Dress Shirt with Ankle Boots Dressy Cold Weather Outfits

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White and Blue Gingham Dress Shirt Black Coat Burgundy Scarf Charcoal Wide Leg Pants Burgundy Velvet Ankle Boots

A dress shirt and charcoal wide leg pants paired together are a covetable combo for fashionistas who love sophisticated combos. Consider a pair of ankle boots as the glue that will bring your ensemble together.

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Red and Black Check Dress Shirt Red Coat Black Print Leather Clutch Black Skinny Pants Black Leather Ankle Boots

This ensemble with a dress shirt and black skinny pants isn't hard to pull off and easy to change throughout the day. Complement your ensemble with ankle boots and you're all set looking smashing.

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Gold Earrings Black Turtleneck White Dress Shirt Black Leather Belt Blue Jeans Burgundy Leather Ankle Boots Olive Coat

A dress shirt and blue jeans are the kind of beyond chic casual pieces that you can wear for years to come. Now all you need is a pair of ankle boots.

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Red Coat Black Wool Tights Black Suede Ankle Boots Gold Bracelet Black Embellished Sheath Dress Red and Black Plaid Dress Shirt

Channel your inner style maverick and choose a dress shirt and a red coat. For extra fashion points, add ankle boots to the mix.

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White Dress Shirt Silver Necklace Silver Clutch Grey Plaid Dress Pants Beige Cutout Leather Ankle Boots Pink Polka Dot Coat

Marry a dress shirt with grey plaid dress pants to achieve a neat and sophisticated outfit. Ankle boots integrate nicely within a multitude of combinations.