The ONLY Chic Flick Tier List That Matters

April 16, 2025

💌 Written by Olivia

I'm about to stir the pot with this one.

Went on a whole '90s-2000s chic flick movie marathon with my girlfriends recently and let's just say: They're not happy with my honest opinions about some of them.

BUT I'm standing by what I say on these movies and perhaps it might enlighten you with a different perspective on them.

Presenting...The ONLY chic flick tier list that matters:

Up on the S-tier, we have Legally Blonde. The only rom-com that doubles as a self-improvement seminar. Harvard, pink, and revenge? Untouchable.

I don't think I need to explain much on this one because this was a film ahead of its time. Breaking not only the dumb blonde stereotypes but also the hyper-feminine stereotypes.

As patriarchy enforces, anything that seems too hyper-feminine is often undermined as uneducated and under-valued because god forbid women have taste.

In world where we're embracing femininity more, this 2000s movie contributed to this ongoing movement and we LOVE that.

Moving on to the A-tiers, we have Clueless and Devil Wears Prada.

These movies were as iconic as they are. With Cher Horowitz from Clueless serves the original rich-girl aesthetic to immerse into the world of editorial fashion that has shaped an entire generation’s obsession with fashion, power, and brutal bosses.

Although these movies don't have as potent morality and takeaways as Legally Blonde, they did not fail in the iconic department.

They served prominent looks -- like Cher's yellow plaid set and Andy's Chanel makeover moment. But they also make for some touching moments amidst the designer clothing and parties.

It's a great blend that feasts the eyes and heart.

Next, we have Mean Girls on the B-tier.

Not technically a rom-com, but let’s be real—it shaped more personalities than any love story ever could.

Mean Girls was a clutter-core coming of age movie that delivered unforgettable lines like:

"On Wednesdays, we wear pink."

"He's almost too gay to function"

"It's October 3rd"

Controversial but the messy drama and bitchiness threw me off and I know that's the BACKBONE of the movie that made it so memorable. But I just don't vibe with that anymore personally. It's still fun to watch though.

We're nearing the end, C-tier is stuffed with many.

Lumped together are 10 Things I Hate About You, How to Lose a Guy in 10 Days, Bridget Jones’s Diary, and, The Proposal.

These movies had their moments—don’t get us wrong. But when you strip away the nostalgia goggles and the meme-worthy scenes, the cracks start to show.

They’re lovable, quotable, and rewatchable… but do they actually deliver the way we romanticize them? Not always.

These C-tier films are like that ex you occasionally stalk for vibes—not bad, not unforgettable, just sitting in their little comfort zone era. Still fun, but more mid than iconic.

The last tier, the hear-me-out tier, lies 13 Going on 30 and A Cinderella Story.

Let's be real, these movies were cute at the time we watched it as kids/teens. But oh boy, did it age like skim milk.

These films had their moment—sleepover classics, early 2000s girlie-core. But let’s be honest… the rewatch factor is low unless you’re deep in a nostalgia spiral. They're sugar-coated, surface-level, and kinda flat once the Y2K magic wears off.

D-tier isn’t disrespectful—it’s honest. These movies are comfort food, not five-star meals. You might rewatch them when you’re sick or sad, but they’re not carrying the rom-com genre.

They walked so better movies could run (in platform flip-flops, obviously).