Dark Brown Suede Desert Boots with Grey Dress Pants Chill Weather Outfits After 40

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Navy Sunglasses Charcoal Turtleneck Tan Double Breasted Blazer Blue Plaid Overcoat Burgundy Suede Gloves Grey Scarf Charcoal Dress Pants Brown Suede Desert Boots

A blue plaid overcoat looks especially polished when matched with grey dress pants. To give your overall outfit a more relaxed vibe, complement this look with dark brown suede desert boots. This is a great yet age-appropriate outfit for an over-40 gentleman.

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Burgundy Print Tie White and Red Check Dress Shirt Dark Green Print Pocket Square Tan Sweater Vest Brown Houndstooth Wool Blazer Charcoal Dress Pants Charcoal Wool Socks Brown Suede Desert Boots

To look like a true dandy, try pairing a brown houndstooth wool blazer with grey dress pants. Go off the beaten path and jazz up your look with dark brown suede desert boots. This combination proves that looking fashionable well into your 40s is quite manageable.