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20 Classic Rom-Coms Safe to Share with Your Kids

Updated November 16, 2020 979 votes 112 voters 7.0k views20 items

List RulesVote up the classic rom-coms appropriate for kids and teens that will teach them to love and respect romantic comedies.

As your kids grow from children to tweens and teens, it's only natural their thoughts will turn to romance. Your kids will start experiencing crushes and maybe start dating, and this exposure to the world of love will undoubtedly lead to a sea change in cinematic preferences. The days they found the pinnacle of romance to be films like The Princess Bride and Enchanted are over. You'll need to find some romantic comedies for beginners. This means choosing films that take a more adult look at love and dating without being gratuitously raunchy. It's time to make the switch to movies made by John Hughes throughout the '80s or just about any movie starring Drew Barrymore in the '00s. Read below for some suggestions on romantic comedies appropriate for teens and tweens! 

Films like 10 Things I Hate About You, Clueless, and Pretty in Pink touch on topics of concern to young adults, but do so with appropriate discretion. Of course, there are a few of naughty words spread about and sly nods to the birds and the bees. But these films manage to tackle these topics in a fashion that's still mostly appropriate for a younger audience. Keep in mind, some of these films are rated PG-13, so you may want to give them a viewing yourself before letting your kids watch. You should be able to find some films to get kids into romantic comedies that are appropriate for your kid's age and overall maturity level. As a bonus, you may find some classic films you fondly remember from your own adolescence, which you can enjoy all over again with your family! 

Vote up the best romantic comedies for teens or tweens below! 

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  • 10 Things I Hate About You1
    67
    6

    10 Things I Hate About You

    Joseph Gordon-Levitt, Gabrielle Union

    Released1999

    Directed byGil Junger

    10 Things I Hate About You is a 1999 American romantic comedy film directed by Gil Junger, and... more on WikipediaAmazon_watch buy button
  • The Princess Diaries2
    51
    10

    The Princess Diaries

    Anne Hathaway, Mandy Moore

    Released2001

    Directed byGarry Marshall

    The Princess Diaries is a 2001 American comedy film produced by singer and actress Whitney... more on WikipediaAmazon_watch buy button

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  • Clueless3
    52
    12

    Clueless

    Alicia Silverstone, Brittany Murphy

    Released1995

    Directed byAmy Heckerling

    Clueless is a 1995 American comedy film loosely based on Jane Austen's 1815 novel Emma. It... more on WikipediaAmazon_watch buy button

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  • Legally Blonde4
    47
    12

    Legally Blonde

    Reese Witherspoon, Luke Wilson

    Released2001

    Directed byRobert Luketic

    Legally Blonde is a 2001 American comedy film directed by Robert Luketic, based on the novel... more on WikipediaAmazon_watch buy button
  • 13 Going on 305
    40
    11

    13 Going on 30

    Jennifer Garner, Ashley Benson

    Released2004

    Directed byGary Winick

    13 Going on 30 is a 2004 American romantic comedy fantasy film written by Josh Goldsmith and... more on WikipediaAmazon_watch buy button
  • 50 First Dates6
    33
    7

    50 First Dates

    Drew Barrymore, Adam Sandler

    Released2004

    Directed byPeter Segal

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

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  • She's All That7
    36
    14

    She's All That

    Sarah Michelle Gellar, Anna Paquin

    Released1999

    Directed byRobert Iscove

    She's All That is a 1999 American teen romantic comedy film directed by Robert Iscove and... more on WikipediaAmazon_watch buy button

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  • The Princess Bride8
    41
    21

    The Princess Bride

    Billy Crystal, Robin Wright

    Released1987

    Directed byRob Reiner

    The Princess Bride is a 1987 American romantic comedy fantasy adventure film directed and... more on WikipediaAmazon_watch buy button

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  • What a Girl Wants9
    32
    15

    What a Girl Wants

    Amanda Bynes, Kelly Preston

    Released2003

    Directed byDennie Gordon

    What a Girl Wants is a 2003 American film starring Amanda Bynes, Colin Firth, Kelly Preston... more on WikipediaAmazon_watch buy button
  • Never Been Kissed10
    24
    11

    Never Been Kissed

    Jessica Alba, Drew Barrymore

    Released1999

    Directed byRaja Gosnell

    Never Been Kissed is a 1999 romantic comedy film produced by 20th Century Fox and Drew... more on WikipediaAmazon_watch buy button

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  • Pretty in Pink11
    31
    19

    Pretty in Pink

    James Spader, Gina Gershon

    Released1986

    Directed byHoward Deutch

    Pretty in Pink is a 1986 American romantic comedy-drama film about love and social cliques in... more on WikipediaAmazon_watch buy button
  • 17 Again12
    31
    20

    17 Again

    Zac Efron, Michelle Trachtenberg

    Released2009

    Directed byBurr Steers

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  • 27 Dresses13
    26
    16

    27 Dresses

    Katherine Heigl, Malin Åkerman

    Released2008

    Directed byAnne Fletcher

    27 Dresses is a 2008 romantic comedy film directed by Anne Fletcher and written by Aline Brosh... more on WikipediaAmazon_watch buy button

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  • You've Got Mail14
    24
    16

    You've Got Mail

    Tom Hanks, Meg Ryan

    Released1998

    Directed byNora Ephron

    You've Got Mail is a 1998 American romantic comedy-drama film directed by Nora Ephron,... more on WikipediaAmazon_watch buy button
  • The Wedding Singer15
    30
    25

    The Wedding Singer

    Drew Barrymore, Adam Sandler

    Released1998

    Directed byFrank Coraci

    The Wedding Singer is a 1998 romantic comedy film written by Tim Herlihy and directed by Frank... more on WikipediaAmazon_watch buy button
  • My Big Fat Greek Wedding16
    22
    17

    My Big Fat Greek Wedding

    Nia Vardalos, Andrea Martin

    Released2002

    Directed byJoel Zwick

    My Big Fat Greek Wedding is a 2002 Canadian-American romantic comedy film written by and... more on WikipediaAmazon_watch buy button
  • Can't Buy Me Love17
    21
    16

    Can't Buy Me Love

    Paula Abdul, Patrick Dempsey

    Released1987

    Directed bySteve Rash

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  • Notting Hill18
    21
    19

    Notting Hill

    Julia Roberts, Alec Baldwin

    Released1999

    Directed byRoger Michell

    Notting Hill is a 1999 British romantic comedy film set in Notting Hill, London, released on... more on WikipediaAmazon_watch buy button
  • Can't Hardly Wait19
    15
    18

    Can't Hardly Wait

    Jennifer Love Hewitt, Melissa Joan Hart

    Released1998

    Directed byDeborah Kaplan, Harry Elfont

    Can't Hardly Wait is a 1998 American teen comedy film written and directed by Deborah Kaplan... more on WikipediaAmazon_watch buy button
  • Say Anything...20
    15
    35

    Say Anything...

    John Cusack, Jeremy Piven

    Released1989

    Directed byCameron Crowe

    Say Anything... is a 1989 American romantic comedy-drama film written and directed by Cameron... more on WikipediaAmazon_watch buy button