Print Pocket Square Dressy Chill Weather Outfits

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White Dress Shirt Grey Plaid Tie White Print Pocket Square Orange Sweater Vest Dark Green Wool Blazer Grey Wool Dress Pants Dark Brown Leather Chelsea Boots

This combination of a dark green wool blazer and a print pocket square is proof that a simple off-duty getup doesn't have to be boring. A pair of dark brown leather chelsea boots instantly lifts up any outfit.

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Light Blue Chambray Dress Shirt Brown Knit Tie White Print Pocket Square Navy Sweater Vest Dark Brown Plaid Wool Blazer Dark Brown Leather Chelsea Boots White Dress Pants

The formula for casual city style? A dark brown plaid wool blazer with a print pocket square. Rounding off with dark brown leather chelsea boots is an easy way to inject a touch of elegance into your ensemble.

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Black Turtleneck Navy Print Pocket Square Dark Brown Overcoat Grey Dress Pants Tobacco Leather Monks

This combination of a dark brown overcoat and a print pocket square is seriously dapper and yet it's easy and ready for anything. For a truly modern hi/low mix, complement this outfit with tobacco leather monks.

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Dark Brown Flat Cap Dark Brown Sunglasses White Dress Shirt Charcoal Horizontal Striped Tie Brown Plaid Wool Blazer Olive Print Pocket Square Charcoal Wool Dress Pants Charcoal Socks Dark Brown Suede Loafers

This casual pairing of a brown plaid wool blazer and a print pocket square can only be described as ridiculously dapper. On the fence about how to round off your look? Finish off with dark brown suede loafers to bump up the classy factor.

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Brown Sunglasses Black Turtleneck Beige Print Pocket Square Black Waistcoat Tobacco Overcoat Black Chinos Charcoal Socks Black Leather Tassel Loafers Black Leather Briefcase

If you prefer relaxed pairings, then you'll like this pairing of a tobacco overcoat and a print pocket square. Black leather tassel loafers are an easy way to power up this look.