Help, I'm 22, and Olivia Rodrigo's Outfits Are Making Me Want to Be 18 Again

Olivia Rodrigo's name has not taken a break from the spotlight ever since her debut single "Drivers License" broke records people didn't even think were possible. After her latest album release, Rodrigo has proved her career is only set to go up from here. While her music has transported me back into my teenage years—making me relive heartbreaks I don't even think I had—it's her cool-girl style that has completely caught my attention. I mean, have you see the "Good 4 U" video? Styled by Devon Lee Carlson, it's sure to be full of top-notch looks. She's always wearing It brands, from With Jéan to Marc Jacobs. In true Gen Z fashion, she also mixes unique vintage finds with new pieces along with comfy staples like Converse sneakers and chunky black boots.

While I may be a few years older than Rodrigo, I find myself taking style cues from her Instagram often. If you're also inspired by the Gen Z star's style, you'll be happy to hear I've rounded up all of her best looks below. You can even shop the looks, with similar pieces and exact ones in the mix.

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(Image credit: @oliviarodrigo)

On Olivia Rodrigo: Réalisation The Roxy Dress ($180); T.U.K. Brogue Mary Jane Flat ($70); TwelveNYC jewelry

Leave it to Rodrigo to take a simple black dress and add her edgy flair to it. 

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(Image credit: @devonleecarlson)

On Olivia Rodrigo: Vex Clothing Opera Gloves ($70)

When Halloween comes around this October, expect to see multiple "crazy ex-girlfriend" cheerleaders, and you'll have Rodrigo to blame. 

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(Image credit: @oliviarodrigo)

On Olivia Rodrigo: Saks Potts Foxy Leather Coat ($2124); Heaven by Marc Jacobs Tartan Logo Tee ($76); Jean Paul Gaultier vintage jeans

The wilder the outfit, the better. Why not pair a fur-collared jacket with vintage JPG printed pants?

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(Image credit: @oliviarodrigo)

On Olivia Rodrigo: Dsquared2 Check Print Dress ($976); Marc Jacobs boots

Pop punk is back, and Rodrigo is embracing the style. Think all kinds of plaid and platform boots.

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(Image credit: @claytonhawkins)

On Olivia Rodrigo: Mirror Palais Underwire Polo Top; Vivienne Westwood vintage skirt; Magda Butrym boots

As I said, plaid is all the rage. Rodrigo mixes the grunge print with her sense of style, taking notes straight from Clueless.

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(Image credit: @oliviarodrigo)

On Olivia Rodrigo: Betsey Johnson vintage dress

She doesn't always dress grunge. For her premiere of Sour Prom, Rodrigo takes notes from Y2K with a vintage Betsey Johnson lace number.

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(Image credit: Getty Images)

On Olivia Rodrigo: Converse One Star Pro ($75); Ashley Williams dress; Crap Eyewear sunglasses

If there's a 'fit I'm copying, it's this one. She knows how to incorporate fun pieces like this Ashley Williams dress while keeping it comfortable with Converse.

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(Image credit: @oliviarodrigo)

On Olivia Rodrigo: I.Am.Gia pants

Like I said before, she's not one to shy away from prints. These I.Am.Gia pants may be sold-out, but there are plenty of other zebra options on the market.

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(Image credit: Getty Images)

On Olivia Rodrigo: Erika Maish set

I don't know what I love about this outfit the most—the checkerboard print, the slime-green colorway, the crochet, or the oversize leather jacket. 

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(Image credit: @oliviarodrigo)

On Olivia Rodrigo: Heaven by Marc Jacobs Denim Skirt ($195); Vans Classic Slip-On Sneakers ($50)

While I'm a huge fan of Marc Jacobs's Heaven collection, Rodrigo's constant sporting of the line makes me want to shop it even more.

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(Image credit: @daniandemmastyle)

On Olivia Rodrigo: Prada vintage shirt; ASOS boots; Marine Serre top

When I was in high school, I layered shirts underneath graphic tees often. I'm not sure why I ever stopped, but after listening to Sour, I'm ready to commit to my teenage ways once more.

Shop more of Olivia Rodrigo's style:

Next, Gen Z Knows What's Up—7 Outfits I'm Copying From Celebs 25 and Under

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Associate Fashion Editor
Yusra Siddiqui is an editor who resides in New Jersey but bounces between the suburbs and NYC. (She's a Jersey girl at heart.) After interning at Who What Wear in 2019, she found her way to the team after graduating from LIM College in 2022 with a fashion media degree. She's also spent time writing and working for publications such as Fashionista, Coveteur, and Nylon, but she always knew that Who What Wear was where she was meant to be. When she's on the job, she's perusing runway shows, analyzing the latest thing fellow Gen Zers are up to on the internet, and sharing what she can about the modest-fashion market. You can also catch her dabbling in entertainment, talking about the costume choices of the latest Netflix series or diving deeper into how the plotline affects the viewers in a myriad of ways. Lastly, she likes to create content for Who What Wear's TikTok. Her personal time is spent doing similar but also different things—deep diving into almost every new TV show (Bridgerton, Gilmore Girls, and Stranger Things are favorites), planning her next local getaway (whenever that may be), and reading the latest Emily Henry or Sally Rooney novel in one sitting.