Watchworthy

20 Classic Rom-Coms Safe to Share with Your Kids 

Ranker Film
Updated October 2, 2019 708 votes 103 voters 5.9k views 20 items

List Rules Vote 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! 

Data-driven recommendations based on voting from over 40 million monthly visits to Ranker. Try the free app
list ordered by
1
Ranker Video
Joseph Gordon-Levitt, Gabrielle Union, Heath Ledger

Released: 1999

Directed by: Gil Junger

10 Things I Hate About You is a 1999 American romantic comedy film directed by Gil Junger, and a modern retelling of William Shakespeare's The Taming of the Shrew. After finding out his crush ...more

More 10 Things I Hate About You 

#443 of 922 The All-Time Greatest Comedy Films #344 of 1,137 The Absolute Funniest Movies Of All Time #146 of 1,646 The Most Rewatchable Movies

2
Ranker Video
Alicia Silverstone, Brittany Murphy, Paul Rudd

Released: 1995

Directed by: Amy Heckerling

Clueless is a 1995 American comedy film loosely based on Jane Austen's 1815 novel Emma. It stars Alicia Silverstone, Stacey Dash, Paul Rudd, and Brittany Murphy. The film is set in Beverly Hills ...more

More Clueless 

The Best Outfits from Clueless #108 of 922 The All-Time Greatest Comedy Films #82 of 1,137 The Absolute Funniest Movies Of All Time

3
The Princess Diaries is listed (or ranked) 3 on the list 20 Classic Rom-Coms Safe to Share with Your Kids
Anne Hathaway, Mandy Moore, Julie Andrews

Released: 2001

Directed by: Garry Marshall

The Princess Diaries is a 2001 American comedy film produced by singer and actress Whitney Houston and directed by Garry Marshall. It is based on Meg Cabot's 2000 novel of the same name. The ...more

More The Princess Diaries 

#224 of 358 The Best Movies Based On Books #54 of 76 The Best Film Adaptations of Young Adult Novels #1,004 of 1,646 The Most Rewatchable Movies

4
Ranker Video
Reese Witherspoon, Luke Wilson, Selma Blair

Released: 2001

Directed by: Robert Luketic

Legally Blonde is a 2001 American comedy film directed by Robert Luketic, based on the novel by Amanda Brown. Sorority girl Elle Woods (Reese Witherspoon) decides to enroll in Harvard Law School ...more

More Legally Blonde 

#126 of 922 The All-Time Greatest Comedy Films #221 of 1,137 The Absolute Funniest Movies Of All Time #246 of 1,646 The Most Rewatchable Movies

5
Ranker Video
Jennifer Garner, Ashley Benson, Mark Ruffalo

Released: 2004

Directed by: Gary Winick

13 Going on 30 is a 2004 American romantic comedy fantasy film written by Josh Goldsmith and Cathy Yuspa, and directed by Gary Winick. Starring Jennifer Garner, Mark Ruffalo, Judy Greer, Andy ...more

More 13 Going on 30 

#214 of 1,646 The Most Rewatchable Movies #19 of 693 The Greatest Chick Flicks Ever Made #25 of 69 The Greatest Female-Led Comedy Movies

6
The Princess Bride is listed (or ranked) 6 on the list 20 Classic Rom-Coms Safe to Share with Your Kids
Billy Crystal, Robin Wright, André the Giant

Released: 1987

Directed by: Rob Reiner

The Princess Bride is a 1987 American romantic comedy fantasy adventure film directed and co-produced by Rob Reiner. It was adapted by William Goldman from his 1973 novel of the same name. The ...more

More The Princess Bride 

Who Would Star In 'The Princess Bride' If It Were Made Today? #10 of 358 The Best Movies Based On Books #28 of 553 The Greatest Epic Movies Ever Made

7
Ranker Video
Sarah Michelle Gellar, Anna Paquin, Lil' Kim

Released: 1999

Directed by: Robert Iscove

She's All That is a 1999 American teen romantic comedy film directed by Robert Iscove and starring Freddie Prinze, Jr. and Rachael Leigh Cook. It is a modern adaptation of George Bernard Shaw's ...more

