Olivia Rodrigo is embracing her High School Musical roots. The singer, who famously got her start on Disney Channel as the lead in High School Musical: The Musical: The Series, got her “head in the game” at Barclays Center last night, sitting courtside for the WNBA playoff semi-finals.
For the night out, Rodrigo put together a handful of vintage pieces, starting with a black halter top, designed with a retro sweetheart neckline, a cropped hem, and an all-over floral print. The pattern’s pink, red, and white details added some color to the otherwise monochrome combo, which was made complete with a flowy, flouncy low-rise midi skirt. She grabbed her quilted Miu Miu bag and slipped into little black ballerina heels.
And, when she wasn’t trying on her custom mint-green New York Liberty jersey, she swapped her sporty style for a jacket that embraced the season’s favorite styling trick.
The floral brooch—which can thank Matthieu Blazy and his Chanel Spring 2026 chrysanthemum pins for its blooming resurgence—has become a statement over the past several seasons, with Tory Burch, Alberta Ferretti, Carolina Herrera, and more labels putting their own spins on the age-old accessory. (Whether you’re looking for a classic, dainty silk version or a sculptural metal alternative, the options are endless.)
Beloved for its ability to quickly elevate any look, they’ve been seen on everything from T-shirts and dresses to hats and bags. And here, Rodrigo updated her beige outerwear with a blush silk-organza flower, pinned to her chest.
