Dark Brown Leather Monks Dressy Fall Outfits After 50

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White Dress Shirt White Pocket Square Black Windbreaker Black Canvas Backpack Grey Plaid Suit Brown Leather Monks

For an ensemble that's effortlessly smart and gasp-worthy, try pairing a black windbreaker with a grey plaid suit. And if you wish to easily polish up your outfit with footwear, why not grab a pair of dark brown leather monks? This outfit is a good option when it comes to piecing together a neat ensemble for transeasonal weather. A good ensemble as you step into the next decade of your life, your 50s.

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Black Turtleneck Charcoal Scarf Black Leather Zip Pouch Dark Brown Overcoat Black Socks Dark Brown Leather Double Monks Dark Brown Dress Pants

To look like a refined gent, consider pairing a dark brown overcoat with dark brown dress pants. Avoid looking too polished by rounding off with a pair of dark brown leather monks. Loving how this ensemble gets you excited for chillier weather in next to no time. This ensemble illustrates that figuring out fashion over 50 is easier than one might think.

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Clear Sunglasses Dark Green Turtleneck Blue Chambray Dress Shirt Black Leather Watch White and Navy Gingham Blazer Khaki Wool Dress Pants Black Socks Dark Brown Leather Double Monks

This polished combo of a white and navy gingham blazer and khaki wool dress pants is a common choice among the dapper chaps. Let your outfit coordination prowess really shine by completing your ensemble with dark brown leather monks. On not-so-chilly days, rock a version of this easy-to-transition look and look absolutely amazing. This getup illustrates that staying fashionable as an older guy is not particularly hard.

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Clear Sunglasses Light Blue Chambray Dress Shirt Dark Brown Pocket Square Navy Waistcoat Navy Plaid Blazer Black Leather Watch Black Studded Leather Belt White Chinos Dark Brown Leather Double Monks

Consider pairing a navy plaid blazer with white chinos to create a neat and sophisticated outfit. Want to play it up when it comes to shoes? Complement this ensemble with a pair of dark brown leather monks. As you can see, it's super easy to look awesome and stay snug when cooler weather comes, thanks to this outfit. A no-brainer pairing proper for 50-year-old gentlemen.

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Gold Sunglasses Light Blue Chambray Dress Shirt Dark Brown Pocket Square Dark Brown Polka Dot Tie Grey Leather Watch Beige Waistcoat Black Leather Belt Beige Vertical Striped Blazer Navy Chinos Dark Brown Leather Double Monks

This combo of a beige vertical striped blazer and navy chinos can only be described as devastatingly sharp and effortlessly sophisticated. Rock a pair of dark brown leather monks to make the ensemble slightly more polished. This outfit is our idea of perfection for when leaves are falling down and temps are starting to drop. Perfect to show the world that you're mature and confident enough to hold your own in the fashion department.