Pocket Square Smart Casual Chill Weather Outfits In Their 30s

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Grey Gingham Dress Shirt Beige Pocket Square Navy Cardigan Dark Brown Plaid Wool Blazer Charcoal Wool Dress Pants Dark Brown Leather Chelsea Boots

A dark brown plaid wool blazer and a pocket square worn together are the ideal combo for gentlemen who prefer relaxed combinations. A trendy pair of dark brown leather chelsea boots is an easy way to power up your look. This outfit illustrates that after thirty your style options are far from limited.

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Black Turtleneck Dark Brown Pocket Square Grey Polka Dot Scarf Black Leather Gloves Charcoal Overcoat Grey Dress Pants Dark Brown Leather Casual Boots

This modern casual pairing of a charcoal overcoat and a pocket square is extremely easy to throw together without a second thought, helping you look stylish and prepared for anything without spending a ton of time digging through your wardrobe. Feeling experimental today? Spice things up by rocking a pair of dark brown leather casual boots. This outfit demonstrates that dressing well as you get into your 30s is easier than one might think.

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Light Blue Chambray Dress Shirt Red Pocket Square Red Cardigan Dark Brown Leather Belt Brown Plaid Wool Blazer Navy Jeans Dark Brown Leather Chelsea Boots

A brown plaid wool blazer and a pocket square are indispensable must-haves if you're crafting a casual closet that holds to the highest fashion standards. Rounding off with dark brown leather chelsea boots is a surefire way to introduce a bit of depth to your outfit. As you get into your 30s, you probably want to start dressing like an adult. In this case, outfits like this become very relevant.

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Charcoal Flat Cap Brown Print Pocket Square Olive Wool Blazer Grey Knit Wool Turtleneck Black Leather Watch Dark Brown Wool Dress Pants Dark Brown Suede Desert Boots

This off-duty combination of an olive wool blazer and a pocket square comes in useful when you need to look dapper but have no extra time to assemble a look. Up this outfit by wearing a pair of dark brown suede desert boots. This pairing is your answer to the question of how to dress your age as you turn 30.

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Dark Brown Crew-neck Sweater Mint Print Pocket Square White Canvas Tote Bag Brown Leather Watch Camel Overcoat White Chinos White Socks White Canvas Low Top Sneakers

A camel overcoat and a pocket square are both versatile menswear must-haves that will integrate well within your daily off-duty fashion mix. Our favorite of a ton of ways to finish this ensemble is with a pair of white canvas low top sneakers. Overall, a perfect example of smart casual fashion for maturing gentlemen.