Black Knee High Boots with Pencil Skirt Smart Casual Chill Weather Outfits

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White Dress Shirt Black Crew-neck Sweater Black Bomber Jacket Black Sunglasses Black Leather Crossbody Bag Black Plaid Pencil Skirt Black Leather Knee High Boots

This is definitive proof that a black bomber jacket and a pencil skirt are amazing when married together in a casual ensemble. Add an extra touch of elegance to this look by slipping into a pair of black knee high boots.

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Black Crew-neck Sweater Blue Parka Black Leather Pencil Skirt Black Leather Knee High Boots

Flaunt your outfit coordination sensibilities by combining a blue parka and a pencil skirt for an off-duty outfit. If you wish to immediately up the ante of this ensemble with one piece, throw in black knee high boots.

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Orange Scarf White Leather Crossbody Bag Black Leather Pencil Skirt Black Suede Knee High Boots White Dress Shirt Black Leather Biker Jacket

For an ensemble that's super straightforward but can be modified in a multitude of different ways, dress in a black leather biker jacket and a pencil skirt. A nice pair of black knee high boots ties this outfit together.