taylor swift in a black dress Emerges NYC in Chic Floral Slipdress EXCLUSIVE!! Taylor Swift, makes several

SELF: 96% Polyester 4% Spandex

Tapered boots/heels are super unique with a fully covered top, tapered heel and in some cases, embellishment

"Up until that stage of her life, we hadn't seen Diana choose shorter evening looks (though it was common for formal daywear, suits, and the like)," says Holmes

What makes somebody iconic, fashion-wise

Fit-and-Flare Knee-Length Dress With Ballet Flats The fit-and-flare dress is a confidence silhouette through and through

WHO: Britney Spears, 2002 Love them or hate them today, there's no denying that bootcut jeans were the ultimate denim trend of the 2000s with their slim fits and flared-ankle shape