Brown Pocket Square Smart Casual Fall Outfits In Their 20s

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Navy Beanie White Dress Shirt Brown Print Pocket Square Brown Tie Navy Jeans Light Blue Sweater Vest Beige Plaid Blazer Black Socks Brown Leather Derby Shoes

Why not wear a beige plaid blazer and a brown pocket square? These items are totally practical and look amazing when teamed together. To give your overall look a more refined aesthetic, why not rock a pair of brown leather derby shoes? As you can see here, this getup is a really smart pick, especially for awkward transition weather, when the temperatures are dropping. As you're progressing through your late 20s, you probably want to start dressing like a grown man. That's when inspo like this comes in very useful.

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Navy Flat Cap White Dress Shirt Dark Brown Tie Dark Brown Paisley Pocket Square Black Waistcoat Black Embellished Leather Belt Dark Brown Beaded Bracelet Navy Skinny Jeans Dark Brown Leather Briefcase Black and White Print Socks Dark Brown Leather Double Monks Dark Green Plaid Wool Blazer

A dark green plaid wool blazer and a brown pocket square are a cool look to have in your current casual collection. And if you want to immediately dress up this ensemble with a pair of shoes, why not complement your ensemble with dark brown leather double monks? A killer ensemble that transitions easily into fall like this one makes it super easy to embrace the new season. As a guy in his 20s, you'll like this combo.

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Clear Sunglasses Light Blue Vertical Striped Dress Shirt Dark Brown Print Pocket Square Dark Brown Leather Watch Navy Denim Jacket Burgundy Print Tie Navy Print Scarf Brown Check Wool Suit Navy Socks Brown Leather Brogue Boots

When the situation allows a relaxed outfit, you can rely on a navy denim jacket and a brown pocket square. With shoes, go for something on the smarter end of the spectrum and complement this look with brown leather brogue boots. It's a great idea when it comes to putting together a cool ensemble for transeasonal weather. This ensemble illustrates that looking stylish as you drift through your 20s is not that daunting a task.

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Clear Sunglasses Dark Brown Pocket Square Grey Crew-neck T-shirt Blue Denim Jacket Camel Overcoat Charcoal Skinny Jeans Black Socks Tan Suede Chelsea Boots

You're looking at the undeniable proof that a camel overcoat and a brown pocket square are amazing when teamed together in a street style outfit. For something more on the smart end to finish off your getup, add tan suede chelsea boots to the equation. As the mercury drops, you'll discover that a look like this is perfect for this time. Surely a savvy idea when it comes to fashion for 20-something men.

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Clear Sunglasses Light Blue Chambray Dress Shirt Dark Brown Polka Dot Pocket Square Navy Tie Dark Brown Woven Leather Belt Brown Leather Watch White Chinos Dark Brown Leather Casual Boots Tan Check Waistcoat Tobacco Blazer

To assemble a relaxed look with a city style take, consider wearing a tobacco blazer and a brown pocket square. A pair of dark brown leather casual boots will bring a sleeker twist to an otherwise mostly casual ensemble. This one is a nice choice when it comes to a kick-ass summer-to-fall look. So if you're scouting for style tips on what to wear as you move through your 20s, this ensemble is definitely worth saving for later.