White and Red Pocket Square Dressy Fall Outfits After 50

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White Dress Shirt Light Blue Print Tie White and Red Pocket Square Navy Waistcoat Navy Suit

To pull together an off-duty ensemble with a fashionable spin, reach for a navy suit and a white and red pocket square. Keep the autumn anxiety at bay in a cool ensemble like this one. And if we're talking dressing ideas for mature gents, this look looks cool on almost any gent.

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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

To pull together an off-duty look with a twist, wear a grey herringbone overcoat and a white and red pocket square. Seeing as autumn is settling in, this outfit seems a wonderful idea for in between seasons. As a man in his fifties, you're guaranteed to love this outfit.

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Clear Sunglasses White Dress Shirt Grey Tie White Pocket Square Navy Waistcoat Brown Blazer Olive Cargo Pants Brown Socks Dark Brown Suede Loafers

Such items as a brown blazer and a white and red pocket square are the ideal way to introduce extra cool into your day-to-day off-duty repertoire. Add a pair of dark brown suede loafers to the mix for an instant style injection. Rest assured, this look will keep you toasty as well as looking on-trend in this in-between weather. This outfit illustrates that dressing age-appropriately and staying stylish are not mutually exclusive things.

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White Dress Shirt Black Tie White Pocket Square Dark Brown Crew-neck Sweater Dark Brown Blazer Brown Dress Pants Dark Brown Leather Tassel Loafers

For an ensemble that's very simple but can be manipulated in a myriad of different ways, go for a dark brown blazer and a white and red pocket square. You can take a dressier approach with footwear and complement this outfit with dark brown leather tassel loafers. As you can see here, it's super easy to look seriously stylish and stay snug when chillier days are here, thanks to this outfit. And if we're talking fashion for older gents, this getup is ideal.

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White Dress Shirt Dark Brown Tie White Pocket Square Dark Brown Leather Watch Tan Waistcoat Dark Brown Blazer Khaki Dress Pants Black Socks Dark Brown Leather Derby Shoes

The mix-and-match capabilities of a dark brown blazer and a white and red pocket square mean you'll always have them on high rotation. For shoes, follow a more classic route with a pair of dark brown leather derby shoes. When it's one of those dull autumn afternoons, what better to brighten it up than a sharp outfit like this one? This pairing shows that even after 50 you still have a wide range of dressing options.