Pocket Square Chill Weather Outfits After 50

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Clear Sunglasses White Dress Shirt Burgundy Pocket Square Tan Crew-neck Sweater Charcoal Plaid Wool Blazer Navy Jeans White Socks Tan Leather Casual Boots

Why not wear a charcoal plaid wool blazer with a pocket square? As well as totally comfortable, both pieces look amazing together. Add tan leather casual boots to your ensemble to instantly shake up the ensemble. This combo looks awesome no matter what age you are.

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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 relaxed casual pairing of a black overcoat and a pocket square is a safe option when you need to look stylish but have zero time. Want to dial it up when it comes to footwear? Throw a pair of dark brown suede chelsea boots in the mix. So if you're on the hunt for fashion inspo for dressing as you slip into your 50s, this pairing is a great 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

A beige overcoat and a pocket square are the ideal way to introduce effortless cool into your day-to-day off-duty lineup. Smarten up this getup with a pair of dark brown leather derby shoes. So if you're in search of a good-looking yet age-appropriate getup, this one fits the task well.

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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

Marry a white and black houndstooth overcoat with a pocket square for a stylish and street style ensemble. A pair of brown leather loafers will put a different spin on your outfit. A safe bet pairing proper for over-50 guys.

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Clear Sunglasses White and Blue Gingham Dress Shirt Navy Horizontal Striped Tie Dark Brown Polka Dot Pocket Square Tan Waistcoat Olive Check Wool Blazer Grey Herringbone Overcoat Khaki Dress Pants Brown Socks Brown Leather Brogues

This laid-back combo of a grey herringbone overcoat and a pocket square is extremely easy to put together without a second thought, helping you look dapper and prepared for anything without spending a ton of time going through your closet. Tap into some Idris Elba dapperness and introduce a pair of brown leather brogues to this getup. And if we're talking fashion tips for mature guys, this look is ideal.