Classic, not boring — because “safe” is overrated. Denim shirt, bootcut jeans, and a turtleneck get a major glow-up with snakeskin boots and an oversized Italian blazer. LTKOver40 LTKShoeCrush LTKStyleTip

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Italian Wool Oversized Blazer | Quince
Arlette Turtleneck | J.McLaughlin
Tuckable Denim Shirt in Greendale Wash | Madewell
Relaxed Bootcut Jeans | Madewell
Cianna 75MM Snakeskin Print Ankle Boots | Saks Fifth Avenue OFF 5TH
Brooklyn Shoulder Bag 28 | Coach (US)