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Adam Sandler Romantic Comedy Roles

Updated September 22, 2019 48.6k views9 items

This is a list of romantic comedy movies/films with performances by Adam Sandler, listed alphabetically with movie trailers when available. These Adam Sandler romantic comedy roles include starring, supporting and cameo appearances. You can sort these Adam Sandler romantic comedy movies for additional information as well, such as who directed the films and when they were released.

Over the years, Adam Sandler has become known for playing characters in romantic comedy movies, so this list is the perfect resource for finding some you haven't already seen. This list is made up of a variety of Adam Sandler movies, including The Wedding Singer and Mr Deeds. If you enjoy this list, you should also check out this list of Matthew McConaughey romantic comedies.

You can't vote on this list, but if you want to re-order it you can re-rank the list to put your favorites at the top. {#nodes}
  • 50 First Dates

    50 First Dates

    Drew Barrymore, Adam Sandler


    Directed byPeter Segal

    50 First Dates is a 2004 American romantic comedy film directed by Peter Segal. Henry Roth... more on Wikipedia

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    50 First Dates Isn't Romantic - It's About A Guy Who Takes Advantage Of A Disabled Woman#4 of 115 The Greatest Date Movies of All Time

  • Billy Madison

    Billy Madison

    Adam Sandler, Steve Buscemi


    Directed byTamra Davis

    Billy Madison is a 1995 American family comedy film directed by Tamra Davis. It stars Adam... more on Wikipedia

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    #6 of 252 The Funniest '90s Movies#53 of 456 The Most Quotable Movies of All Time

  • I Now Pronounce You Chuck and Larry

    I Now Pronounce You Chuck and Larry

    Jessica Biel, Adam Sandler


    Directed byDennis Dugan

    I Now Pronounce You Chuck & Larry is a 2007 American comedy film directed by Dennis Dugan,... more on Wikipedia

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    #24 of 39 The Best Late Night Comedy Movies On Netflix#82 of 113 The Best Screwball Comedies

  • Just Go With It

    Just Go With It

    Jennifer Aniston, Nicole Kidman


    Directed byDennis Dugan

    Just Go with It is a 2011 American romantic comedy film directed by Dennis Dugan, and produced... more on Wikipedia

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    #853 of 1,647 The Most Rewatchable Movies#670 of 922 The All-Time Greatest Comedy Films

  • Little Nicky

    Little Nicky

    Reese Witherspoon, Ozzy Osbourne


    Directed bySteven Brill

    Little Nicky is a 2000 American comedy film directed by Steven Brill. It stars Adam Sandler as... more on Wikipedia
  • Mr Deeds

    Mr Deeds

    Adam Sandler, Winona Ryder


    Directed bySteven Brill

    Mr. Deeds is a 2002 American comedy film directed by Steven Brill and starring Adam Sandler... more on Wikipedia
  • Punch-Drunk Love

    Punch-Drunk Love

    Adam Sandler, Philip Seymour Hoffman


    Directed byPaul Thomas Anderson

    Punch-Drunk Love is a 2002 romantic comedy-drama film written and directed by Paul Thomas... more on Wikipedia

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    #20 of 75 50+ Quirky Romance Movies That Are Unique in Their Own Way#52 of 106 The Funniest Movies Starring SNL Cast Members

  • Spanglish


    Adam Sandler, Sarah Hyland


    Directed byJames L. Brooks

    Spanglish is a 2004 American comedy-drama film written and directed by James L. Brooks. A... more on Wikipedia

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    #483 of 836 The Greatest Chick Flicks Ever Made#41 of 50 The Best and Worst of Adam Sandler

  • The Wedding Singer

    The Wedding Singer

    Drew Barrymore, Adam Sandler


    Directed byFrank Coraci

    The Wedding Singer is a 1998 romantic comedy film written by Tim Herlihy and directed by Frank... more on Wikipedia