Looks We Love: Work Wear Goes Uptown

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Ultra-cool street style from punk to prep have one thing in common: unconventional creativity. Any savvy fashion fiend will tell you that the foundation of a statement-making look is the ability to make the unexpected work, to combine carefully curated but offbeat pieces from your wardrobe together into a seamlessly styled ensemble.

One of the loveliest ways to explore this idea is through mixing classic work-wear pieces—flannel shirts, utility boots, comfortable denim—with more upscale, dressy styles. Here’s one of our favorites ways to do it.

Let the laid-back Americana aspect of the look shine through with the perfect pair of denim pants. Levi’s 501® jeans offer a worn-in appearance with a cut that’s straight through the hip with a slightly tapered leg and signature button fly. Turning heads from errands to cocktails, the results speak for themselves. Carefully crafted with precise attention to detail and timeless quality, they prove versatile enough to act as the ideal work-wear type of jean to dress up.

To bring in the uptown aesthetic of our desired look, add a pair of chic pumps and a tailored blazer. Feel free to get creative with the color and print of these always-sharp pieces. For your bag, a sleek tote or clutch is a fine finishing touch to bring that downtown denim to elevated elegance.

501® Jeans for women, available at Levi’s for $98

Pearl arc pendant, available at BaubleBar for $28

Vince silk-front T-shirt, available at Farfetch.com for $327.47

Gianvito Rossi 100MM leather pumps, available at Luisaviaroma.com for $968

Stella McCartney blazer, available at Yoox.com for $452

Medellin top-handle tote, available at Shopprimadonna.com for $46.99