#TRAILBLAZER
The time she wore this homage to "Lady Marmalade" and paired it with the quintessential '00s staple, a Coach bag:
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The time she paired a Coach bag with another piece of iconic early Y2K clothing: drawstring camo cargo pants:
Barry King / WireImage
The time she rocked this "Tinker Bell goes out to a fancy dinner" outfit:
Also, is that Christina Aguilera on her purse?
Frazer Harrison / Getty Images
The time she looked at herself in the mirror and said, "You know what these gaucho pants need? A tennis skirt":
Frazer Harrison / Getty Images