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Movies Like Definitely, Maybe

If you liked Definitely, Maybe (2008), a comedy and romance movie directed by Adam Brooks, 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. 1Speechless

    Speechless (1994)

    ★ 6/10Also romance and comedy

    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.

  2. 2No Strings Attached

    No Strings Attached (2011)

    ★ 6.3/10Also comedy and romance

    Emma is a busy doctor who sets up a seemingly perfect arrangement when she offers her best friend Adam a relationship with one rule: No strings attached. But when a fling becomes a thing, can sex friends stay best…

  3. 3Only the Lonely

    Only the Lonely (1991)

    ★ 6.2/10Also comedy and romance

    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…

  4. 4Little Italy

    Little Italy (2018)

    ★ 6.6/10Also comedy and romance

    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?

  5. 5Because I Said So

    Because I Said So (2007)

    ★ 5.8/10Also romance and comedy

    In an effort to prevent family history from repeating itself, meddlesome mom Daphne Wilder attempts to set up her youngest daughter, Milly, with Mr. Right. Meanwhile, her other daughters try to keep their mom's good…

  6. 6The Jane Austen Book Club

    The Jane Austen Book Club (2007)

    ★ 6.5/10Also comedy and romance

    Six Californians start a club to discuss the works of Jane Austen. As they delve into Austen's literature, the club members find themselves dealing with life experiences that parallel the themes of the books they are…

  7. 7In a World...

    In a World... (2013)

    ★ 6.3/10Also comedy

    An underachieving vocal coach is motivated by her father, the king of movie-trailer voice-overs, to pursue her aspirations of becoming a voice-over star. Amidst pride, sexism and family dysfunction, she sets out to…

  8. 8Easy Virtue

    Easy Virtue (2008)

    ★ 6.5/10Also comedy and romance

    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.

  9. 9What Women Want

    What Women Want (2000)

    ★ 6.4/10Also comedy and romance

    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…

  10. 10To All the Boys I've Loved Before

    To All the Boys I've Loved Before (2018)

    ★ 7.6/10Also comedy and romance

    Lara Jean's love life goes from imaginary to out of control when her secret letters to every boy she's ever fallen for are mysteriously mailed out.

  11. 11Yoh! Bestie

    Yoh! Bestie (2026)

    ★ 6.2/10Also romance and comedy

    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.

  12. 12Guess Who

    Guess Who (2005)

    ★ 6.1/10Also comedy and romance

    When a young African-American woman brings her fiancé home to meet her parents, she's neglected to mention one tiny detail – he's white.

  13. 13The Kissing Booth 2

    The Kissing Booth 2 (2020)

    ★ 7.6/10Also comedy and romance

    With college decisions looming, Elle juggles her long-distance romance with Noah, changing relationship with bestie Lee and feelings for a new classmate.

  14. 14Pretty Woman

    Pretty Woman (1990)

    ★ 7.4/10Also romance and comedy

    Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges…

  15. 15The Big Wedding

    The Big Wedding (2013)

    ★ 5.8/10Also comedy

    To the amusement of their adult children and friends, long-divorced couple Don and Ellie Griffin are forced to play the happy couple for the sake of their adopted son's wedding after his ultra conservative Catholic…

  16. 16Must Love Dogs

    Must Love Dogs (2005)

    ★ 5.9/10Also romance and comedy

    Sarah Nolan is a newly divorced woman cautiously rediscovering romance with the enthusiastic but often misguided help of her well-meaning family. As she braves a series of hilarious disastrous mismatches and first…

  17. 17Meet the Fockers

    Meet the Fockers (2004)

    ★ 6.2/10Also comedy and romance

    Hard-to-crack ex-CIA man Jack Byrnes and his wife Dina head for the warmer climes of Florida to meet the parents of their son-in-law-to-be, Greg Focker. Unlike their happily matched offspring, the future in-laws find…

  18. 18Mambo Italiano

    Mambo Italiano (2003)

    ★ 6/10Also comedy and romance

    When an Italian man comes out of the closet, it affects both his life and his crazy family.

  19. 19Failure to Launch

    Failure to Launch (2006)

    ★ 5.9/10Also romance and comedy

    At 35, Tripp has an interesting job, a hip car, a passion for sailing, an active dating life, and a great house - trouble is, he still lives with his parents, Al and Sue, who are not happy about it. Al and Sue are…

  20. 20Switching Channels

    Switching Channels (1988)

    ★ 6.1/10Also comedy

    A television news chief courts his anchorwoman ex-wife with an eleventh-hour story.

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