Though she’s only been on the scene for a few years, Olivia Rodrigo has proven herself to be a cultural, musical and fashionable force.
Rodrigo gained worldwide recognition when she starred as Nini in High School Musical: The Musical: The Series.
From there, she burst out from her Disney roots when she released the mammoth 2021 hit Drivers License.
Since then, the 20-year-old has gone on to release two seminal albums and carve a name for herself in the world of music.
While she’s known for her songwriting prowess and dreamy vocals, we’re officially obsessed with her underrated Y2K style.
Let’s take a look at every time Olivia Rodrigo has nailed the late ’90s-early 2000s aesthetic.