Grey Pocket Square Chill Weather Outfits In Their 20s

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Charcoal Flat Cap Clear Sunglasses White Dress Shirt Grey Pocket Square Charcoal Tie Black Leather Watch Silver Bracelet Charcoal Wool Waistcoat Charcoal Wool Blazer Charcoal Vertical Striped Chinos Black Socks Black Leather Dress Boots

A charcoal wool blazer and a grey pocket square are essential in any modern gentleman's great casual collection. Finishing with a pair of black leather dress boots is an easy way to add a bit of fanciness to your look. As you're moving from your 20s to your 30s, you probably want to start dressing with more elegance. That's when combinations like this are a tested option.

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Dark Brown Sunglasses White Dress Shirt Grey Pocket Square Burgundy Tie Charcoal Wool Waistcoat Silver Watch Grey Vertical Striped Chinos Charcoal Wool Blazer Charcoal Socks Black Suede Chelsea Boots

Pair a charcoal wool blazer with a grey pocket square to be both relaxed and practical. Want to break out of the mold? Then why not complete your look with a pair of black suede chelsea boots? Wear this getup to put together a more mature look as a young man.

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Light Blue Chambray Long Sleeve Shirt Grey Pocket Square Blue Print Tie Brown Check Blazer Silver Watch Navy Dress Pants Brown Leather Brogues Navy Fur Coat

Something as simple as wearing a navy fur coat and a grey pocket square can actually help you stand out. Kick up the appeal of this look with brown leather brogues. This ensemble illustrates that dressing your age and looking stylish are not mutually exclusive things.

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Navy Polo Beige Blazer Grey Pocket Square Brown Suede Biker Jacket Dark Brown Woven Leather Belt White Dress Pants

Such must-haves as a brown suede biker jacket and a grey pocket square are the perfect way to introduce effortless cool into your daily wardrobe. It often pays to branch out of your style comfort zone as a 20-something and take a step in a fancier direction.