Inspired by… Clueless

The next movie we’ll be looking at for the 10 More Movies for Fashion Inspiration series is the 1995 teen comedy Clueless.
The film centers around a rich Beverly Hills teen named Cher (Alicia Silverstone) who sets up two lonely teachers in order to raise her grades. When her plan works, Cher and her best friend Dionne (Stacey Dash) decide to use their popularity for good and make over awkward new girl Tai (Brittany Murphy). While trying to find a boyfriend for Tai, Cher experiences the ups and downs of trying to find the perfect guy for herself.

The fashion in this movie perfectly captures the look of the mid-90s. Cher’s style is rich girl prep and she rocks patterned mini-skirts, knee high socks and platform Mary Janes throughout the film. Lots of trendy 90s accessories are also featured in the movie, including faux-fur handbags, feather-trimmed coats and unique hats.
If you want to try and capture Cher, Dionne and Tai’s 90s vibe in your own wardrobe, check out these 5 outfits inspired by Clueless.
* I’m going to make a lot of references to the film below, so bear with me if you haven’t seen it. And if you haven’t seen Clueless, go watch it. Now. Seriously!
Outfit #1: Cruising with Dionne

Product Information: Sweater- stylesforless.com, Shirt- Old Navy, Socks- American Apparel, Skirt- gojane.com, Earrings- Nordstrom, Flats- Nine West
This outfit is a toned-down version of the first ensemble Cher wears in the film and is perfect for driving the loqued-out Jeep daddy got you. The pleated plaid skirt and crisp, white oxford shirt capture the classic schoolgirl look. Layer a matching sweater over the shirt and accessorize with some basic pearl earrings. Knee socks are actually on-trend for this season and this white pair is no exception. Add some simple flats to finish the outfit, because you really shouldn’t be driving in platforms.
Outfit #2: Total Betty

Product Information: Shirt- Old Navy, Earrings- ASOS, Necklace- Forever 21, Backpack- YesStyle, Skirt- J. Crew, Pumps- Endless
This is another Cher-inspired outfit. The light pink top and pencil skirt are perfect for going to class, while these white Mary Jane pumps will show off your nice stems. Accessorize with a layered necklace and delicate fan-shaped earrings. And don’t worry, no collies were skinned to make this adorable light pink backpack.
Outfit #3: Making a cameo at the Val party

Product Information: Dress- Bluefly.com, Earrings- Nordstrom, Bag- ASOS, Necklace- FantasyJewelryBox.com, Shoes- Macy’s
Although it’s not an Alaia, this red dress will definitely turn heads. The drop earrings and necklace add some glam to the outfit, while the demure feathered clutch and red platform pumps are a modern interpretation of 90s accessories. Now, don’t let anyone ruin your satin shoes while partying and remember to do a lap before you commit to a location.
Outfit #4: Shopping with Dr. Seuss?

Product Information: Hat- Forever 21, Cardigan- Matalan, Top- Forever 21, Skirt- YesStyle, Socks- American Apparel, Mary Jane Pumps- YesStyle
This outfit is based on Dionne’s eccentric sense of style. The leopard print skirt and sheer cardigan look like they came straight out of the mid-90s. Dionne wears lots of crazy hats in the movie, so channel her style with this mesh black hat. Balance out all the crazy with a simple black t-shirt, knee socks and Mary Jane pumps. If you’re brave enough to wear this outfit, your friends will definitely give you snaps for your courageous fashion efforts.
Outfit #5: Rollin’ with the Homies

Product Information: Skirt- Forever 21, Top- Miss Selfridge, Necklace- Oasis, Headband- American Apparel, Doc Martens- Free People
This outfit is based on Tai’s quirky style in the movie. Although she is given a makeover, Tai still maintains some of her fun personal style. This pinstriped skirt and suspender set is a fun nod to the overall 90s trend and looks great with this basic pink sweater. The floral choker and pink headband will make you look so adorably clueless, while these floral Doc Martens add some edge. Hopefully, this outfit won’t be something you wear sporadically.
Feelin’ Inspired?
What do you think of the 90s style featured in Clueless? Would you ever wear knee socks? What other 90s trends to you want to make a comeback? Do you think the outfits capture the look and feel of the film? Leave a comment and let us know!
Posted on on April 4, 2010 / Filed Under: Inspiration / Tags: 1990s, Alicia Silverstone, Clueless, Fashion Inspiration, Featured, Films, Inspiration, Movie Inspiration, Movies















