Red Check Flannel Shirt Jacket Smart Casual Outfits For Men After 40

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Clear Sunglasses Light Blue Chambray Long Sleeve Shirt Red and Black Check Flannel Shirt Jacket Tan Leather Gloves Black Sweatshirt Brown Chinos White Horizontal Striped Socks Tan Leather Brogue Boots

This stylish ensemble is really pared down: a red check flannel shirt jacket and brown chinos. A pair of tan leather brogue boots effortlessly classes up any ensemble. So if you're on a mission for dressing tips for over-40 men, this combo is a good example.

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Brown Sunglasses Grey Wool Turtleneck Red and Black Check Flannel Shirt Jacket Grey Wool Dress Pants Dark Brown Leather Monks

Put your dandy mode on in a red check flannel shirt jacket and grey wool dress pants. Look at how great this outfit pairs with a pair of dark brown leather monks. A practical illustration for any man who's not sure how to dress at 40 and beyond.