Brown Messenger Bag Smart Casual Cold Weather Outfits After 40

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Beige Turtleneck Dark Brown Leather Messenger Bag Brown Houndstooth Overcoat Black Leather Gloves Tobacco Chinos

This relaxed casual combo of a brown houndstooth overcoat and a brown messenger bag is a solid bet when you need to look stylish in a flash. This combo demonstrates that staying fashionable in your 40s is quite manageable.