More She's All That 

#462 of 1,646 The Most Rewatchable Movies #66 of 693 The Greatest Chick Flicks Ever Made #2 of 21 The Most Memorable Prom Dresses In Movies

8
Ranker Video
Drew Barrymore, Adam Sandler, Dan Aykroyd

Released: 2004

Directed by: Peter Segal

50 First Dates is a 2004 American romantic comedy film directed by Peter Segal. Henry Roth (Adam Sandler) has a history of commitment issues until he meets Lucy (Drew Barrymore) who suffers from ...more

More 50 First Dates 

50 First Dates Isn't Romantic - It's About A Guy Who Takes Advantage Of A Disabled Woman #363 of 553 The Greatest Epic Movies Ever Made #145 of 922 The All-Time Greatest Comedy Films

9
Ranker Video
Zac Efron, Michelle Trachtenberg, Matthew Perry

Released: 2009

Directed by: Burr Steers

17 Again is a 2009 American comedy film directed by Burr Steers. The film follows 37-year-old Mike who becomes a 17-year-old high school student after a chance incident. The film also features ...more

More 17 Again 

#79 of 693 The Greatest Chick Flicks Ever Made #18 of 261 The Best Teen Romance Movies #26 of 46 The Best Time Travel Comedies, Ranked

10
Ranker Video
James Spader, Gina Gershon, Molly Ringwald

Released: 1986

Directed by: Howard Deutch

Pretty in Pink is a 1986 American romantic comedy-drama film about love and social cliques in 1980s American high schools. It is one of John Hughes' films starring Molly Ringwald, and is ...more

More Pretty in Pink 

#1,014 of 1,646 The Most Rewatchable Movies #75 of 363 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #26 of 114 The Greatest Date Movies of All Time

11
Ranker Video
Amanda Bynes, Kelly Preston, Colin Firth

Released: 2003

Directed by: Dennie Gordon

What a Girl Wants is a 2003 American film starring Amanda Bynes, Colin Firth, Kelly Preston and Oliver James. Directed by Dennie Gordon, the film is based on the 1955 play The Reluctant ...more

More What a Girl Wants 

#700 of 1,646 The Most Rewatchable Movies #51 of 693 The Greatest Chick Flicks Ever Made #31 of 69 The Greatest Female-Led Comedy Movies

12
The Wedding Singer is listed (or ranked) 12 on the list 20 Classic Rom-Coms Safe to Share with Your Kids
Drew Barrymore, Adam Sandler, Steve Buscemi

Released: 1998

Directed by: Frank Coraci

The Wedding Singer is a 1998 romantic comedy film written by Tim Herlihy and directed by Frank Coraci. It stars Adam Sandler as a wedding singer in the 1980s and Drew Barrymore as a waitress ...more

More The Wedding Singer 

#111 of 922 The All-Time Greatest Comedy Films #69 of 1,137 The Absolute Funniest Movies Of All Time #173 of 1,646 The Most Rewatchable Movies

13
My Big Fat Greek Wedding... is listed (or ranked) 13 on the list 20 Classic Rom-Coms Safe to Share with Your Kids
Nia Vardalos, Andrea Martin, Joey Fatone

Released: 2002

Directed by: Joel Zwick

My Big Fat Greek Wedding is a 2002 Canadian-American romantic comedy film written by and starring Nia Vardalos and directed by Joel Zwick. The film is centered on Fotoula "Toula" ...more

More My Big Fat Greek Wedding 

#205 of 922 The All-Time Greatest Comedy Films #188 of 1,137 The Absolute Funniest Movies Of All Time #170 of 1,646 The Most Rewatchable Movies

