Red Pocket Square Dressy Chill Weather Outfits In Their 20s

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Navy Print Dress Shirt Navy Tie Red Pocket Square Beige Wool Waistcoat Dark Brown Overcoat Dark Brown Leather Gloves Navy Chinos Red Leather Double Monks

This ensemble with a dark brown overcoat and a red pocket square isn't super hard to pull off and is open to more experimentation. Complement your look with a pair of red leather double monks to completely shake up the ensemble. As you're moving from your 20s to your 30s, you want to start dressing with more sophistication. That's when ensembles like this come in useful.

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Dark Brown Wool Hat White Dress Shirt Black Knit Tie Red Polka Dot Pocket Square Grey Overcoat Grey Vertical Striped Wool Double Breasted Blazer

For comfort dressing with an edgy twist, go for a grey overcoat and a red pocket square. This getup proves that as a man in his twenties, you have a wide range of styling options.

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Dark Brown Sunglasses White Dress Shirt Tobacco Tie Red Print Pocket Square Grey Wool Waistcoat Brown Lapel Pin Tan Wool Blazer Tobacco Overcoat Tobacco Gingham Dress Pants Tobacco Leather Briefcase Tobacco Leather Double Monks

If you're looking for a casual street style and at the same time stylish ensemble, pair a tobacco overcoat with a red pocket square. If you need to immediately lift up this look with a pair of shoes, why not complement your ensemble with tobacco leather double monks? Perfect if you're hunting for some seriously inspiring style for young gentlemen.

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White Dress Shirt Burgundy Paisley Tie Burgundy Print Pocket Square Tan Sweater Vest Dark Brown Leather Watch Navy Corduroy Suit Tan Pea Coat Brown Socks Dark Brown Leather Chelsea Boots

Irrefutable proof that a tan pea coat and a red pocket square look amazing if you wear them together in a street style look. For a dressier spin, grab a pair of dark brown leather chelsea boots. As you're approaching your 30s, you probably want to start dressing more like a grown gentleman. In this case, inspiration like this comes in handy.

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Clear Sunglasses White Dress Shirt Burgundy Pocket Square Burgundy Horizontal Striped Tie Grey Wool Waistcoat Dark Brown Leather Watch Charcoal Suit Burgundy Overcoat Dark Brown Leather Chelsea Boots

Marry a burgundy overcoat with a red pocket square for both stylish and easy-to-achieve getup. For a more sophisticated touch, why not complement this outfit with dark brown leather chelsea boots? Good-looking and age-appropriate for a 20-something gent, an outfit like this will help outdo any of your pals.