Shirt Cold Weather Outfits For Men In Their 20s

Favorite

Unfavorite

Blue Chambray Dress Shirt Navy and White Polka Dot Tie Dark Brown Leather Watch Brown Check Double Breasted Blazer Mint Overcoat White Chinos Dark Brown Leather Brogues

Such must-haves as a shirt and white chinos are an easy way to infuse an air of manly refinement into your off-duty routine. To add some extra fanciness to this outfit, complement this outfit with dark brown leather brogues. This combo shows that dressing well as you make it through your 20s is quite manageable.

Favorite

Unfavorite

Dark Purple Baseball Cap Burgundy Horizontal Striped Turtleneck Tan Shearling Jacket Light Blue Chambray Long Sleeve Shirt Black Cargo Pants Brown Leather Casual Boots

A shirt and black cargo pants are a wonderful outfit that will carry you throughout the day and into the night. Rounding off with a pair of brown leather casual boots is an effective way to inject an extra touch of refinement into this ensemble. Sport this combo to create a more mature look as a young gentleman.

Favorite

Unfavorite

White Dress Shirt Tan Crew-neck Sweater Camel Overcoat White Leather Watch Dark Brown Woven Leather Belt Grey Vertical Striped Suit White Canvas Low Top Sneakers

For a look that's classy and camera-worthy, try teaming a shirt with a camel overcoat. Our favorite of a ton of ways to round off this outfit is with white canvas low top sneakers. How's that for style inspiration for 20-something semi-casual dressing?

Favorite

Unfavorite

White Dress Shirt Navy Tie Navy Denim Jacket Navy Fair Isle Sweater Vest Dark Brown Leather Belt Dark Brown Leather Watch Burgundy Corduroy Jeans Tan Leather Gloves Brown Suede Casual Boots Brown Overcoat

This pairing of a shirt and burgundy corduroy jeans looks well-executed and immediately makes you look cool. Brown suede casual boots will bring some extra polish to an otherwise mostly dressed-down getup. That's the look for a 20-year-old gentleman to convey he has what it takes to succeed.

Favorite

Unfavorite

Light Violet Vertical Striped Dress Shirt Burgundy Print Tie Dark Brown Waistcoat Navy Overcoat Beige Chinos Navy Socks Dark Brown Suede Double Monks

This combo of a shirt and beige chinos is a lifesaver when you need to look on-trend but have no time. Amp up this look by rocking dark brown suede double monks. Looking for dressing ideas for 20-year-old gentlemen? This getup should definitely go to your favorites.