Pocket Square Winter Outfits After 50

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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

To achieve a casual ensemble with an edgy take, you can rock a grey herringbone overcoat and a pocket square. For a more sophisticated take, complement your outfit with a pair of brown leather brogues. During the colder months, when warmth is key, it can be easy to surrender to a less-than-stylish outfit. But this outfit is a striking illustration that you can actually stay toasty and remain equally stylish in the colder months. This getup proves that even in your 50s your styling options are still looking great.

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White and Navy Vertical Striped Dress Shirt Brown Horizontal Striped Tie Burgundy Print Pocket Square Navy Scarf Gold Watch Dark Brown Herringbone Wool Blazer Camel Gingham Overcoat White Corduroy Dress Pants Dark Brown Socks Brown Suede Loafers

To achieve an off-duty outfit with a modern take, consider pairing a camel gingham overcoat with a pocket square. For something more on the classier side to finish off this outfit, complete this ensemble with a pair of brown suede loafers. During winter, when comfort is a must, it can be easy to surrender to a less-than-stylish ensemble in the name of convenience. However, this ensemble is a stark illustration that you can actually stay snug and remain equally stylish during winter. This outfit proves that even after fifty you still have a wide range of outfit options.

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Light Violet Sunglasses White Dress Shirt Charcoal Tie White and Navy Print Pocket Square Grey Wool Double Breasted Blazer Silver Watch Beige Overcoat Charcoal Chinos Brown Suede Double Monks Charcoal Beanie

A beige overcoat and a pocket square are a great look that will take you throughout the day. Introduce a pair of brown suede double monks to the mix to easily dial up the fashion factor of any look. During the colder months, when warmth is imperative, it can be easy to surrender to a less-than-stylish ensemble. But this ensemble is a clear example that you totally can stay comfortable and remain equally stylish in the colder months. A great example of how to dress well in your 50s.

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Charcoal Beanie Clear Sunglasses Charcoal Wool Turtleneck Grey Pocket Square Grey Houndstooth Overcoat Grey Houndstooth Wool Suit Black Leather Tassel Loafers

This off-duty combination of a grey houndstooth overcoat and a pocket square is simple, seriously stylish and very easy to replicate. You know how to inject an extra dose of polish into this getup: black leather tassel loafers. Many believe that just because you need to get bundled up you have to sacrifice smart style, but it's just not true, and this ensemble is a practical illustration. So if you need outfit ideas on what to wear as you pass the big five-oh, this pairing is ideal.

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Clear Sunglasses Light Blue Dress Shirt Navy Polka Dot Tie Navy Wool Waistcoat Navy and Green Plaid Blazer Navy Overcoat Navy Jeans Dark Brown Suede Oxford Shoes Yellow Leather Gloves Navy Polka Dot Pocket Square

A navy overcoat and a pocket square are a wonderful outfit to add to your casual lineup. Complement your look with a pair of dark brown suede oxford shoes to change things up a bit. In winter, when functionality is above all, it can be easy to surrender to a less-than-stylish look in the name of functionality. However, this look is a bright example that you can actually stay comfortable and remain stylish during winter. Wondering what clothing is appropriate as you slip into your 50s? This ensemble is the perfect answer.