Brown Double Monks with Dress Shirt Dressy Chill Weather Outfits After 50

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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

Wear a dress shirt with charcoal chinos if you're going for a sleek, sharp ensemble. For a smarter take, why not finish off with a pair of brown double monks? If you're often worried about dressing appropriately for your age, this combination is a goofproof option.

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Clear Sunglasses White Dress Shirt Red Print Pocket Square Light Blue Polka Dot Tie Grey Overcoat Black Leather Watch Navy Check Suit Brown Leather Double Monks White Socks

This combination of a dress shirt and a grey overcoat couldn't possibly come across as anything other than devastatingly stylish and elegant. Add brown double monks to the equation and the whole getup will come together perfectly. This is a good-looking but also age-appropriate combo for a 50-something gentleman.

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Clear Sunglasses White Dress Shirt Red Print Pocket Square Blue Polka Dot Tie Grey Overcoat Dark Brown Leather Watch Navy Check Suit White Print Socks Brown Leather Double Monks

A dress shirt looks especially sophisticated when paired with a grey overcoat for an ensemble worthy of a stylish dandy. Introduce a pair of brown double monks to this look et voila, your look is complete. With an ensemble like this, any mature gent is guaranteed to put most 20-somethings to shame.

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White Dress Shirt Black Horizontal Striped Tie Silver Watch Olive Overcoat Dark Green Dress Pants Black Socks Dark Brown Leather Double Monks

You'll be surprised at how easy it is to get dressed this way. Just a dress shirt and dark green dress pants. Brown double monks will add a hint of stylish casualness to an otherwise classic ensemble. A great pairing as you step into the next decade of your life, your 50s.

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Clear Sunglasses Light Blue Dress Shirt Silver Watch Navy Double Breasted Blazer Light Blue Overcoat Grey Dress Pants Black Socks Dark Brown Leather Double Monks

Solid proof that a dress shirt and grey dress pants are awesome when combined together in a sophisticated look for today's gentleman. Let your outfit coordination prowess really shine by complementing your outfit with brown double monks. This getup demonstrates that staying fashionable as you get older is not particularly hard.