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Shades of Gray: Crystal stud earring, $25 at The Uptown Boutique; Retro Pop sunglasses, $20 at Lush at BARtique; Cupcakes and Cashmere Alana ivory sweater coat, $128 at STAXX; Minkpink Start Over Vnick midi sweater dress, $106 at STAXX; gray wool hat, $28 at The Uptown Boutique; Rumor Has It
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Take Flight: Quay aviators, $50 at Harem& Company; crystal stud earring, $25 at The Uptown Boutique; mustard bralette, $21 at Lush at BARtique; We Don't Talk Anymore sweater, $54 at The Uptown Boutique; Cals long plaid tunic, $38 at MODERN Society; Some Days Lovin Groover Waterfall sherpa vest, $149 at STAXX; JBD midrise denim in ink, $160 at STAXX; Patricia Nash Gianna leather bag, $299 at Town & County; Chinese Laundry Kelso split suede bootie, $98 at MODERN Society
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Plum Perfect: Quay black cat eye sunglasses, $50 at Harem & Company; crystal stud earring, $25 at The Uptown Boutique; Theory Gracila, black top with blouse, $235 at Harem & Company; Etienne Eve clutch, $95 at Harem & Company; BB Dakota Kimber skirt, $78 at STAXX; gold chain cuff, $21 at Lush at BARtique; Sam Eldeman Paloma black suede over-the-knee boots, $225 at Harem & Company
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Mix and Match: Gray wool hat, $28 at The Uptown Boutique; Elizabeth and James rust cropped sweater, $275 at Harem & Company; Equipment Femme Signature gray blouse, $217 at STAXX; rusty brown skinny highrise cropped denim, $86 at The Uptown Boutique; sunglasses belong to our stylist
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City Slicker: Quay aviators, $50 at Harem & Company; crystal stud earring, $25 at The Uptown Boutique; Sweet Wanderer black and white striped blouse, $32 at Lush at BARtique; Amspure white and black plaid coat, $259 at Harem & Company; Metric Knits black fur neck collar, $119 at Harem & Company; Alice + Olivia black flare pant, $330 at Harem & Company; Tienne Eve clutch, $95 at Harem & Company; Cape Robbin Bermice taupe bootie, $52 at MODERN Society