Dark Brown Brogue Boots with Denim Jacket Smart Casual Fall Outfits After 50

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Clear Sunglasses Black Turtleneck Navy Denim Jacket Blue Jeans Dark Brown Leather Backpack Tobacco Leather Brogue Boots

If the setting allows a laid-back menswear style, consider pairing a denim jacket with blue jeans. Rev up the fashion factor of your ensemble by sporting dark brown brogue boots. This combo is a viable pick if you're crafting a well-coordinated outfit for transeasonal weather. An ensemble like this will help any middle-aged guy outdo his younger fellows.

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Clear Sunglasses White and Black Gingham Long Sleeve Shirt Black Denim Jacket Camel Duffle Coat Navy Jeans Tobacco Leather Brogue Boots

Swing into something off-duty yet contemporary in a denim jacket and navy jeans. Infuse an extra dose of polish into your outfit by rounding off with a pair of dark brown brogue boots. Can you see how very easy it is to look on-trend and stay cozy when colder weather arrives, all thanks to ensembles like this one? This pairing illustrates that dressing cool as you get into your 50s is not that hard.