White and Black Pocket Square Chill Weather Outfits After 50

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White Dress Shirt Black and White Horizontal Striped Tie White Pocket Square Black Overcoat Black Double Breasted Blazer Dark Brown Leather Briefcase Blue Wool Dress Pants Dark Brown Suede Chelsea Boots

This off-duty combination of a black overcoat and a white and black pocket square is extremely easy to pull together in no time, helping you look amazing and ready for anything without spending too much time searching through your wardrobe. To give your overall ensemble a smarter vibe, complement your ensemble with a pair of dark brown suede chelsea boots. Outfits like this have a refined air that befit 50-something guys very well.

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Clear Sunglasses White Dress Shirt White Pocket Square Grey Waistcoat Grey Check Blazer Beige Overcoat Beige Chinos Dark Brown Horizontal Striped Socks Dark Brown Leather Derby Shoes Dark Brown Leather Briefcase

A beige overcoat and a white and black pocket square will add extra dapperness to your casual lineup. Not sure how to finish this look? Wear a pair of dark brown leather derby shoes to kick up the classy factor. This pairing shows that even after 50 you still have a wide range of outfit options.

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Dark Green Sunglasses White Dress Shirt Burgundy Paisley Tie White Pocket Square White and Black Houndstooth Overcoat Dark Brown Socks Brown Leather Loafers Dark Green Check Three Piece Suit

A white and black houndstooth overcoat and a white and black pocket square will add serious cool to your current casual arsenal. A pair of brown leather loafers easily smartens up the ensemble. As you see, as an older guy, you still have a wide range of style options.

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Beige Baseball Cap White Dress Shirt Grey Long Sleeve T-Shirt White Pocket Square Brown Check Wool Blazer Dark Brown Suede Belt Khaki Corduroy Dress Pants Brown Leather Casual Boots

For something on the cool and laid-back end, try this pairing of a brown check wool blazer and a white and black pocket square. If you want to effortlessly rev up this outfit with a pair of shoes, complete this look with a pair of brown leather casual boots. This ensemble shows that even in your fifties you still have a wide array of style options.

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Black Turtleneck White Pocket Square Silver Watch Black Overcoat Grey Suit Black Socks Black Leather Monks

If you enjoy relaxed dressing, opt for a black overcoat and a white and black pocket square. Finishing with black leather monks is a surefire way to bring a bit of classiness to this ensemble. This combo is a shining example gentlemen in their fifties can still very well kill in the style department.