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6. Taylor Swift
Taylor is seen here in J. Mendel in 2014. We must say this was a surprising departure from her usual sweet and sparkly style. Instead of a romantic gown, she opted for black-and-white separates consisting of a slashed crop-top and a high-slit maxi skirt. This was edgy and on the more casual side but she definitely made it work!

The singer completed her ensemble with strappy Casadei sandals and a clutch by M2Malletier. A wavy bob with side-swept bangs along with a bright lip topped off her look.