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jessielou
I love all the little movie references dotted thru this article – cute!
I do love Clueless, it is such a great movie. The outfits are pretty good modern adaptations too! Made me think I need to wear hats more.
Anna
I love Clueless and I love the Clueless references. Such a great movie! Kind of wishing the outfits were a little less literal though… these almost look like halloween costumes.
Natalie
Partly because of my new obssession with pastel pink…I /love/ the Total Betty outfit you put together. gorgeous!
Cininta
Love ur site ‘n love Clueless! :D
Kath
Love it. These head-to-toe looks wouldn’t work with my personal style, but there are some great individual pieces to work some 90′s style into my wardrobe.
I also need to watch Clueless asap! I think I need to got dust off my VHS copy…or go buy the DVD :)
Dominique
Wonderful! Yet another great article… I love knee socks as well as thigh highs… I rocked black ones all winter and now want some cream, white, and other light colored ones for fall.
All of the outfits are really cute! Thanks!
Isabelle
You dont understand how happy this post made me! Clueless still remains my favorite teen movie of all time. Cher is complete and total love.
Charlene
Hahaha I’m loving this post! I did a Clueless-inspired outfit on my blog awhile ago, and I couldn’t help but think how ridiculously fun it was. Outdated? As if. :P
Hannah
Clueless is one of my favorite movies, and I loved this article! The movie references and 90s trends throughout the post were perfect. One more outfit you should have included? The white Calvin Klein dress Cher wore.
“Cher, what the hell are you wearing?”
“A dress, Daddy.”
“Says who?”
“Calvin Klein.”
Such a cute part of the movie!
Sarah
I ADORE Clueless!! And the outfit explanations sound just like some of the descriptions you’d find on modcloth.com.
Great article!
Catherine
This is my favorite post. I love it!
Melly K.
I OVERLIVE for this post. I love Clueless style…
Jennifer
My all time favourite movie! Thanks for this!
Ali
I was always jealous of all of Cher’s argyle knits and skirts.
Carri
You did an amazing job at picking outfits!! Each one is a perfect example of the fashion in the movie.. Great job!
CLC
Great job on this post!! great outfits, and the references are hilarious!!! I’ve been obsessed with 90′s fashion lately, I think its definitely going to make a comeback, and this is great style inspiration!
Danielle
Great job with this post! Awesome outfits and awesome references! I love love love clueless!
Kyndra
yeas to knee socks and yes to Clueless !!
Jaylen Moore
ahhh finally, a Clueless post!!! My favorite 90′s movie to get fashion inspiration from! You did an excellent job constructing these outfits and the descriptions were super cute and relevant. This post just makes me so happy, I think I am going to wear my new knee socks to class tomorrow because of this :)
Sophie
Love, love, love this movie! Great looks and I’m really into the cameo and total betty inspired looks.
Devon
Cute outfits!
Although it’s not a 90′s movie, I think Flakes (2007) would be an excellent fashion movie to explore. Miss Pussy Katz (played by the wonderful Zooey Deschanel) has a CRAZY style and it is much more daring than her (500) Days of Summer outfits.
Libby
@Devon- That would be awesome! haha. While I wouldn’t wear every single outfit in that movie, there were a lot of pieces that caught my eye (like that green cardigan with the collar detail and the berets she wore).
CookieLogic
I love the outfits put together. Perhaps they’re a little to safe but that is what the look is about. =]
Bri
One of my favorite movies of all time! I rock the miniskirt and knee socks look all the time :)
Blair
hahaha i love the movie refrences too!
good jobb!