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If youre looking for something a little bit more sophisticated, you might opt for pairing a turtleneck for fall with a really sleek column dress, said Sarah Smithers, fashion expert at Winners

Cap-sleeve, high-neck fitted mini shift dress

Best Cap-Toe Dress Boots: Meermin 514491 Black Calf and Softcalf Boot The cap-toe shoe is one of the most classic and iconic constructions in formal menswear, and its application in boots created one of the cleanest silhouettes you can possibly add to your footwear collection

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Sam Edelman shoes have similar soles to your fave Nike running shoes, so you can already imagine how comfy they are

Cocktail-appropriate options abound in playful, asymmetrical silhouettes, be they intricately draped like these Victoria Beckham and Acler neutral-toned beauties, or simpler, slip-inspired pieces from Jason Wu and Stella McCartney