White and Black Dress Shirt with Ankle Boots Smart Casual Cold Weather Outfits

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Black Turtleneck White and Black Vertical Striped Dress Shirt Charcoal Crew-neck Sweater Black Leather Gloves Navy Coat Black Leather Crossbody Bag Black Skinny Jeans Black Leather Ankle Boots

This combo of a white and black dress shirt and black skinny jeans provides both comfort and confidence. A pair of ankle boots is a good idea to complement this ensemble.

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Dark Brown Sunglasses Charcoal Coat White and Black Vertical Striped Dress Shirt Black Fluffy Open Cardigan Black Leather Tote Bag Black Skinny Pants Black Leather Ankle Boots

This outfit with a white and black dress shirt and black skinny pants isn't super hard to score and leaves room to more creative experimentation. For extra style points, complement this outfit with ankle boots.

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White Knit Beanie White Dress Shirt Grey V-neck Sweater Red Check Coat Blue Skinny Jeans Dark Brown Print Leather Tote Bag Brown Suede Ankle Boots

This combo of a white and black dress shirt and blue skinny jeans is very easy to do and so comfortable to wear as well! Ankle boots integrate effortlessly within a ton of looks.

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Navy Beanie White Dress Shirt White and Black Horizontal Striped Crew-neck Sweater Tobacco Coat Black Studded Leather Clutch Tobacco Skater Skirt Black Tights Black Leather Ankle Boots

If you don't like putting too much work into your ensembles, opt for a white and black dress shirt and a tobacco skater skirt. You can get a bit experimental on the shoe front and make ankle boots your footwear choice.

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Black Sunglasses Beige Cowl-neck Sweater White Dress Shirt Beige Coat Orange Leather Clutch Beige Culottes Brown Leather Ankle Boots

Swing into something comfortable yet contemporary in a white and black dress shirt and beige culottes. On the fence about how to finish? Complete your outfit with a pair of ankle boots to amp up the glam factor.