Black Derby Shoes with Puffer Jacket Smart Casual Cold Weather Outfits After 50

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White Beanie White Wool Turtleneck Olive Camouflage Puffer Jacket Khaki Chinos Black Socks Black Leather Derby Shoes

As you can see here, looking dapper doesn't take that much effort. Just make a puffer jacket and khaki chinos your outfit choice and be sure you'll look awesome. For a more polished finish, why not complement your look with black derby shoes? This combination demonstrates that staying fashionable in your fifties is easier than one might think.

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Grey Beanie Clear Sunglasses Grey Scarf Blue Crew-neck Sweater Navy Lightweight Puffer Jacket Dark Green Chinos Dark Brown Leather Briefcase Dark Brown Suitcase Black Leather Derby Shoes

For a semi-casual look, opt for a puffer jacket and dark green chinos — these two pieces fit perfectly well together. And if you want to easily step up this ensemble with a pair of shoes, complement your outfit with black derby shoes. Dressier combos like this look well with grey hair.

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Clear Sunglasses Navy Scarf Navy Crew-neck Sweater Blue Puffer Jacket Navy Chinos Black Leather Derby Shoes Red Bracelet

A puffer jacket and navy chinos are the kind of a foolproof combination that you need when you have no time. A pair of black derby shoes effortlessly kicks up the fashion factor of any ensemble. Perfect if you're on the lookout for some amazingly inspiring style for older men.

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Grey Long Sleeve Shirt Black Mock-Neck Sweater Black Puffer Jacket Black Chinos Black Leather Derby Shoes

Putting together a puffer jacket and black chinos is a fail-safe way to infuse your current arsenal with some manly sophistication. Bump up the cool of your getup by finishing off with black derby shoes. This is a combination you, as a guy in his 50s, can always count on.