BEVERLY HILLS, CALIFORNIA - MARCH 12: Olivia Rodrigo attends the 2023 Vanity Fair Oscar Party Hosted...
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Olivia Rodrigo’s Style Evolution, From Disney Star To Pop Princess

She’s becoming a fashion darling on the red carpet.

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In just one year, Olivia Rodrigo has completely dominated the music scene. And with that, the 18-year-old actress-slash-singer/songwriter (and our favorite pop-punk princess) has drastically transformed her wardrobe over the years, from Disney sweetheart to the ultimate Y2K fashion trailblazer. See the Sour singer’s best red carpet fashion moments so far, ahead.

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2015, P.S. ARTS Presents Express Yourself

At just 12 years old, Rodrigo attended one of her first events wearing a layered ‘fit.

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2016, Alice Through The Looking Glass Premiere

Wearing a floral dress from Urban Outfitters’ Alice Through the Looking Glass collection.

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2016, Finding Dory Premiere

Wearing a black top tucked into a floral-embroidered skirt from Shein with black heels.

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2016, Rise Of The Jack O’Lanterns

Wearing a black-and-white striped dress with a leather jacket and black boots.

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2017, Radio Disney Music Awards

Wearing a striped red-and-white ruffled jumpsuit with blue-and-red heels.

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2017, Pirates Of The Caribbean: Dead Men Tell No Tales Premiere

Rodrigo wore a lace midi dress from Topshop with metallic heels.

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2017, Coco Premiere

Wearing a red gown with pointed red heels.

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2019, Disney+ Showcase Presentation

The Disney star opted for a simple white turtleneck with burgundy pants and metallic sandals.

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2019, Maleficent: Mistress Of Evil Premiere

Wearing a matching bronze button-down and trousers with ankle-strap sandals by Vince Camuto.

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2019, High School Musical: The Musical: The Series Premiere

Rodrigo wore a “Love” white tee from Rebecca Minkoff with a beaded skirt from PatBO.

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2021, The BRIT Awards

Wearing a highlighter yellow tulle gown from Dior’s Pre-Fall 2021 collection. She also wore jewelry from Shaun Leane and black heels.

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2021, White House Visit

Rodrigo visited the White House wearing a vintage Chanel tweed matching set in a pink plaid print from 1995 with white platform heels from Giuseppe Zanotti.

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2021, Billie Eilish And Spotify’s Happier Than Ever: The Destination Event

Supporting Billie Eilish, Rodrigo was seen wearing a custom two-piece set from Gonza.

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2021, MTV Video Music Awards

Back at the 2021 MTV VMAs, she wore a vintage sunset pink Versace gown.

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2021, Met Gala

She stunned at the 2021 Met Gala wearing a custom Saint Laurent bodysuit.

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2021, Academy Museum of Motion Pictures

Donning a plunging black ensemble by Saint Laurent.

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2021, American Music Awards

Wearing a sequin David Koma dress to the 2021 American Music Awards.

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2021, Variety’s Hitmakers Brunch

Rodrigo wore a bow-adorned black mini dress by Calvin Luo to the 2021 Variety’s Hitmakers Brunch in Los Angeles.

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2022, Brit Awards

She dazzled in a shimmery Alexandre Vauthier dress to the 2022 Brit Awards in London.

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2021, Billboard Women in Music

Wearing a white Area dress and black boots to the 2021 Billboard Women in Music event in Los Angeles.

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2022, iHeartRadio Music Awards

Rodrigo wore a strapless bustier by Versace paired with black leggings and platform heels to the 2022 iHeartRadio Music Awards.

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2022, Grammy Awards

Wearing Vivienne Westwood to the 2022 Grammy Awards in Las Vegas.

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2022, Met Gala

She stunned in a custom-made Versace dress to the 2022 Met Gala.

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2022, MTV Movie & TV Awards

In 2022, Rodrigo was seen at the MTV Movie & TV Awards in Jean Paul Gaultier, sourced from the 90s.

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2022, High School Musical: The Musical: The Series Premiere

She attended the show’s premiere in a cutout Nensi Dojaka mini dress with sheer tights, black platform heels, and vintage Dior accessories.

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2022, Canadian Songwriters Hall Of Fame Gala

She wore a satin slip dress by Saint Laurent to the 2022 Canadian Songwriters Hall of Fame Gala.

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2022, Rock & Roll Hall of Fame Induction Ceremony

Rodrigo went grunge in a cutout ShuShuTong mini dress at the 2022 Rock & Roll Hall of Fame Induction Ceremony.

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2023, Pre-Grammy Gala & Grammy Salute to Industry Icons

She went burgundy in a vintage Paco Rabanne mini dress at the 2023 Pre-Grammy Gala & Grammy Salute to Industry Icons.

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At the 2023 Grammy Awards, she wore a custom sheer Miu Miu dress.

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2023, Billboard Women in Music

Wearing an equestrain-inspired look designed by Chloe to the 2023 Billboard Women in Music event in Los Angeles.

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2023, Vanity Fair Oscar Party

Rodrigo wore a leopard-printed gown by Valentino to the 2023 Vanity Fair Oscar Party.

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2023, Met Gala

Wearing custom Thom Browne at the 2023 Met Gala in New York City.

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2023, Youtube Space LA

While promoting the premiere of her track “vampire,” she wore a black off-the-shoulder mini dress and platform heels to the 2023 Youtube Space LA event.

See more red carpet looks from Taylor Swift, Kacey Musgraves, and Doja Cat.

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