Vertical Striped Dress Shirt Smart Casual Chill Weather Outfits For Men In Their 20s

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White Vertical Striped Dress Shirt Dark Green Blazer Black Overcoat Black Chinos Black Socks Burgundy Leather Derby Shoes

This smart combination of a vertical striped dress shirt and black chinos is extremely easy to put together without a second thought, helping you look seriously stylish and ready for anything without spending too much time searching through your wardrobe. Play up the dressiness of this look a bit with burgundy leather derby shoes. Think it's hard for young gents to perfect smart outfits? This combo should prove you wrong.

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Burgundy Sunglasses White and Black Vertical Striped Dress Shirt Black and White Horizontal Striped Tie Black Embellished Leather Biker Jacket Black Watch Black Woven Leather Belt Black Jeans Black Socks Black Leather Monks

Up your menswear game by marrying a vertical striped dress shirt and black jeans. Jazz up your outfit by rounding off with a pair of black leather monks. All in all, a great insight into style for 20-something men.

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Clear Sunglasses Light Blue Vertical Striped Dress Shirt Dark Brown Print Pocket Square Dark Brown Leather Watch Navy Denim Jacket Burgundy Print Tie Navy Print Scarf Brown Check Wool Suit Navy Socks Brown Leather Brogue Boots

For an ensemble that's worthy of a modern stylish guy and casually classic, team a vertical striped dress shirt with a navy denim jacket. Add brown leather brogue boots to the equation to pull your full look together. A wonderful combination if you want to blend in with a professional crowd.

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Light Blue Vertical Striped Dress Shirt Navy Pocket Square Black Horizontal Striped Tie Navy Shawl Cardigan Dark Brown Leather Watch Grey Check Wool Suit Dark Brown Suede Casual Boots

Try teaming a vertical striped dress shirt with a navy shawl cardigan for a clean-cut elegant look. For something more on the casual and cool end to finish off this outfit, complete your ensemble with dark brown suede casual boots. This combo is your answer to the question of how to dress as you work your way through your 20s.

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Navy Flat Cap Light Blue Vertical Striped Dress Shirt Dark Brown Polka Dot Tie Burgundy Corduroy Waistcoat Blue Shawl Cardigan Dark Brown Leather Watch Khaki Chinos Dark Brown Suede Casual Boots

A vertical striped dress shirt and khaki chinos are among the crucial pieces in any modern gentleman's great closet. We love how this whole outfit comes together thanks to dark brown suede casual boots. This getup is perfect for 20-year-old guys.