Navy Print Pocket Square Dressy Chill Weather Outfits After 40

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Black Sunglasses White Dress Shirt Beige Crew-neck Sweater Dark Brown Polka Dot Tie Navy and White Print Pocket Square Grey Wool Waistcoat Black Leather Watch Navy Blazer Dark Brown Leather Briefcase Grey Vertical Striped Wool Dress Pants Navy Socks Dark Brown Suede Oxford Shoes

For relaxed dressing with a city style spin, you can go for a navy blazer and a navy print pocket square. A pair of dark brown suede oxford shoes immediately lifts up any outfit. This outfit illustrates that staying fashionable as an over-40 gentleman is easier than one might think.