Pocket Square Dressy Chill Weather Outfits

Favorite

Unfavorite

Dark Brown Sunglasses White Dress Shirt Tan Pocket Square Brown Paisley Tie Brown Overcoat Black Leather Gloves Grey Check Suit Brown Leather Monks Black Socks

If you're all about being comfortable when it comes to fashion, this combo of a brown overcoat and a pocket square is right what you need. Introduce brown leather monks to the equation for an instant style upgrade.

Favorite

Unfavorite

White Dress Shirt Navy and White Polka Dot Pocket Square Navy Tie Dark Brown Leather Watch Camel Overcoat Navy Suit Navy Socks Dark Brown Leather Tassel Loafers

For an off-duty look without the need to sacrifice on comfort, we love this pairing of a camel overcoat and a pocket square. Dark brown leather tassel loafers will give a bit of elegance to an otherwise simple getup.

Favorite

Unfavorite

Light Violet Sunglasses White Dress Shirt Charcoal Tie White and Navy Print Pocket Square Grey Wool Double Breasted Blazer Silver Watch Beige Overcoat Charcoal Chinos Brown Suede Double Monks Charcoal Beanie

This combination of a beige overcoat and a pocket square looks awesome and instantly makes any guy look cool. A pair of brown suede double monks instantly ramps up the classy factor of any look.

Favorite

Unfavorite

Navy Beanie Clear Sunglasses Light Blue Chambray Dress Shirt Yellow Print Pocket Square Mustard Waistcoat Navy Wool Blazer Navy Chinos Navy Socks Black Suede Loafers

A navy wool blazer and a pocket square work together beautifully. And it's amazing how a pair of black suede loafers can update a look.

Favorite

Unfavorite

Charcoal Beanie Clear Sunglasses Charcoal Wool Turtleneck Grey Pocket Square Grey Houndstooth Overcoat Grey Houndstooth Wool Suit Black Leather Tassel Loafers

To pull together a casual getup with a modern finish, you can easily rely on a grey houndstooth overcoat and a pocket square. You can get a bit experimental in the footwear department and introduce a pair of black leather tassel loafers to the equation.