14
Ranker Video
Katherine Heigl, Malin Ã…kerman, Krysten Ritter

Released: 2008

Directed by: Anne Fletcher

27 Dresses is a 2008 romantic comedy film directed by Anne Fletcher and written by Aline Brosh McKenna. The film stars Katherine Heigl and James Marsden. The film was released January 10, 2008 ...more

More 27 Dresses 

#538 of 1,646 The Most Rewatchable Movies #20 of 693 The Greatest Chick Flicks Ever Made #179 of 315 Movies with the Best Soundtracks

15
Ranker Video
Jessica Alba, Drew Barrymore, James Franco

Released: 1999

Directed by: Raja Gosnell

Never Been Kissed is a 1999 romantic comedy film produced by 20th Century Fox and Drew Barrymore's production company, Flower Films, directed by Raja Gosnell and starring Drew Barrymore, David ...more

More Never Been Kissed 

The Best 'Never Been Kissed' Quotes Will Take You Back To High School #508 of 1,646 The Most Rewatchable Movies #33 of 114 The Greatest Date Movies of All Time

16
You've Got Mail is listed (or ranked) 16 on the list 20 Classic Rom-Coms Safe to Share with Your Kids
Tom Hanks, Meg Ryan, Sara Ramirez

Released: 1998

Directed by: Nora Ephron

You've Got Mail is a 1998 American romantic comedy-drama film directed by Nora Ephron, starring Tom Hanks and Meg Ryan. It was written by Nora and Delia Ephron based on the 1937 play Parfumerie ...more

More You've Got Mail 

#68 of 560 The Greatest Guilty Pleasure Movies #245 of 1,646 The Most Rewatchable Movies #7 of 114 The Greatest Date Movies of All Time

17
Ranker Video
Paula Abdul, Patrick Dempsey, Seth Green

Released: 1987

Directed by: Steve Rash

Can't Buy Me Love is a 1987 teen comedy feature film starring Patrick Dempsey and Amanda Peterson in a story about a nerd at a high school in Tucson, Arizona who gives a cheerleader $1,000 to ...more

More Can't Buy Me Love 

#113 of 560 The Greatest Guilty Pleasure Movies #796 of 1,137 The Absolute Funniest Movies Of All Time #224 of 363 'Old' Movies Every Young Person Needs To Watch In Their Lifetime

18
Ranker Video
Julia Roberts, Alec Baldwin, Mischa Barton

Released: 1999

Directed by: Roger Michell

Notting Hill is a 1999 British romantic comedy film set in Notting Hill, London, released on 21 May 1999. The screenplay was by Richard Curtis and the film was produced by Duncan Kenworthy and ...more

More Notting Hill 

#808 of 1,646 The Most Rewatchable Movies #39 of 114 The Greatest Date Movies of All Time #75 of 355 The Best Rainy Day Movies

19
Say Anything... is listed (or ranked) 19 on the list 20 Classic Rom-Coms Safe to Share with Your Kids
John Cusack, Jeremy Piven, Joan Cusack

Released: 1989

Directed by: Cameron Crowe

Say Anything... is a 1989 American romantic comedy-drama film written and directed by Cameron Crowe in his directorial debut. In 2002, Entertainment Weekly ranked Say Anything... as the greatest ...more

More Say Anything... 

#1,120 of 1,646 The Most Rewatchable Movies #135 of 363 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #29 of 114 The Greatest Date Movies of All Time

20
Can't Hardly Wait is listed (or ranked) 20 on the list 20 Classic Rom-Coms Safe to Share with Your Kids
Jennifer Love Hewitt, Melissa Joan Hart, Jaime Pressly

Released: 1998

Directed by: Deborah Kaplan, Harry Elfont

Can't Hardly Wait is a 1998 American teen comedy film written and directed by Deborah Kaplan and Harry Elfont. It stars an ensemble cast including Jennifer Love Hewitt, Ethan Embry, Charlie ...more

More Can't Hardly Wait 

#177 of 560 The Greatest Guilty Pleasure Movies #766 of 1,646 The Most Rewatchable Movies #85 of 373 The Funniest '90s Movies