Dress Shirt with Midi Skirt Dressy Warm Weather Outfits After 40

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Black Sunglasses White Dress Shirt Navy Cardigan Black Leather Knee High Boots Black Leather Crossbody Bag Navy Pleated Midi Skirt

This pairing of a dress shirt and a midi skirt lies somewhere between formal and laid-back. Add black leather knee high boots to the equation and ta-da: the outfit is complete.