Brown Pocket Square Dressy Fall Outfits After 40

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White Dress Shirt Dark Brown Horizontal Striped Tie Brown Pocket Square Grey Waistcoat Black Leather Belt Grey Check Suit Black Socks Dark Brown Leather Oxford Shoes

This casual pairing of a grey check suit and a brown pocket square is super easy to throw together without a second thought, helping you look amazing and ready for anything without spending a ton of time rummaging through your closet. Feeling brave? Switch things up with dark brown leather oxford shoes. You can bet this ensemble will become your favorite when fall arrives. A wonderful example for any man who's not sure how to dress at 40 and beyond.

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Black Turtleneck Brown Pocket Square Navy Leather Gloves Dark Brown Overcoat Black Scarf Navy Check Suit Black Leather Derby Shoes

Wear a dark brown overcoat with a brown pocket square for an edgy outfit that's also easy to throw together. Add black leather derby shoes to your look for an extra touch of elegance. This getup is a pretty savvy option, especially for autumn, when the temps are dipping. If you're wondering how you should dress as a guy over 40, this outfit gives a good idea.

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Clear Sunglasses Brown Tie Brown Pocket Square Navy Dress Shirt Dark Green Sweater Vest Dark Brown Leather Watch Navy Plaid Blazer Olive Wool Dress Pants Black Socks Dark Brown Leather Brogues

A navy plaid blazer and a brown pocket square combined together are a match made in heaven. Our favorite of a countless number of ways to finish this look is with a pair of dark brown leather brogues. It's is a wonderful pick when it comes to a neat summer-to-fall look. Wondering what you should wear as you slip into your 40s? This pairing is the perfect answer.

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Navy Turtleneck Brown Pocket Square Black Leather Watch Black Socks Black Leather Loafers Grey Wool Suit

For an ensemble that's super easy but can be modified in plenty of different ways, team a grey wool suit with a brown pocket square. And if you need to easily perk up this getup with shoes, complement your outfit with a pair of black leather loafers. So as you can see, it's very easy to look seriously stylish and stay warm when chillier weather arrives, all thanks to ensembles like this. This pairing is a stark illustration men in their forties can very well slay in the fashion department.

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Beige Knit Wool Turtleneck Brown Pocket Square Navy Double Breasted Blazer Dark Green Corduroy Dress Pants Dark Brown Socks Dark Brown Leather Loafers

Try teaming a navy double breasted blazer with a brown pocket square to achieve new levels in your casual fashion game. To bring a little fanciness to this ensemble, introduce dark brown leather loafers to the mix. This ensemble is a really nice choice, especially for fall, when the mercury is dipping. As you see here, after forty your styling options are looking great.