If you're like me, then you care about romantic comedies more than most things in your life. While some people may scoff and sit on their high horse regarding this particular movie genre, I say they're just absolutely wrong. The romantic comedy is an art form. And sadly, one that we've seen decline steadily in recent years (Thank you The Big Sick for bringing back in a real way). I love romantic comedies so much it's ridiculous, and I'm guessing that if you're reading this list than you feel similarly. I also stick by my opinions when it comes to rom-coms and believe this to be the definitive list of the 20 best romantic comedies of the '90s.
20. Drive Me Crazy (1999)
The quintessential teen romantic comedy, Drive Me Crazy stars ’90s it girl Melissa Joan Hart and blue-eyed dreamboat Adrian Grenier.
All that on top of the fact that Britney Spears’ “Drive Me Crazy” music video featured the movie? I’M IN, Y’ALL.
19. Picture Perfect (1997)
May the queen of the ’90s reign until the earth crumbles around her! Jennifer Aniston, Jay Mohr, and Kevin Bacon star in this flick that is tragically under-viewed. Seriously, go rent it ASAP.
18. She's All That (1999)
Oh man. How many of us recreated the “walk down the stairs and trip” moment after seeing this movie? Rachael Leigh Cook and Freddie Prinze Jr. are perfect. Also, it’s not a true romantic comedy unless the female lead transforms by merely taking off her glasses.
17. Pretty Woman (1990)
It’s Julia Roberts’ defining role. It’s so many Halloween costumes. Pretty Woman is iconic and obviously needed to go on the list. Even if it’s not your favorite, you can’t deny how badass the shopping scene is.
16. How Stella Got Her Groove Back (1998)
Angela Bassett and Taye Diggs shine in this romantic comedy of the late ’90s. It’ll make you want to renew your passport and get yourself to an island as quickly as you can.
Keep reading for more ’90s rom-coms…
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