White and Red Pocket Square Chill Weather Outfits After 50

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White Dress Shirt Dark Green Tie Black Leather Watch White and Red Plaid Pocket Square Tan Corduroy Suit Grey Herringbone Overcoat

One of the most popular ways for a man to style out a grey herringbone overcoat is to combine it with a white and red pocket square for a casual ensemble. This outfit demonstrates that figuring out fashion as a 50-something man is not that hard.

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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 combo of a black overcoat and a white and red pocket square will be a good reflection of your skills in menswear styling even on off-duty days. In the footwear department, go for something on the smarter end of the spectrum and finish off your outfit with a pair of dark brown suede chelsea boots. So if you're on a mission for a modern yet age-appropriate ensemble, this one fits the task 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

For comfort dressing with an edgy spin, you can wear a beige overcoat and a white and red pocket square. Dark brown leather derby shoes are an effortless way to punch up this look. A great combination as you shift into the next stage of your life.

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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

You'll be amazed at how very easy it is for any gentleman to put together a contemporary ensemble like this. Just a white and black houndstooth overcoat worn with a white and red pocket square. If you want to immediately spruce up this ensemble with footwear, add brown leather loafers to the mix. If you're wondering how you should dress as a 50-year-old gentleman, this pairing is a good source of inspiration.

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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 red pocket square is proof that a simple casual look doesn't have to be boring. You know how to give an air of sophistication to this ensemble: brown leather casual boots. Interested in outfit ideas for men in their fifties? This pairing definitely goes to your favorites.