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Boyfriend Trucker Jacket

Washed black denim makes this stylish jacket feel just sporty enough to wear with your favorite pair of running tights. Throw on a T-shirt dress and some sneakers (maybe a pair of these edgy athleisure sneakers) and you've got an outfit perfect for after-work margaritas with the girls. ($88; nastygal.com)

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Photo: Nasty Gal

Embroidered Bomber

This reversible bomber jacket is the epitome of style. Channel your inner Kendall Jenner as you toss it over your bodysuit. Hello, style queen. ($655; neimanmarcus.com)

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Photo: Neiman Marcus

Moto Jacket

So chic, this moto jacket is practically begging to be worn out on the town. The asymmetrical front zip gives it some serious style while the zippered hand pockets make it practical enough for a quick trip the gym. ($128; zappos.com)

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Photo: Zappos