Ankle Boots with Dress Shirt Smart Casual Cold Weather Outfits In Their 30s

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Navy Puffer Jacket Light Blue Dress Shirt Black Quilted Leather Satchel Bag Silver Watch White Tank Blue Skinny Jeans Black Elastic Ankle Boots

If it's comfort and functionality that you love in a look, reach for a dress shirt and blue skinny jeans. Complement this ensemble with a pair of ankle boots and you're all set looking stunning.

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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

A dress shirt and black skinny jeans are a great combo to take you throughout the day and into the night. If in doubt as to what to wear on the shoe front, stick to 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

If you gravitate towards casual style, why not take this pairing of a dress shirt and blue skinny jeans for a walk? Let your styling prowess truly shine by rounding off your outfit with ankle boots.

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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

For a look that's super simple but can be styled in plenty of different ways, rock a dress shirt with black skinny pants. Add a pair of ankle boots to the equation and ta-da: the ensemble is complete.

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Beige Beret Dark Brown Sunglasses Black Scarf Black Leather Biker Jacket Black Coat Black Leather Gloves Tan Crew-neck Sweater White Dress Shirt Black Leather Leggings Black Leather Satchel Bag Black Leather Ankle Boots

Go for a straightforward but at the same time casual and cool look by teaming a dress shirt and black leather leggings. Add ankle boots to the equation to completely shake up the getup.