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The dress-and-jean combo helped me look like I wasnt trying too hard, which is actually why I think the look was popular with female celebrities at the time. Besides balancing between dressy and casual, the juxtaposition of super feminine dresses with denim pants also offered a cheeky way of playing with gender norms, Idacavage said, adding that the trend coincided nicely with the third-wave feminist movement and allowed women to channel a little rebellious spirit

This season, flip-flops are meant to be worn from day to night

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Advertisement - Continue Reading Below 9 Startraks Pulling together some of the biggest micro trends of 2001, this Mya outfit is the definition of "doing the most." 10 Startraks A studded corset worn with white pants and a silver hip chain was the dream going out look in 2000, as proven by Denise Richards

Size Chart (inch) Pam's Strappy V-neck Satin Slit Backless Maxi Dress

For men, Y2K looks usually involved leather jackets, a statement dress shirt, and chunky shoes