White and Red Check Dress Shirt 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

Combining a white and red check dress shirt with charcoal dress pants is a wonderful option for a classic and sophisticated ensemble. And if you need to immediately play down this outfit with shoes, complement your ensemble with brown suede desert boots. This one is a viable choice when it comes to a killer outfit that transitions easily into fall. Perfect to convey that you're mature and confident enough to hold your own in the sartorial department.

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Brown Knit Tie White Check Dress Shirt Grey Check Wool Blazer Dark Brown Wool Waistcoat Olive Leather Zip Pouch Charcoal Wool Dress Pants Dark Brown Suede Chelsea Boots

Pair a white and red check dress shirt with charcoal wool dress pants if you're going for a clean, stylish ensemble. Take a more relaxed approach with footwear and complete this look with a pair of dark brown suede chelsea boots. As you can see, this combo is a really good pick, especially for weird transition weather, when the temps are dipping. A wonderful example for any man who's still figuring out how to dress age-appropriately while still looking stylish.