Leather Boots Dressy Chill Weather Outfits For Men After 50

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Dark Brown Sunglasses White Dress Shirt Black Tie Black Overcoat Black Wool Dress Pants Burgundy Leather Casual Boots

A black overcoat looks so sophisticated when paired with black wool dress pants for a look worthy of a refined gentleman. Leather boots will add a fun vibe to your look. Like this outfit idea for a gent in his fifties?

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Navy Sunglasses Beige Long Sleeve Shirt Beige Tie Burgundy Leather Casual Boots Olive Wool Waistcoat Grey Bomber Jacket Olive Wool Dress Pants

This combo of a grey bomber jacket and olive wool dress pants is the embodiment of rugged refinement. To bring out a more laid-back side of you, finish off with a pair of leather boots. This outfit demonstrates that dressing appropriately for your age and staying stylish are not mutually exclusive things.