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Movies Like Never Been Kissed

If you liked Never Been Kissed (1999), a romance and comedy movie directed by Raja Gosnell, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

  1. 1My Best Friend's Wedding

    My Best Friend's Wedding (1997)

    ★ 6.6/10Also comedy and romance

    When she receives word that her longtime platonic pal Michael O'Neal is getting married to debutante Kimberly Wallace, food critic Julianne Potter realizes her true feelings for Michael -- and sets out to sabotage the…

  2. 210 Things I Hate About You

    10 Things I Hate About You (1999)

    ★ 7.6/10Also comedy and romance

    After discovering his high school crush can't date until her brash older sister does, a lovesick teen enlists a bad-boy classmate to woo her.

  3. 3Say Anything...

    Say Anything... (1989)

    ★ 7/10Also romance and comedy

    Average student and eternal optimist Lloyd Dobler seeks to capture the heart of Diane Court, a beautiful but unattainable valedictorian classmate. He surprises just about everyone - including himself - when she returns…

  4. 4Son in Law

    Son in Law (1993)

    ★ 6/10Also comedy and drama

    Country girl Rebecca has spent most of her life on a farm in South Dakota, and, when she goes away to college in Los Angeles, Rebecca immediately feels out of place in the daunting urban setting. She is befriended by a…

  5. 5The Proposal

    The Proposal (2009)

    ★ 7.2/10Also comedy and romance

    When she learns she's in danger of losing her visa status and being deported, overbearing book editor Margaret Tate forces her put-upon assistant, Andrew Paxton, to marry her.

  6. 6Drive Me Crazy

    Drive Me Crazy (1999)

    ★ 6.6/10Also romance and comedy

    Nicole and Chase live next door to each other but are worlds apart. However, they plot a scheme to date each other in order to attract the interest and jealousy of their respective romantic prey. But in the mist of…

  7. 7How to Lose Friends & Alienate People

    How to Lose Friends & Alienate People (2008)

    ★ 6/10Also comedy and romance

    Sidney Young is a down-on-his-luck journalist. Thanks to a stint involving a pig and a glitzy awards ceremony, Sidney turns his fortunes around, attracting the attention of Clayton Harding, editor of New York-based…

  8. 8Up Close & Personal

    Up Close & Personal (1996)

    ★ 6.3/10Also drama and romance

    Tally Atwater has a dream: to be a prime-time network newscaster. She pursues this dream with nothing but ambition, raw talent and a homemade demo tape. Warren Justice is a brilliant, hard edged, veteran newsman. He…

  9. 9Sex and the Single Girl

    Sex and the Single Girl (1964)

    ★ 6.5/10Also comedy and romance

    A womanizing reporter for a sleazy tabloid magazine impersonates his hen-pecked neighbor in order to get an expose on renowned psychologist Helen Gurley Brown.

  10. 10The Big Picture

    The Big Picture (1989)

    ★ 5.9/10Also comedy and romance

    Hollywood beckons for recent film school grad Nick Chapman, who is out to capitalize on the momentum from his national award-winning student film. Studio executive Allen Habel seduces Nick with a dream deal to make his…

  11. 11The Escort

    The Escort (2015)

    ★ 6/10Also drama and comedy

    Desperate for a good story, a sex-addicted journalist throws himself into the world of high-class escorts when he starts following a Stanford-educated prostitute.

  12. 12Chéri

    Chéri (2009)

    ★ 6.1/10Also drama and comedy

    The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.

  13. 13Finding Emily

    Finding Emily (2026)

    ★ 7/10Also romance and comedy

    When a lovesick musician is given the wrong number for his dream girl, he teams up with a driven psychology student to find her. Together, they spark a hilarious campus-wide frenzy that tests their own hearts and…

  14. 14Young Adult

    Young Adult (2011)

    ★ 5.8/10Also comedy and drama

    A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.

  15. 15Purple Hearts

    Purple Hearts (2022)

    ★ 8/10Also romance and drama

    An aspiring musician agrees to a marriage of convenience with a soon-to-deploy Marine, but a tragedy soon turns their fake relationship all too real.

  16. 16First Daughter

    First Daughter (2004)

    ★ 6.2/10Also comedy and drama

    Samantha MacKenzie, the daughter of the president of the United States, arrives at college with a group of Secret Service agents. Samantha, however, resents their presence and decides she wants to attend school just…

  17. 17Can't Hardly Wait

    Can't Hardly Wait (1998)

    ★ 6.2/10Also comedy and romance

    It's graduation day at Huntington Hills High, and you know what that means - time to party. And not just any party, either. This one will be a night to remember, as the nerds become studs, the jocks are humiliated, and…

  18. 18My Bodyguard

    My Bodyguard (1980)

    ★ 6.4/10Also comedy and drama

    Clifford Peache, an easygoing teenager, is finding less than easy to fit in at his new high school, where a tough-talking bully terrorizes his classmates and extorts their lunch money. Refusing to pay up, Clifford…

  19. 19Head Over Heels

    Head Over Heels (2001)

    ★ 5.8/10Also romance and comedy

    Ordinary single girl Amanda Pierce unexpectedly finds herself sharing an awesome Manhattan apartment with four sexy supermodels. Determined to bring Amanda into their world, the models give her the ultimate makeover…

  20. 20The Mirror Has Two Faces

    The Mirror Has Two Faces (1996)

    ★ 6.7/10Also comedy and drama

    Rose Morgan, who still lives with her mother, is a professor of Romantic Literature who desperately longs for passion in her life. Gregory Larkin, a mathematics professor, has been burned by passionate relationships…

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