Flashback Friday: 10 Best Teen Rom Coms

Teenage romantic comedies have ruled throughout the years. Flicks spanning from the 80s with Sixteen Candles and 90s with Clueless to the 00s with She’s the Man prove the audiences just LOVE their teen rom coms! And with the supercute lead actors and actresses playing the main characters, hilariously funny sidekicks, and the syrupy sweet storylines (because in the end, the guy and girl ALWAYS end up together!), what’s NOT to love about them?!

Here are the 10 best teen rom coms:

Sixteen Candles

In the iconic Sixteen Candles, Sam may have had a lame sixteenth birthday, caught in the midst of her sister’s wedding and weird foreign exchange student, but we love that her crush Jake makes for a happy ending.


“As if” Clueless wouldn’t make our list! How can you not love the totally 90s outfits? And the late Brittany Murphy totally stole the show!

She’s All That

She’s All That is the Pretty Woman of this generation with a meaningful message. And Freddie Prinze Jr. totally shows off his acting chops!

10 Things I Hate About You

10 Things I Hate About You launched the careers of quite a few of our favorite actors, including the late Heath Ledger and Joseph Gordon Levitt, who still gets asked about this film today!

Never Been Kissed

Josie, a total nerd in high school, gets the chance to relive her high school years and rule the school. How cool would it be to get to go through high school with all you know when you’re 25?

What a Girl Wants

In What a Girl Wants Daphne lives out of her dream of meeting the father she’s never known in London and even finds herself a totally cute British rocker boyfriend along the way.

A Cinderella Story

A true high school fairy tale, Samantha goes from waitress to belle of the ball all while managing to get her Princeton prince, the jock with a sensitive side.

Legally Blonde

What’s better than proving that you’ve got brains AND beauty? Getting back at your ex and finding your dream man, of course! Elle Woods’ incredible wardrobe is icing on top of the cake.

She’s the Man

She’s the Man shows off girl power, proving that girls can do anything guys can do. Viola uses deception to retain her passion for soccer but in true rom com fashion, manages to make everything work out for a happy ending.

13 Going on 30

Ever wish you could fast forward past all that middle school and high school drama? Jenna gets to do just that and learns that maybe being an adult isn’t all that it’s cracked up to be and what guys she really should care about when she’s 13.

If you could star in any one of these teen rom coms, which one would it be?