"Clueless" was one of the most important movies ever when it comes to fashion, and the iconic film spawned some of the biggest trends of 1990s. Who didn't want a mini-backpack or plaid skirt after seeing Cher, Dionne, and company strut their high school stuff? So many incredibly covetable outfits were featured that it's hard to keep track, so we decided to look back some of the most memorable looks and totally judge 'em. So sit back, break in those purple clogs, and enjoy our ranking of 42 "Clueless" ensembles, ranked from worst to best.
42. Tai's Pants, Sneakers, & Crop-Top Disaster
Cher and Dionne obviously know what they're doing, so why did they make Tai wear these ill-fitting creased slacks? The worst part is how they took a pair of scissors to her polo-shirt-turned-makeshift-crop-top. The humiliated look on Tai's face is completely valid.
41. Cher's Ms. Geist and Mr. Hall Wedding Look
Wouldn't a wedding be the perfect time for Cher Horowitz to shine? We don't know why she went all cheeseball on us in the final scene of the film, but we were never feeling the flower choker/curls combo and that cheap looking pink bolero situation.
40. Josh's Head-to-Toe Beatnik Black
"Hey, granola breath! You've got something on your chin." We don't like Josh's "chin pubes," and we don't like the outfit to match.
39. Dionne's Oversized Red Hat
The orange mohair cropped sweater is on point, but we can't get behind that atrocious hat. Is she repping Carcosa with that symbol?
38. Amber's Immigration Debate Fail
No to the black fuzzy headband. Double no to the rhinestone choker, which looks like something you force on your poodle.
37. Tai's "You're a Virgin Who Can't Drive" Plaid
Something about this look makes us cringe... Probably because Tai wears it when she utters that famous "way harsh" burn against Cher. It's also because it's kinda like an off-brand Cher/Dionne ensemble.
36. Tai's Pre-Makeover Style
"She could be a farmer in those clothes." Amber's not wrong. She could. And who likes troll dolls that much?
35. Amber's Sailor Situation
SEA you later, nautical dollar sign hat!
34. Cher and Dionne at the Mall
Neither of these outfits are worthy of these girls, particularly that shiny yellow shirt Cher's wearing.
33. Amber's Tutu/Tiara Party Look
"She's a full-on Monet." Actually, we think this outfit looks bad from far away and up close. That's some Toddlers & Tiaras hair right there.
32. Christian's College Party Outfit
The boy can dress? Dionne, we'll have to respectfully disagree.
31. Tai's Overalls
This look practically ruined Tai's night! There's an entire scene devoted to her figuring what to do with that shirt.
30. Travis's Classroom
We feel bad putting this so low 'cause it's like Travis's stoner steeze and all, but it's kinda all over the place. Oh, this may be the place to admit that we begged our parents for Airwalks.
29. Christian's Entrance
You're in high school, Christian. Why are you dressing like off-duty Tony Bennett?
28. Dionne's Freeway Scare Hat
That doily beanie, though. We'll let it go because this scene is so incredibly epic.
27. Cher's Chill Time Sweater Set
Cher is better than a sweater set and mom jeans, but we must say that it's oh-so-cute when she clips in her barrettes next to Josh.
26. "The Kiss" Outfit
This white shirt is sweet and romantic, though not exactly memorable. Thankfully, we'll never forget that epic smooch.
25. Cher's Driving Test
Cher couldn't find her white collarless shirt from Fred Segal, but that doesn't mean she had to wear a cropped vest over a long sheer ruffled shirt. This is definitely not the most "capable outfit" she could put together. Couldn't her computer closet help out?
24. Travis's Skateboarding
It's not chic or anything, but these grungy rags remind us of every Phish-following camp counselor we ever had a crush on.
23. Cher and Josh Banter-Wear
When we first meet Josh, he's clad in a beat-up Amnesty International shirt and a flannel. Pretty much spot-on. Cher's sheer black top is also fantastic.
22. Amber's Maroon Bow Dress
Say, Ambular? Was that you going through Cher's laundry?
21. Cher's Maroon Bow Dress
Who wore it best? Sure, Cher did. But it's not even that cute to begin with if we're being honest.
20. Cher Hearts Josh
What was it about the '90s and wearing tank tops over t-shirts? Whatever. We're cool with it.
19. Cher's Christian Date Outfit
Did she stumble into some bad lighting? Nope -- this outfit, while on the boring side, is very simply chic. And we'll always love the side-brushed hair.
18. Murray's First Look
Kangol and a gold Superman chain? Kinda into it.
17. Elton In the White Vest
There's something mesmerizing about this linen-on-linen Elton ensemble. Loving the cell phone peeking out of the pocket and the fact that he needs to go find his Cranberries CD, pronto.
16. Dionne at the Val Party
We'll forever covet that A-line skirt and that '70s floral top. Good times.
15. Summer's 'Summer Girl' Top
There's that layering again! Summer was the more alternative friend of the bunch -- just look at the way she wears those hair-ties. Don't count out that effortless high-end skater style.
14. Thai and Cher's Workout Clothes
We've always wanted to walk into spin class rocking Cher's plaid spandex one-piece. And Tai stayed on grunge brand by tying a flannel over her gear!
13. Dionne and Cher's Mr. Hall Walk and Talk
Mr. Hall actually looks kinda sharp here, but we're more into Cher's cropped red vest. Dionne's pleather mini-skirt is pretty cool too, even if it isn't exactly school day appropriate.
12. Tai Watches Travis
This is the perfect balance of feminine and skater for Tai. She stays true to herself, while adding a little Beverly Hills flair. And those pigtails look adorable.
11. Cher Watches Travis
Cher does a Blair Waldorf thing before there was a Blair Waldorf, and we feel it. Pretty in pink, indeed.
10. Elton's Turtleneck/Jacket Look
Here, Elton embodies every cool, crush-worthy guy from all the YM Magazine back-to-school spreads we used to pin to our bulletin board. Can't you just smell that crisp autumn air?
9. Cher Gets Props
Work that curtsy, Cher. You are a vision in plaid.
8. Christian's Date Outfit
OK, we'll give this one to Christian. That vintage '50s jacket is a welcome style risk, brat pack jokes aside.
7. Dionne and Cher Show Tai the Ropes
They all look like total Bettys here. A+.
6. Amber's Photo Shoot Thing
Amber fan or not, you have to give her snaps for her courageous fashion efforts. Please take a moment to marvel at that fall-tastic stripey number and those Pippi Longstocking pigtails.
5. Gym
These are the real gym class heroes.
4. Tai's Makeover Extravaganza
Can you just hear Jill Sobule's "Supermodel" right now? Tai got her first baby tee and all was right in the world.
3. Cher's Val Party Mugging
"You don't understand, this is an Alaia!" "An a what-a?" "It's like a totally important designer!" Cher gets held at gunpoint, but she does it in style.
2. Cher's Calvin Klein
This classic white dress is minimalist perfection. And yes, it's a dress. Calvin Klein says so!
1. Cher and Dionne's Plaid Suits
Cher and Dionne's matching plaid mini-skirt and jacket sets changed the game forever. All hail the iconic queens of '90s fashion.
