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Matthew McConaughey Romantic Comedy Roles

Updated October 15, 2019 63.2k views9 items

The best of Matthew McConaughey's romanic comedy roles that appear on this list are sweet, funny, and a little bit cheesy - all the makings of a classic rom-com. McConaughey's adorable southern drawl is enough to make any of his onscreen leading ladies melt, and his impeccable comedic timing is sure to bring home the laughs.

Whether you're a fan of his determined, game-playing character in How to Lose a Guy in 10 Days, or his stubborn, immature character in Failure to Launch, this list of the best Matthew McConaughey rom-coms is sure to feature some of your favorites. If you enjoy this list, you should also check out the list of best Jennifer Lopez romantic comedy roles.

Check out this list of Matthew McConaughey's most iconic romantic comedy roles, and enjoy the movie trailers as well.

  • EDtv


    Matthew McConaughey, Elizabeth Hurley


    Directed byRon Howard

    EDtv is a 1999 American satirical comedy film directed by Ron Howard. An adaptation of the... more on Wikipedia

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  • Failure to Launch

    Failure to Launch

    Zooey Deschanel, Sarah Jessica Parker


    Directed byTom Dey

    Failure to Launch is a 2006 American romantic comedy film. In the movie a 35-year-old man... more on Wikipedia
  • Fool's Gold

    Fool's Gold

    Kate Hudson, Matthew McConaughey


    Directed byAndy Tennant

    Fool's Gold is an 2008 American-Australian adventure-romance film from Warner Bros. Pictures... more on Wikipedia

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    #21 of 42 The Best Gold Things#11 of 32 Great Movies Set on the Beach

  • How to Lose a Guy in 10 Days

    How to Lose a Guy in 10 Days

    Kate Hudson, Matthew McConaughey


    Directed byDonald Petrie

    How to Lose a Guy in 10 Days is a 2003 American romantic comedy film directed by Donald... more on Wikipedia

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    #631 of 922 The All-Time Greatest Comedy Films#116 of 355 The Best Rainy Day Movies

  • My Boyfriend's Back

    My Boyfriend's Back

    Matthew McConaughey, Renée Zellweger


    Directed byBob Balaban

    My Boyfriend's Back is a 1993 American romantic black comedy film directed by Bob Balaban... more on Wikipedia

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    #136 of 143 The Best Zombie Movies Of All Time#66 of 117 The Best Zombie Comedies

  • Ghosts of Girlfriends Past

    Ghosts of Girlfriends Past

    Emma Stone, Jennifer Garner


    Directed byMark Waters

    Ghosts of Girlfriends Past is a 2009 American romantic comedy film whose plot is based loosely... more on Wikipedia

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    #105 of 134 The Best Christmas Movies of All Time#47 of 55 The Best Christmas Rom-Coms

  • The Wedding Planner

    The Wedding Planner

    Jennifer Lopez, Matthew McConaughey


    Directed byAdam Shankman

    The Wedding Planner is a 2001 romantic comedy film directed by Adam Shankman, written by... more on Wikipedia

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    #62 of 115 The Greatest Date Movies of All Time#825 of 1,647 The Most Rewatchable Movies

  • Tiptoes


    Kate Beckinsale, Matthew McConaughey


    Directed byMatthew Bright

    Tiptoes is a 2003 film starring Matthew McConaughey, Kate Beckinsale, Patricia Arquette and... more on Wikipedia

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    Indelible Proof 'Tiptoes' Is One Of The Weirdest, Most Offensive Movies Ever Made#540 of 554 The Greatest Guilty Pleasure Movies

  • Magic Mike

    Magic Mike

    Olivia Munn, Matthew McConaughey


    Directed bySteven Soderbergh

    Magic Mike is a 2012 American comedy-drama film directed by Steven Soderbergh and starring... more on Wikipedia