When we were in high school, the start of September meant some new books, a new bag, and a bittersweet goodbye to summer. Right now, the mere mention of the month conjures up images of big white tents and blistered feet—but when we saw Tracy Rosenbaum outside United Bamboo, we became surprisingly nostalgic for the days of pleated skirts and wool blazers. If you're feeling rebellious, wear a boldly printed skirt with a pair of leather booties like Tracy's, or opt to button up your blouse to the very top for a fresh take on the work-wear staple. Check out our favorite finds to swipe this look yourself!
Above, clockwise from left: 3.1 Phillip Lim Double Breasted "Garconnet" Blazer, $625, available at LaGarconne; Deena & Ozzy Laceup Bootie, $68, available at Urban Outfitters ; Forever21 Grid Skirt With Belt, $17.80, available at Forever21; Bulga Bairam Tote, $510, available at Endless.com.
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Crazy for Swayze: The Dirty Dancer's Greatest Style Moments Ever