Shirt Jacket with Desert Boots Smart Casual Winter Outfits After 50

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Navy Beanie Red Paisley Bandana Black Waistcoat Black Shirt Jacket Dark Brown Leather Belt Olive Parka Navy Jeans Dark Brown Leather Desert Boots

This combo of a shirt jacket and navy jeans is devastatingly stylish and yet it looks laid-back enough and apt for anything. Desert boots act as the glue that will tie this ensemble together. In the colder months, when practicality is critical, it can be easy to surrender to a less-than-stylish look. But this look is a striking illustration that you can actually stay cozy and remain stylish in the colder months. This outfit proves that figuring out how to dress stylishly over 50 is not that hard.

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Tobacco Beanie Dark Green Shirt Jacket Brown Shearling Jacket Dark Green Chinos Tan Socks Burgundy Leather Desert Boots

Consider teaming a shirt jacket with dark green chinos if you want to look seriously stylish without exerting much effort. The whole ensemble comes together brilliantly if you add desert boots to the mix. During the colder months, when comfort is paramount, it can be easy to surrender to a less-than-stylish ensemble in the name of functionality. However, this ensemble is a bright example that you totally can stay warm and remain stylish at the same time during the colder months. A good outfit to make you a well-dressed man over 50, rather than just a man over 50.