Deconstructed Tweed and Skinny Jeans

Tweed jackets are usually reserved for posh events, but a frayed version pairs well with black skinny jeans—the uniform of sticky-floored bars. And if you think heels are inappropriate for your second location, trust that these ’90s-inspired mules sandals by Tibi will fit right in.

Marc Jacobs Embellished Wool Jacket, $5,015; stylebop.com

H&M Ankle-Length Slim-Fit Pants, $25; hm.com

From St Xavier Gold Shell Clutch Bag, $107; asos.com

Tibi Mela Sandals, $465;tibi.com

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