Pocket Square Dressy Chill Weather Outfits

Favorite

Unfavorite

Dark Brown Wool Hat Pink Dress Shirt Brown Print Pocket Square Pink Print Tie Dark Brown Suede Belt Tan Trenchcoat Charcoal Wool Blazer Black Dress Pants Charcoal Socks Dark Brown Leather Oxford Shoes

A tan trenchcoat and a pocket square are a good combination worth having in your daily off-duty arsenal. Spruce up this getup with a pair of dark brown leather oxford shoes.

Favorite

Unfavorite

Dark Brown Sunglasses Light Blue Dress Shirt White Pocket Square Grey Plaid Blazer Beige Herringbone Overcoat White Dress Pants Tan Suede Tassel Loafers

Wear a beige herringbone overcoat and a pocket square if you're on a mission for a look idea for when you want to look casually dapper. Tan suede tassel loafers are a surefire way to breathe a hint of polish into this getup.

Favorite

Unfavorite

Olive Sunglasses White Dress Shirt Beige Pocket Square Navy Polka Dot Tie Silver Watch Silver Bracelet Navy Overcoat Navy Print Scarf Light Violet Dress Pants Blue Socks Dark Brown Leather Double Monks

For an on-trend getup without the need to sacrifice on practicality, we love this pairing of a navy overcoat and a pocket square. Add dark brown leather double monks to the mix to kick things up to the next level.

Favorite

Unfavorite

Dark Brown Sunglasses White Dress Shirt Red Print Tie White Pocket Square Brown Sweater Vest Dark Green Wool Blazer Charcoal Wool Dress Pants Brown Suede Casual Boots

For an outfit that's pared-down but can be manipulated in a myriad of different ways, consider pairing a dark green wool blazer with a pocket square. Feeling bold? Shake up your ensemble by finishing off with a pair of brown suede casual boots.

Favorite

Unfavorite

Dark Brown Turtleneck Light Blue Pocket Square Silver Bracelet Dark Brown Overcoat Grey Beaded Bracelet Navy Suit Grey Socks Black Leather Double Monks

You'll be amazed at how easy it is for any gent to get dressed like this. Just a dark brown overcoat teamed with a pocket square. Finishing off with black leather double monks is an effortless way to introduce some extra depth to your outfit.