Grey Waistcoat with White Dress Shirt Dressy Chill Weather Outfits In Their 20s

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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

A grey waistcoat and a white dress shirt make for the ultimate classy look. A pair of dark brown leather chelsea boots can effortlessly play down an all-too-polished ensemble. Wear this to look a bit dressier than a regular 20-something.

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Black Wool Hat White Dress Shirt Black Tie Grey Wool Waistcoat Black Leather Chelsea Boots Charcoal Overcoat Charcoal Dress Pants

Combining a grey waistcoat and a white dress shirt is a guaranteed way to infuse your styling repertoire with some manly sophistication. For times when this outfit appears too polished, dial it down by wearing black leather chelsea boots. So if you need outfit ideas on how to dress in your 20s, this outfit is definitely worth saving for later.

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Clear Sunglasses Brown Bandana White Dress Shirt Grey Plaid Waistcoat Brown Wool Shirt Jacket Beige Dress Pants Black Embroidered Velvet Loafers

Marrying a grey waistcoat and a white dress shirt is a guaranteed way to inject personality into your wardrobe. A pair of black embroidered velvet loafers can easily play down a dressy look. This one is a modern and mature combination for a man in his 20s.

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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

Wear a grey waistcoat and a white dress shirt if you're aiming for a proper, classic ensemble. To give your outfit a more laid-back finish, why not add tobacco leather double monks to the equation? This ensemble demonstrates that dressing your age and looking stylish are not mutually exclusive things for a 20-something man.

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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

Channel your inner Kingsman agent and try teaming a grey waistcoat with a white dress shirt. If you're on the fence about how to round off, introduce black leather dress boots to the equation. A good example for 20-year-old gents looking to move their style towards maturity.