10 Dresses Taylor Swift Wore During Her Fearless Era That I Wish I Had For My Sweet 16s

Tay wore Collette Dinnigan yet again for the 2009 Clive Davis annual Pre-Grammy Gala in Beverley Hills. This straight-off-the-runway number came with swirls of sequins, cap sleeves, and an edgy cutout at the neckline. She styled it with the essentials — Christian Louboutin pumps and a Jimmy Choo clutch. I would have kept my lip gloss in there.