Olive Pocket Square Smart Casual Chill Weather Outfits 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

To create a relaxed ensemble with a street style twist, wear a brown houndstooth wool blazer with an olive pocket square. A trendy pair of brown suede desert boots is an effortless way to punch up this outfit. This one is a great yet age-appropriate combination for a 40-year-old gent.