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Movies like My Lady Boss (2013)

The best movies like My Lady Boss (2013) are Little Italy (2018), Relationship Goals (2026) and Yoh! Bestie (2026). If My Lady Boss hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Little 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 this
  2. Relationship 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 this
  3. Yoh! 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 this
  4. Chasing 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 this
  5. Can We Still Be Friends? (2017)

    Digs a no fuss, no frills kind of guy and idealistic achiever Sam who are friends turned lovers turned exes. Their relationship as a couple lasted for almost eight years until they both decided on an amicable breakup.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  6. Easy 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 this
  7. Only 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 this
  8. Crossing 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

  9. Boot 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 this
  10. The 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 this
  11. Hollywood Stargirl (2022)

    When Stargirl's mother is hired as the costume designer on a movie, they relocate to L.A., where Stargirl quickly becomes involved with an eclectic assortment of characters.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  12. The 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 this
  13. Love 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 this
  14. Keeping 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 this
  15. Your Christmas or Mine? (2022)

    Students Hayley and James are young and in love. After saying goodbye for Christmas at a London train station, they both make the same mad split-second decision to swap trains and surprise each other. Passing each other in the station, they are completely unaware that they have just swapped Christmases.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  16. Two 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 this
  17. Speechless (1994)

    In the midst of election season in New Mexico, political speechwriters Julia Mann and Kevin Vallick begin a romance, unaware they are working for candidates on opposite sides.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  18. What Women Want (2000)

    Advertising executive Nick Marshall is as cocky as they come, but what happens to a chauvinistic guy when he can suddenly hear what women are thinking? Nick gets passed over for a promotion, but after an accident enables him to hear women's thoughts, he puts his newfound talent to work against Darcy, his new boss, who seems to be infatuated with him.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  19. John Tucker Must Die (2006)

    After discovering they are all dating the same same guy, three popular students from different cliques band together for revenge, so they enlist the help of a new gal in town and conspire to break the jerk's heart, while destroying his reputation.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

    Popcorn FlickMovies like this
  20. The 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 this
  21. Luck at First $ight (2017)

    Joma believes that a "life charm" would help him win money for his debts. He then accidentally meets Diane who gives him luck after they’ve been close to each other. Everything goes well for both of them until they discover their luck will disappear if one of them falls for the other.

    Why it matches: Similar story and style · both comedy & romance

  22. Triptych (2017)

    A yuppie who just got lucky is struck by a string of unlucky circumstances; a male model's life is upended because of evil boils appearing on his body; a folk singer's romantic ideals are put to the test as his beloved slowly changes into something he does not understand. These three funny, sometimes absurd, sometimes terrifying, and ultimately compelling stories make up "Triptiko."

    Why it matches: Similar story and style · both comedy & romance

  23. Bikini Watch (1995)

    Working as waiters in a private beach resort Andrew fell head over heels for lovely Dovie (Ina Raymundo). Unexpected voluptuous foreign guests led by Carolyn Sapp visit the beach and now Andrew was torn between his attraction to Carol and his love for Dovie. It's a wild and funny tale of action and romance as they encountered a mischievous group of hunks who were out to destroy the beach.

    Why it matches: Similar story and style · both comedy

  24. Weder-weder lang 'yan (1999)

    Arrogant Don Emilio is a rich man who have maids, a private nurse Nikki, and later a sexy, personal secretary Susie at his disposal. He has two brothers, Dodong and Egay who have sinister thoughts on him, as they want his riches. After some slapstick mishaps and when the Don seemingly went bankrupt, he left his mansion to live with the two but experiences unfair treatment. He ended up living with his stepbrother Edwin in the slum, but his arrogance and his annoying cohorts resulted to differences with Edwin and his girlfriend Girlie. Unbeknown to them, Don Emilio is actually playing a scheme of his own to determine which brother really cares for him the most.

    Why it matches: Similar story and style · both comedy

  25. Dahil Tanging Ikaw (1997)

    Erika and Cecil are twins who were separated by poverty right after they were born. Each of them is caught up in her own existence, not knowing that somewhere not so far lived a twin. But one day, fate intervened and found a clever way to bring them together.

    Why it matches: Similar story and style · both romance

  26. Shake, Rattle & Roll V (1994)

    Three tales of unbridled terror follow a couple vacation on a secluded island where strange forces are at work to keep them there; a young woman whose boyfriend is ill meets a handsome young man in the woods who seems to exhibit magical powers that can cure her sick friend, on the condition that she stay with him forever; and a family who move into a new apartment, unaware of a supernatural tragedy that occurred there.

    Why it matches: Similar story and style · both comedy

  27. Shake, Rattle & Roll II (1990)

    Three terrifying tales follow a young groom in Baguio for his honeymoon is possessed by a homicidal spirit when he discovers a cursed ring and decides to wear it; in the eerie halls of a mysterious hospital, a doctor practices voodoo and dead bodies wander in the night; and a student who learns, while a guest at a town fiesta in a remote province, that the locals' hospitable ways leave her clueless about a mysterious nightly ritual.

    Why it matches: Similar story and style · both comedy

  28. Shake, Rattle & Roll IV (1992)

    Three unrelated stories of horror include a substitute teacher who preys on a small school; neighborhood children being abducted by a tree-dwelling monster; and a group of Manila residents plagued by attacks from a Manananggal.

    Why it matches: Similar story and style · both comedy

  29. Kamunggai (2017)

    Lolo Peping built his backyard farm in his hometown in Mindanao, out of vegetable scraps or whatever edible plant life he could find in the garbage heap. His neighbors get free food from his garden while he does all the work. They don’t even bother to pay him or say thank you. So Lolo Peping decided to put a bamboo fence around his garden to keep neighbors out.

    Why it matches: Similar story and style · both comedy

  30. Sinandomeng (2017)

    When her husband unexpectedly died, Sinang had to take over their farm. A strong-willed daughter of an old farmer, she has the heart and the touch. While her sisters consider selling their inherited parcels of the land to a subdivision developer, Sinang firmly refuses to sell hers. Resolutely, she plows it, nurse the rice seeds, going through the whole process with diligence. The experience is filled with happy and sad moments, still in the end — love for family and for their farm prevails.

    Why it matches: Similar story and style · both comedy

Like My Lady Boss and something else?

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

Frequently asked questions

What are the best movies like My Lady Boss?

The closest matches to My Lady Boss are Little Italy (2018), Relationship Goals (2026) and Yoh! Bestie (2026). Below are 27 more, each with the reason it matches.

What should I watch after My Lady Boss?

Start with Little Italy (2018), the closest match to My Lady Boss.

What is the highest-rated movie like My Lady Boss?

The Kissing Booth 2 (2020), rated 7.6/10 by 5,195 TMDB users.

What is the newest movie like My Lady Boss?

Yoh! Bestie (2026) is the most recent release on this list.

How are movies similar to My Lady Boss chosen?

First come films that Trakt’s viewers watch alongside My Lady Boss, 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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