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Profiles in History auctioned the entire outfit in 2011 for $4.4 million, so the hat's value is difficult to estimate

Steve Madden Elysia Booties, $159.95 at Zappos A quirky shoe in your signature color is an easy way to add a touch of your personality to even the simplest of outfits

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Dress to impress outfit idea (2000s) | Y2k pop dress to impress, Y2k rockstar dress to impress, Y2k popstar dress to impress free Skip to content Explore When autocomplete results are available use up and down arrows to review and enter to select

Baggy jeans rose to popularity in the mid-90s, courtesy of the rise of hip hop, and cargo pants had their place, too