Dark Brown Derby Shoes with Dress Shirt Smart Casual Chill Weather Outfits After 50

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White Dress Shirt Grey Wool Blazer Dark Brown Leather Belt Charcoal Wool Dress Pants Brown Fur Parka Dark Brown Leather Derby Shoes

A dress shirt and charcoal wool dress pants are among the unshakeable foundations of a well-coordinated closet. Feeling experimental today? Play down this look by rocking dark brown derby shoes. Modern but also age-appropriate, an outfit like this will help outshine any of your younger fellows.

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Light Blue Dress Shirt Navy Floral Tie Grey Tweed Blazer Navy Overcoat Khaki Chinos Black Leather Holdall Brown Leather Derby Shoes

For an outfit that's city-style-worthy and casually smart, wear a dress shirt with khaki chinos. Dark brown derby shoes are the simplest way to upgrade your ensemble. A reliable option outfit appropriate for guys in their 50s.