/10 from 5,195 votes
- NewestYoh! Bestie (2026)Released 2026
Wedding 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 thisChasing Papi (2003)
Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisEasy Virtue (2008)
A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies 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 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 thisLittle Italy (2018)
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Other End of the Line (2007)
An employee at an Indian call-center travels to San Francisco to be with a guy she falls for over the phone.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisBoot Camp (2024)
Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.
Why it matches: Recommended by TMDB viewers · both romance & comedy
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 thisOnly the Lonely (1991)
Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Naturally, his mother objects to the relationship, and Danny and Theresa must either overcome her objections or give up the romance.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisTwo of a Kind (1983)
God has had enough of the bad behavior and attitude of humankind, and has decided to start it all over. It is up to a struggling inventor and a bank teller, both with very amateur criminal minds, to save the world by falling in love.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisKeeping the Faith (2000)
Best friends since they were kids, Rabbi Jacob Schram and Father Brian Finn are dynamic and popular young men living and working on New York's Upper West Side. When Anna Reilly, once their childhood friend and now grown into a beautiful corporate executive, suddenly returns to the city, she reenters Jake and Brian's lives and hearts with a vengeance. Sparks fly and an unusual and complicated love triangle ensues.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLove Jacked (2018)
Maya, a headstrong 28-year-old with artistic ambitions – a strong contrast to what her father Ed wants: a dutiful daughter to run the family store. Ed is shocked when Maya takes her assertions of independence a step further and decides to travel to Africa for inspiration and returns with a fiancé who is not quite what he seems.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Wrong Paris (2025)
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisCrossing Delancey (1988)
Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisSeems Like Old Times (1980)
After being falsely accused of robbing a bank, a writer seeks the help of his lawyer ex-wife to clear his name. However, hilarity ensues when he must hide from her husband, who’s throwing a party for law enforcement officials.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLove Birds (2011)
Sometimes the best things in life happen on the fly. From the moment an injured duck crash-lands on Doug's roof, everything changes. Recently dumped and wallowing in self pity, Doug decides to nurse Pierre back to health with the assistance of an eccentric vet and bird specialist, Holly.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisHouseboat (1958)
An Italian socialite on the run signs on as housekeeper for a widower with three children.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Kissing Booth 2 (2020)
With college decisions looming, Elle juggles her long-distance romance with Noah, changing relationship with bestie Lee and feelings for a new classmate.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisDuplex (2003)
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like My Boss's Daughter?
The closest matches to My Boss's Daughter are Wedding Season (2022), Chasing Papi (2003) and Easy Virtue (2008). Below are 17 more, each with the reason it matches.
What should I watch after My Boss's Daughter?
Start with Wedding Season (2022), the closest match to My Boss's Daughter.
What is the highest-rated movie like My Boss's Daughter?
The Kissing Booth 2 (2020), rated 7.6/10 by 5,195 TMDB users.
What is the newest movie like My Boss's Daughter?
Yoh! Bestie (2026) is the most recent release on this list.
Are there English movies like My Boss's Daughter?
Yes: Wedding Season (2022), Chasing Papi (2003) and Easy Virtue (2008).
How are movies similar to My Boss's Daughter chosen?
First come films that Trakt’s viewers watch alongside My Boss's Daughter, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.