Best: Taylor Swift’s Boho Updo at the 2019 TIME 100 Gala

Taylor channeled full-on fairy-core with a loose braided updo, delicate face-framing strands, and a rhinestone flower crown. The result? Ethereal perfection that’s endlessly Instagrammable—and a masterclass in accessorizing hair.
Worst: Taylor Swift’s Bleached 2016 Met Gala Bob

“Bleachella,” anyone? When Taylor debuted a punky platinum bob at the 2016 Met Gala, fans were split. The cut was edgy, but that ultra-white shade washed her out. A bold experiment that proves sometimes less is more.
