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Our guide will explore iconic outfit combinations that defined the era, from the classic comfort of a cardigan with high-waisted jeans to the sultry slip dress paired with chunky shoes

And I dressed it up in Chicago for a fancier summer soiree with light blue accessories and a pair of lace-up pumps

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Alien and UFO graphics Series like The X-Files and the late 90s obsession with space and Y2K aesthetics led to a surge in alien-themed apparel

A tailored black suit might also pass muster at some more modern black-tie events, as would a tuxedo-style suit worn with a 'normal' or skinny black tie