Briefcase Casual Chill Weather Outfits

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Olive Scarf Black Crew-neck T-shirt Black Leather Biker Jacket Gold Watch Black Leather Briefcase Black Skinny Jeans Black Leather Chelsea Boots

Get into comfort mode in this functional pairing of a black leather biker jacket and a briefcase. Black leather chelsea boots will give a touch of sophistication to an otherwise simple outfit.

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Black Sunglasses Black Turtleneck Black Baseball Cap Orange Windbreaker Grey Leather Briefcase Grey Plaid Overcoat Black Chinos Grey Athletic Shoes

If the situation permits off-duty dressing, wear a grey plaid overcoat and a briefcase. Let your styling expertise truly shine by complementing your look with grey athletic shoes.

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Dark Brown Leather Biker Jacket Black Crew-neck Sweater Olive Cargo Pants Dark Purple Leather Briefcase

If you love stay-in clothing that's stylish enough to wear out, pair a dark brown leather biker jacket with a briefcase.