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

If you appreciate the comfort look, try pairing a black overcoat with a white and black pocket square. Here's how to give an element of class to this look: dark brown suede chelsea boots. So if you're after outfit inspo for dressing well into your 50s, this combination is a good example.

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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

Wear a beige overcoat and a white and black pocket square for a laid-back take on casual street style. You can get a little creative when it comes to shoes and complete your look with a pair of dark brown leather derby shoes. Wondering how your styling routine should look as you pass the big five-oh? This outfit is the perfect answer.

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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

Reach for a white and black houndstooth overcoat and a white and black pocket square for a laid-back and fashionable ensemble. Brown leather loafers are an effortless way to punch up this look. In this, any gentleman over 50 will put any younger dude to shame.

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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

This pairing of a brown check wool blazer and a white and black pocket square speaks comfort and style. Go for a pair of brown leather casual boots to instantly step up the style factor of any getup. This pairing shows how to stay stylish as you step into your 50s.

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

Super dapper, this combination of a black overcoat and a white and black pocket square provides countless styling opportunities. Black leather monks are an effortless way to bring a bit of polish to this getup. Now that's an outfit any mature man will appreciate.