Pocket Square Dressy Winter Outfits In Their 20s

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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

Pair a tan pea coat with a pocket square to feel fully confident in yourself and look fashionable. Introduce a pair of dark brown leather chelsea boots to the mix for a dash of polish. Embracing the cold is very easy with such outfits as your fashion inspiration. If you want to portray maturity and sophistication as a 20-something guy, an outfit like this is a viable option.

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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

You'll be surprised at how easy it is for any gent to throw together a city casual ensemble like this. Just a burgundy overcoat paired with a pocket square. Balance your getup with a more elegant kind of shoes, like these dark brown leather chelsea boots. You see here that just because the temperature dipped to near-freezing doesn't mean your outfits should get any less stylish. If you're wondering how you should dress as a man in his twenties, this combination gives a fair idea.

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Navy Flat Cap Clear Sunglasses Light Blue Dress Shirt White and Navy Pocket Square Navy Overcoat Navy Waistcoat Navy Dress Pants Red Socks Dark Purple Leather Brogues

This casual combo of a navy overcoat and a pocket square is a real lifesaver when you need to look dapper but have no time. Clueless about how to finish your ensemble? Finish off with dark purple leather brogues to polish it up. When it comes to dressing for the winter season, this look is what you need. If you're worried about dressing maturely, this combination is a foolproof option.

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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

This contemporary combination of a tobacco overcoat and a pocket square is super easy to throw together without a second thought, helping you look amazing and ready for anything without spending too much time digging through your closet. Bump up the style factor of this outfit by sporting tobacco leather double monks. In winter, when practicality is imperative, it can be easy to surrender to a less-than-stylish ensemble in the name of practicality. But this ensemble is a stark illustration that you totally can stay warm and remain stylish at the same time during winter. As you're progressing through your late 20s, you want to start dressing with more polish. In this case, outfits like this are a safe bet.