Grey Wool Socks Fall Outfits For Men After 40

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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

This combo of a brown houndstooth wool blazer and grey wool socks is ridiculously dapper and yet it's relaxed enough and ready for anything. Demonstrate your polished side by rounding off with brown suede desert boots. It's a smart option when it comes to planning a standout outfit for transitional weather. This pairing demonstrates that figuring out how to dress stylishly over 40 is not particularly hard.