Dark Brown Leather Briefcase Dressy Chill Weather Outfits

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Light Blue Dress Shirt Burgundy Tie Red Plaid Long Sleeve Shirt Dark Brown Leather Watch Tan Trenchcoat Dark Brown Leather Briefcase Navy Suit Aquamarine Socks Dark Brown Leather Oxford Shoes

For something on the casually edgy side, you can easily dress in a tan trenchcoat and a dark brown leather briefcase. To bring out an elegant side of you, add dark brown leather oxford shoes to the mix.

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Navy Turtleneck Grey Scarf Brown Leather Gloves Gold Watch Navy Overcoat Dark Green Suit Dark Brown Leather Briefcase Dark Green Socks Dark Brown Leather Tassel Loafers

Team a navy overcoat with a dark brown leather briefcase for a laid-back ensemble with a twist. On the shoe front, go for something on the dressier end of the spectrum and finish your getup with dark brown leather tassel loafers.

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White Dress Shirt Clear Sunglasses Navy Print Scarf Charcoal Herringbone Overcoat Grey Herringbone Wool Blazer Dark Brown Leather Watch Beige Dress Pants Dark Brown Leather Briefcase Tobacco Leather Brogue Boots

This casual combo of a charcoal herringbone overcoat and a dark brown leather briefcase is a tested option when you need to look dapper in a flash. And it's amazing what tobacco leather brogue boots can do for the ensemble.

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White Dress Shirt Black and White Horizontal Striped Tie White Pocket Square Black Overcoat Black Double Breasted Blazer Dark Brown Leather Briefcase Blue Wool Dress Pants Dark Brown Suede Chelsea Boots

We're all seeking practicality when it comes to style, and this city casual pairing of a black overcoat and a dark brown leather briefcase is a vivid example of that. Add a pair of dark brown suede chelsea boots to the equation to easily up the wow factor of this getup.

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Clear Sunglasses White Dress Shirt White Pocket Square Grey Waistcoat Grey Check Blazer Beige Overcoat Beige Chinos Dark Brown Horizontal Striped Socks Dark Brown Leather Derby Shoes Dark Brown Leather Briefcase

You'll be surprised at how easy it is for any gentleman to get dressed this way. Just a beige overcoat worn with a dark brown leather briefcase. Bring an added dose of polish to this look with a pair of dark brown leather derby shoes.