Olivia Rodrigo has quickly become a beacon of vintage fashion, showcasing her exceptional taste both on and off the red carpet. At just 21 years old, she demonstrates a remarkable affinity for rare and historic pieces that span decades. From the iconic designs of Yves Saint Laurent in the '90s to Dior during John Galliano's tenure, Rodrigo's wardrobe reflects an appreciation for timeless elegance.

Versace holds a special place in Rodrigo's heart, with the singer frequently turning to the brand's archives for inspiration. In 2021, she made headlines at the VMA Awards with a strapless pink fishtail gown from 2001. Fast forward to the 2024 Grammys, where she dazzled in a crystal-embellished gown originally worn by supermodel Linda Evangelista in the '90s. Most recently, at this year’s Grammy Awards, Rodrigo chose a black cut-out halterneck gown from Versace's autumn/winter 2000 collection, further cementing her status as a vintage fashion icon.

Rodrigo's passion for vintage fashion extends beyond the red carpet. She cherishes pieces with history, such as a tartan Versace minidress once owned by actress and style muse Chloë Sevigny. This dress, which Rodrigo acquired after years of admiration, is now her most prized possession. Her dedication to finding and wearing these unique treasures sets an inspiring example for fashion enthusiasts everywhere, encouraging them to embrace the beauty and uniqueness of vintage clothing.