Red and White Shirt Smart Casual Cold Weather Outfits For Men After 40

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Grey Herringbone Flat Cap Navy Turtleneck Navy and White Polka Dot Pocket Square Blue Denim Jacket Navy Overcoat Red and Navy Gingham Long Sleeve Shirt White Chinos Navy Socks Black Leather Casual Boots

For a casual ensemble with a modernized spin, team a red and white shirt with white chinos. Black leather casual boots are a fail-safe way to breathe an extra dose of class into this look. So if you're searching for outfit inspiration for dressing after 40, this outfit is ideal.