1200+ Dressy Chill Weather Outfits For Men

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Charcoal Flat Cap Clear Sunglasses White Dress Shirt Charcoal Crew-neck Sweater Charcoal Wool Shirt Jacket Charcoal Dress Pants Charcoal Socks Black Leather Tassel Loafers

For a look that's sophisticated and envy-worthy, reach for a charcoal wool shirt jacket and charcoal dress pants. Opt for black leather tassel loafers and you're all set looking amazing.

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Grey Flat Cap Clear Sunglasses White Dress Shirt Dark Brown Tie Grey Plaid Scarf Brown Wool Field Jacket Silver Watch White Dress Pants Brown Leather Chelsea Boots

A brown wool field jacket and white dress pants are a polished getup that every modern guy should have in his arsenal. Complement this look with brown leather chelsea boots and the whole ensemble will come together.

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Clear Sunglasses White Dress Shirt Beige Print Tie Brown Plaid Scarf Tobacco Overcoat Dark Brown Suit Black Leather Chelsea Boots

This combo of a tobacco overcoat and a dark brown suit is a lifesaver when you need to look like a dapper gent. You can get a bit experimental in the footwear department and play down this look by slipping into a pair of black leather chelsea boots.

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Clear Sunglasses Multi colored Silk Scarf White Dress Shirt Grey Houndstooth Waistcoat Brown Wool Blazer Brown Dress Pants Dark Brown Socks Dark Brown Suede Loafers

Reach for a white dress shirt to have all eyes on you.

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Clear Sunglasses White Dress Shirt Burgundy Print Tie White Plaid Wool Blazer Tobacco Overcoat Navy Wool Dress Pants Dark Brown Leather Oxford Shoes

A tobacco overcoat and navy wool dress pants are among the fundamental elements in any modern gentleman's wardrobe. On the footwear front, this look is complemented nicely with dark brown leather oxford shoes.