Dress Shirt with Ankle Boots Smart Casual Outfits In Their 20s

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White and Navy Plaid Dress Shirt Grey Crew-neck Sweater Light Blue Ripped Skinny Jeans Black Leather Ankle Boots

This combo of a dress shirt and light blue ripped skinny jeans is incredibly stylish and yet it's laid-back enough and apt for anything. Ankle boots are guaranteed to inject a sense of elegance into your ensemble.

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Yellow Vertical Striped Dress Shirt Mustard Windbreaker Black Leather Bike Shorts Black Canvas Bucket Bag Multi colored Sequin Ankle Boots

This pairing of a dress shirt and black leather bike shorts is hard proof that a straightforward casual getup can still look really interesting. If in doubt about the footwear, add a pair of ankle boots to the equation.

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Black Sunglasses White Dress Shirt Black Tank Burgundy Suede Crossbody Bag Black Bike Shorts Black Suede Ankle Boots

Want to infuse your closet with some elegant chic? Reach for a dress shirt and black bike shorts. Ankle boots are a great idea to finish your outfit.

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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're on a mission for an off-duty but also totaly chic ensemble, try teaming a dress shirt with a tobacco skater skirt. Why not take a classier approach with shoes and complement your ensemble with ankle boots?

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Black Sunglasses Blue Denim Jacket White and Blue Clutch White and Navy Vertical Striped Dress Shirt Black Denim Button Skirt White Leather Ankle Boots

A dress shirt and a black denim button skirt are wonderful essentials that will integrate well within your daily fashion mix. A pair of ankle boots is a smart choice to complete your look.