Brown Leather Briefcase Smart Casual Chill Weather Outfits

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Black Wool Hat Green Vertical Striped Bow-tie Orange Silk Pocket Square Brown Leather Briefcase Black Overcoat Brown Leather Gloves Black Jeans Tobacco Leather Dress Boots

If you put functionality above all, dress in a black overcoat and a brown leather briefcase. Complete this look with a pair of tobacco leather dress boots to effortlessly ramp up the style factor of your ensemble.

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Brown Suede Desert Boots Brown Leather Briefcase Black Corduroy Chinos Grey Wool Blazer Brown Woven Leather Belt Green Knit Tie White Dress Shirt Brown Scarf

Reach for a grey wool blazer and a brown leather briefcase, if you feel like relaxed dressing without looking like you don't care to look stylish. Introduce a pair of brown suede desert boots to the equation for an extra touch of style.

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Brown Leather Brogue Boots Navy Jeans Dark Brown Leather Belt Grey Crew-neck T-shirt Brown Leather Briefcase Beige Plaid Scarf Black Hat Camel Overcoat

A camel overcoat and a brown leather briefcase paired together are a match made in heaven. A pair of brown leather brogue boots effortlessly classes up the outfit.

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Grey Overcoat White Dress Shirt White and Black Vertical Striped Tie Brown Leather Briefcase Dark Green V-neck Sweater

When the situation allows a relaxed casual ensemble, make a grey overcoat and a brown leather briefcase your outfit choice.

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White High Top Sneakers Brown Leather Briefcase Burgundy Polka Dot Tie White Dress Shirt Navy Barn Jacket Brown Leather Belt White Socks Brown Plaid Flat Cap Grey Plaid Wool Suit

For a casual look, pair a navy barn jacket with a brown leather briefcase — these two items play nicely together. A pair of white high top sneakers effortlessly amps up the fashion factor of any outfit.