11 Charming Romantic Comedies for Teens & Tweens

Action, adventure, pirates, sword-fighting, magic, and, yes, kissing all mash up in the fairytale-esque story of The Princess Bride. It's inconceivable!

Alexandra F. said:  I'll never forget when I first watched this movie with my then 9- and 11-year-olds, and seeing their faces mirror Fred Savage's exactly as they began to hear the love story unfold - wary and more than a little skeptical. Never fear! Though it is indeed a story about true love, it is also filled with adventure, sword fights, giants and pirates. Oh. And R.O.U.S. (Rodents of Unusual Size). This movie is hilarious - your tweens & teens will love it.

Enchanted playfully blends fairytale tropes with real-world New York as an animated princess is magically transported to the city and falls for a cynical divorce lawyer with a daughter. Hilarity (and a seriously delightful soundtrack) ensue in this family-friendly romantic comedy.

Alexandra F. said:  This is a truly enjoyable movie for tweens, teens, young kids and adults alike, with music you will be humming long after the film is over. A unique spin on the classic fairy tale throws a soon-to-be princess into the "real world" in NYC, where her upbeat and optimistic worldview both clashes with and inspires those around her. Tweens will especially enjoy the tongue-in-cheek humor that intentionally flips the traditional princess story on its head.

The Princess Diaries is a charming coming-of-age story about an awkward teenager who discovers she's the heir to a European throne and must navigate princess lessons while dealing with high school life. If you're looking for sleepover movie recommendations that are free from objectionable content but still appeal to tweens and teens, start here!

Kelly R said:  I thought this for sure was going to be a flop when I picked it for family movie night with my tween and teen, but it was actually a big hit with all of us!

Kid-friendly romantic comedy about a Greek-American woman who falls in love with a non-Greek man, and the hilarious cultural clashes that ensue as their two very different families prepare for the wedding. With only mild innuendo, it's a pretty safe sleepover movie for tweens or younger teens.

This sweet and funny rom com about a 13-year-old girl who finds herself fast-forwarded 17 years into the future is a perfect movie for tweens that gives perspective about the things that matter most in life - friendship, kindness, and being true to yourself.

Alexandra F. said:  Just watched this again for the first time in a while and was a surprised by how the kids make a few off-hand comments about drinking beer or sexual activity that just weren’t age-appropriate. They were passing references and not a huge part of the movie, but they were also unnecessary and made the movie less awesome than it would have been without them.

A popular high school basketball star and a brainy new student challenge their school's social cliques when they both audition for the lead roles in the school musical. High school drama, song and dance numbers and a little romance make this a fun sleepover movie pick.

Stuck working on Christmas, a lonely subway worker saves a man's life and is mistaken for his fiancee while he's in a coma. Taking place during the holidays up through New Year's, it's the perfect romantic comedy Christmas movie for teens.

To All the Boys I’ve Loved Before is a sweet, modern Netflix romantic comedy that older tweens and teens will love. When a shy girl’s secret love letters are accidentally mailed, her love life turns upside down.

Clueless is a witty and stylish romantic comedy for teens about a well-meaning matchmaker who learns that love isn’t as simple as a makeover. Some adult content means it’s best suited for high schoolers rather than younger tweens.

Smart, funny and full of attitude, 10 Things I Hate About You flips the teen rom com script as a tough girl finds herself falling for the one guy she swore she wouldn’t.

50 First Dates is a sweet and quirky romantic comedy about a man who falls for a woman with short-term memory loss and finds creative ways to make her fall in love with him every day.