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Or you could lean towards contemporary designers like 16Arlington, Self-Portrait and Tove, to include more current pieces

The multi-layered sole, which often includes features like carbon-fiber arch support, excels at shock absorption, comfortably navigating both airports and city pavements without sacrificing an ounce of dapper style

Winona Ryder in Chanel The queen of '90s vampy style, Winona Ryder gives her version of red carpet fashion with this vintage-inspired hand-embellished Chanel gown with a white underdress

She not only sheds light on why certain silhouettes are more flattering than others, but she also gives tips on how you can accessorize each dress

A great way to help decide is to make a Pinterest board (or a few) to see some potential theme options and understand what you like