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    42 Memorable 'Clueless' Outfits, Ranked From Worst to Best

    July 14th, 2015 | Moviefone Staff

    "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

    42 tais 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

    41 chers 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

    40 joshs 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

    39 dionnes 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

    38 ambers 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

    37 tais youre a virgin who cant 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

    36 tais 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

    35 ambers sailor situation

    SEA you later, nautical dollar sign hat! 

    34. Cher and Dionne at the Mall

    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

    33 ambers tututiara 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

    32 christians college party outfit

    The boy can dress? Dionne, we'll have to respectfully disagree. 

    31. Tai's Overalls

    31 tais 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

    30 traviss 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

    29 christians entrance

    You're in high school, Christian. Why are you dressing like off-duty Tony Bennett? 

    28. Dionne's Freeway Scare Hat

    28 dionnes 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

    27 chers 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

    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

    25 chers 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

    24 traviss 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

    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

    22 ambers maroon bow dress

    Say, Ambular? Was that you going through Cher's laundry?

    21. Cher's Maroon Bow Dress

    21 chers 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

    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

    19 chers 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

    18 murrays first look

    Kangol and a gold Superman chain? Kinda into it. 

    17. Elton In the White Vest

    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

    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

    15 summers 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

    14 thai and chers 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

    13 dionne and chers 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

    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

    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

    10 eltons turtleneckjacket 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

    9 cher gets props

    Work that curtsy, Cher. You are a vision in plaid. 

    8. Christian's Date Outfit

    8 christians 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

    7 dionne and cher show tai the ropes

    They all look like total Bettys here. A+.

    6. Amber's Photo Shoot Thing

    6 ambers 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

    5 gym

    These are the real gym class heroes. 

    4. Tai's Makeover Extravaganza

    4 tais 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

    3 chers 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

    2 chers 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

    1 cher and dionnes 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.

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