15 Dressy Winter Outfits For Men In Their 20s

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Brown Flat Cap White Dress Shirt Light Blue Print Tie Beige Scarf Grey Herringbone Overcoat Dark Brown Wool Dress Pants Dark Brown Socks Dark Brown Suede Oxford Shoes

Consider wearing a grey herringbone overcoat and dark brown wool dress pants to look like a modern gentleman. When it comes to footwear, complete this ensemble with dark brown suede oxford shoes. During the colder months, when comfort is prized, it can be easy to settle for a less-than-stylish outfit in the name of practicality. But this outfit is a clear example that you can actually stay comfy and remain stylish during the colder months. Getups like this go a long way towards maturing your style as a 20-year-old guy.

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Clear Sunglasses Navy Turtleneck Navy Vertical Striped Waistcoat Tobacco Leather Watch Olive Shearling Coat Navy Vertical Striped Dress Pants Navy Socks Brown Leather Double Monks

For a look that's sophisticated and wow-worthy, consider wearing an olive shearling coat and navy vertical striped dress pants. You could perhaps get a little creative in the shoe department and complete your ensemble with a pair of brown leather double monks. When the coldest time of the year leaves you uninspired in the fashion department, this outfit just might fix the problem. As you're moving through your late 20s, you probably want to start dressing sharper. That's when looks like this are a safe option.

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White Vertical Striped Dress Shirt Navy Horizontal Striped Tie Dark Green Sweater Vest Dark Green Overcoat Dark Brown Leather Brogue Boots Grey Herringbone Wool Suit

Consider pairing a dark green overcoat with a grey herringbone wool suit to be the picture of elegant men's style. Finishing with a pair of dark brown leather brogue boots is a guaranteed way to add an easy-going touch to your look. You might think that just because winter is colder you have to sacrifice on style, but it's just not true, and this ensemble is a practical illustration. So if you're on the lookout for a good-looking and age-appropriate pairing for a 20-something man, this is it.

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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

This elegant combo of a tan pea coat and a navy corduroy suit is a common choice among the sartorially superior guys. For something more on the casual and cool side to complete your ensemble, complete your outfit with dark brown leather chelsea boots. You can bet this getup is great come winter. That's the look for a man in his 20s to portray he has what it takes to succeed.

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White Dress Shirt Olive Polka Dot Tie Black Leather Watch Grey Zip Sweater Grey Overcoat Olive Corduroy Suit Black Leather Brogue Boots

You can be sure you'll look modern and stylish in a grey overcoat and an olive corduroy suit. For times when this getup is just too much, dial it down by slipping into black leather brogue boots. With an ensemble like this in your winter sartorial arsenal, you'll manage to stay comfy and look stylish despite the cold temperatures. If you frequently wonder how to dress as a younger gent, this ensemble is a safe option.