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

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Clear Sunglasses Black Turtleneck Navy Floral Scarf Navy Shirt Jacket Charcoal Parka Grey Chinos Black Socks Dark Brown Leather Derby Shoes

Marry a shirt jacket with grey chinos if you're aiming for a proper, on-trend getup. Want to break out of the mold? Then why not complete this outfit with dark brown derby shoes? So if you're on the lookout for dressing tips for men in their 50s, this combo is perfect.

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Clear Sunglasses Light Blue Long Sleeve Shirt Mustard Crew-neck Sweater Dark Brown Leather Watch Dark Brown Wool Shirt Jacket Dark Green Corduroy Chinos Violet Argyle Socks Dark Brown Leather Derby Shoes

Choose a shirt jacket and dark green corduroy chinos if you're aiming for a sleek, dapper ensemble. For something more on the classier side to finish your outfit, add a pair of dark brown derby shoes to this ensemble. Rest assured this outfit is something you can totally wear as an over-50 gentleman.

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White Long Sleeve Shirt Beige Shirt Jacket Olive Wool Waistcoat Brown Overcoat White Chinos Brown Leather Tote Bag Black Socks Brown Suede Derby Shoes

Go for something casually smart yet timeless in a shirt jacket and white chinos. And if you wish to effortlessly perk up this outfit with shoes, add a pair of dark brown derby shoes to this getup. So if you need style inspiration for dressing as you head into your 50s, this getup is definitely worth saving for later.