Black Pocket Square Cold Weather Outfits After 50

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Dark Brown Sunglasses White and Blue Vertical Striped Dress Shirt Black Polka Dot Pocket Square Navy Polka Dot Scarf Black Overcoat Beige Dress Pants Black Socks Dark Brown Leather Derby Shoes Beige Double Breasted Blazer

For a casually cool ensemble, wear a black overcoat and a black pocket square — these two pieces play really well together. Add a pair of dark brown leather derby shoes to this look to make the look a bit dressier. So if you need fashion inspo for dressing in your fifties, this outfit is ideal.

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Black Sunglasses Black Turtleneck Black and White Polka Dot Pocket Square Black Wool Blazer Grey Herringbone Overcoat Black Wool Dress Pants

This combo of a grey herringbone overcoat and a black pocket square provides comfort and utility and helps you keep it clean yet current. This pairing illustrates that getting into your 50s is no reason to let down your styling standards.

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Dark Brown Sunglasses Black and White Polka Dot Pocket Square White Polo Green Overcoat Black Leather Belt Green Print Chinos

Marry a green overcoat with a black pocket square for a relaxed twist on casual city getups. With a look like this, any man in his 50s will put any younger dude to shame.