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

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Black Sunglasses Black Leather Lace-up Ankle Boots Black Leather Mini Skirt Navy Plaid Dress Shirt

This relaxed casual pairing of a dress shirt and a black leather mini skirt is a solid bet when you need to look cool but have no time. Black ankle boots are a stylish addition to this look.

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Black Sunglasses Black Leather Lace-up Ankle Boots Navy Capri Pants Light Violet Dress Shirt Navy Wool Blazer Black Leather Biker Jacket

This pairing of a dress shirt and navy capri pants is super versatile and provides a casually edgy look. Throw black ankle boots into the mix and the whole ensemble will come together perfectly.

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Beige Polka Dot Dress Shirt Black Leather Skater Skirt Aquamarine Leather Clutch Black Tights Black Leather Lace-up Ankle Boots

This combo of a dress shirt and a black leather skater skirt is put together and yet it's casual and ready for anything. Dial up the dressiness of this getup a bit by finishing with a pair of black ankle boots.