Brown Leather Briefcase Smart Casual Chill Weather Outfits

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Grey Herringbone Flat Cap Light Blue Dress Shirt Mustard Horizontal Striped Tie Dark Green Print Pocket Square Grey Knit Tie Tan Plaid Wool Blazer Brown Corduroy Chinos Brown Leather Briefcase Dark Brown Leather Snow Boots

Why not make a tan plaid wool blazer and a brown leather briefcase your outfit choice? These pieces are totally comfortable and will look nice combined together. Let your outfit coordination prowess really shine by completing your outfit with a pair of dark brown leather snow boots.

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Black Scarf Black Dress Shirt Brown Leather Briefcase Grey Plaid Wool Double Breasted Blazer Black Chinos Black Leather Casual Boots

Go for a grey plaid wool double breasted blazer and a brown leather briefcase to feel completely confident and look stylish. If you need to immediately spruce up this look with a pair of shoes, introduce a pair of black leather casual boots to your ensemble.

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Tan Crew-neck Sweater Camel Overcoat Navy Chinos Brown Leather Briefcase

The versatility of a camel overcoat and a brown leather briefcase guarantees you'll have them on constant rotation.

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Red Beanie White Dress Shirt Black Crew-neck Sweater Olive Houndstooth Wool Blazer Brown Leather Briefcase Grey Wool Dress Pants White Socks White Canvas Low Top Sneakers

An olive houndstooth wool blazer and a brown leather briefcase are great menswear pieces to add to your daily repertoire. Go off the beaten path and switch up your outfit by rocking a pair of white canvas low top sneakers.

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Black Beanie Brown Turtleneck Black Shirt Jacket Brown Scarf Black Leather Gloves Camel Overcoat Brown Leather Briefcase Black Chinos Tobacco Suede Chelsea Boots

You'll be surprised at how easy it is for any guy to pull together a street style ensemble like this. Just a camel overcoat and a brown leather briefcase. Finishing off with tobacco suede chelsea boots is a surefire way to breathe a dose of sophistication into this outfit.