Briefcase Dressy Chill Weather Outfits

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Brown Plaid Flat Cap Clear Sunglasses White Dress Shirt Black Tie Orange Scarf Navy Blazer Olive Trenchcoat Grey Dress Pants Brown Leather Briefcase Dark Brown Suede Derby Shoes

This pairing of an olive trenchcoat and a briefcase is hard proof that a pared down casual look can still look seriously stylish. For a more polished aesthetic, why not add a pair of dark brown suede derby shoes to the mix?

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Grey Turtleneck Charcoal Overcoat Navy Suit Black Leather Briefcase Black Leather Chelsea Boots

A charcoal overcoat and a briefcase are a casual street style combination that every modern gent should have in his off-duty collection. Black leather chelsea boots will infuse an element of elegance into an otherwise standard getup.

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White Dress Shirt Navy Floral Tie Black Overcoat Navy Suit Black Leather Briefcase Black Leather Desert Boots

For something on the casual side, choose a black overcoat and a briefcase. Get a bit experimental in the footwear department and lift up this outfit with a pair of black leather desert boots.

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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

Team a tan trenchcoat with a briefcase for relaxed dressing with a city style spin. If you wish to easily up your look with one single piece, why not add a pair of dark brown leather oxford shoes to the mix?

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White Dress Shirt Dark Brown Knit Tie Mustard Overcoat Grey Check Wool Suit Charcoal Leather Briefcase Olive Socks Dark Brown Leather Tassel Loafers

The combination of a mustard overcoat and a briefcase makes for a kick-ass off-duty outfit. Complete your look with a pair of dark brown leather tassel loafers to switch things up.