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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.
Ishika Samant – Getty Images
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.)
Alberta Ferretti Silk Chiffon Flower Brooch
Max Mara Organza Flower Brooch
Jennifer Behr Chrysanthemum Brooch
Carolina Herrera Double Calla Lily Brooch
Helena Simon The Marigold Floral Brooch
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.
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