White Dress Shirt Dressy Winter Outfits For Men In Their 20s

Favorite

Unfavorite

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

When it comes to high-octane sophistication, this combination of a white dress shirt and dark brown wool dress pants doesn't disappoint. Add a pair of dark brown suede oxford shoes to the mix and the whole getup will come together wonderfully. You know this combo is great to stay equally warm and stylish during the cold days. As a 20-year-old moving into your 30s, you'll appreciate this combo.

Favorite

Unfavorite

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

The sartorial arsenal of any discerning gent should always include such must-haves as a white dress shirt and a tan pea coat. The whole outfit comes together really well if you complement your ensemble with a pair of dark brown leather chelsea boots. A practical illustration of practical style, this outfit must be in your front hall closet come winter. After dressing tips for 20-something guys? This ensemble should go straight to your inspiration folder.

Favorite

Unfavorite

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

Channel your class in a white dress shirt and a grey overcoat. Kick up the wow factor of this ensemble by sporting black leather brogue boots. While dressing for the winter season can be a bit of a conundrum, it's looks like this that make you feel excited. As you're moving through your late 20s, you probably want to start dressing in a sleeker manner. In this case, looks like this are a safe bet.

Favorite

Unfavorite

Grey Wool Three Piece Suit Black Overcoat White Dress Shirt Black Leather Casual Boots Grey Flat Cap

You're looking at the solid proof that a white dress shirt and a black overcoat are amazing when paired together in a polished getup for today's man. Finishing with a pair of black leather casual boots is an easy way to add a hint of stylish effortlessness to your ensemble. In winter, when comfort is key, it can be easy to settle for a less-than-stylish outfit in the name of practicality. However, this outfit is a clear example that you can actually stay snug and remain equally stylish in winter. If you want to project maturity and elegance as a 20-year-old guy, an outfit like this is a solid bet.

Favorite

Unfavorite

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

Try pairing a white dress shirt with a burgundy overcoat and you're guaranteed to make an entrance. Introduce a pair of dark brown leather chelsea boots to your getup and ta-da: the getup is complete. During winter, when functionality is paramount, it can be easy to settle for a less-than-stylish look in the name of practicality. However, this look is a good illustration that you totally can stay snug and remain stylish at the same time in winter. Amazingly stylish, this pairing is also appropriate for a man in his twenties.