Leather Briefcase Dressy Fall 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

Wear an olive trenchcoat with a leather briefcase for both stylish and easy-to-create look. A cool pair of dark brown suede derby shoes is an easy way to upgrade this outfit. So as you can see, it's super easy to look amazing and stay snug come fall, thanks to this look.

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

A well-executed casual combo of a charcoal overcoat and a leather briefcase will set you apart in an instant. Bring an element of refinement to your look with a pair of black leather chelsea boots. As you can see here, this look is a really wonderful option, especially for transeasonal weather, when the temps are getting lower.

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

For a laid-back look, wear a black overcoat and a leather briefcase — these two items play beautifully together. Unimpressed with this outfit? Introduce black leather desert boots to switch things up. On not so cold days, sport this summer-to-autumn look and look absolutely awesome.

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Light Blue Dress Shirt Navy Tie Tan Trenchcoat Dark Brown Suit Dark Brown Leather Briefcase Navy Socks Black Leather Loafers

Pair a tan trenchcoat with a leather briefcase to feel infinitely confident and look sharp. Rounding off with black leather loafers is a fail-safe way to infuse a hint of polish into this getup. When it's one of those gloomy fall afternoons, what better to spice it up than a seriously stylish look like this one?

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Dark Brown Sunglasses Black Turtleneck Silver Watch Black Suit Black Leather Chelsea Boots Black Leather Briefcase

This off-duty combo of a black suit and a leather briefcase is super easy to throw together without a second thought, helping you look on-trend and ready for anything without spending too much time rummaging through your wardrobe. If you want to feel a bit more polished now, add black leather chelsea boots to this look. There's no nicer way to spice up a bleak fall afternoon than a cool outfit like this one.