Tobacco Chelsea Boots with Dress Shirt Smart Casual Chill Weather Outfits For Men After 40

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Dark Green Sunglasses White Dress Shirt Olive Print Tie Dark Brown Canvas Backpack Dark Brown Houndstooth Overcoat White Chinos Dark Brown Leather Chelsea Boots

Take your styling game to a new level by putting together a dress shirt and white chinos. Balance your ensemble with a sleeker kind of shoes, like these tobacco chelsea boots. This one is a nice but also age-appropriate getup for over-40 gents.

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Dark Brown Sunglasses White Check Dress Shirt Grey Wool Waistcoat Navy Plaid Overcoat Navy Jeans Brown Leather Chelsea Boots Black and White Print Bandana

We love the way this smart casual combination of a dress shirt and navy jeans immediately makes men look on-trend. Finishing with a pair of tobacco chelsea boots is a fail-safe way to breathe an extra dose of style into this outfit. The ability to wear outfits like this is one of the advantages of middle age.