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Nailing biker chic, the Wild actress ditched her heels in favour of pointed black flats, complete with huge gold buckles along the sides

2012: Fashions Night Out Kylie packed on the sparkle for Fashions Night Out in 2012

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For a classic, cant-miss combination, opt for a navy tiethe darker blue creates a subtle, sophisticated contrast

If you are starting to step out of your comfort zone, an analogous color scheme will work

Viola Davis, whose sartorial record at the event is unimpeachable, attends The Masterminds premiere in a custom Gucci gown with chiffon tendrils at the shoulder