Tobacco Briefcase Dressy Chill Weather Outfits

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Black Flat Cap White Dress Shirt Dark Brown Wool Tie Charcoal Pocket Square Black Waistcoat Dark Green Check Wool Blazer Dark Brown Leather Double Monks Black Socks Black Chinos Dark Brown Leather Briefcase

For a casually dapper ensemble, wear a dark green check wool blazer with a tobacco briefcase — these two items work really well together. Add a pair of dark brown leather double monks to the mix for an instant style boost.

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Olive Barn Jacket Brown Cardigan Olive Wool Waistcoat Navy and Green Plaid Tie Light Blue Dress Shirt Charcoal Wool Hat Tobacco Leather Gloves Brown Gingham Scarf Navy Wool Dress Pants Dark Brown Leather Briefcase Dark Brown Suede Desert Boots Black Socks

Consider teaming an olive barn jacket with a tobacco briefcase for a comfy-casual ensemble. Get a bit experimental in the shoe department and complete your ensemble with dark brown suede desert boots.

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Light Blue Check Dress Shirt Navy Print Pocket Square Navy Tie Grey Three Piece Suit Black Overcoat Dark Brown Leather Briefcase

A black overcoat and a tobacco briefcase will add serious dapperness to your casual fashion mix.

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White Dress Shirt Black Tie Grey Plaid Waistcoat Grey Pea Coat Brown Leather Briefcase Grey Plaid Dress Pants Dark Brown Leather Dress Boots

This combination of a grey pea coat and a tobacco briefcase combines comfort and efficiency and helps you keep it clean yet modern. Kick up the cool of your look by sporting dark brown leather dress boots.

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Olive Hat Green and Red Plaid Bow-tie White Dress Shirt Dark Brown Waistcoat Navy Overcoat Brown Leather Belt Brown Leather Briefcase Black Jeans Brown Leather Brogue Boots

If you love stay-in clothes which are stylish enough to wear out, try this combination of a navy overcoat and a tobacco briefcase. Introduce a pair of brown leather brogue boots to the mix to completely change up the ensemble.