Olivia Rodrigo’s Style Evolution, From Disney Star To Pop Princess

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

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

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

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

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

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

Wearing a red gown with pointed red heels.

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

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

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

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

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.

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

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

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

Donning a plunging black ensemble by Saint Laurent.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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.