Dress Shirt with Midi Skirt Outfits In Their 20s

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Black Sunglasses Black and White Print Crew-neck T-shirt White Dress Shirt Black Slit Midi Skirt Red Leather Satchel Bag Red Suede Ankle Boots

For an outfit that's pared-down but can be dressed up or down in plenty of different ways, pair a dress shirt with a midi skirt. A pair of red suede ankle boots looks right at home teamed with this ensemble.

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White and Black Dress Shirt Black Leather Biker Jacket White Pleated Midi Skirt Black Wool Tights Black Leather Lace-up Flat Boots

A dress shirt and a midi skirt are absolute mainstays if you're planning a stylish wardrobe that matches up to the highest fashion standards. Unimpressed with this look? Let black leather lace-up flat boots spice things up.

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Blue Dress Shirt Navy Midi Skirt White Leather Low Top Sneakers

For a smart casual look, opt for a dress shirt and a midi skirt — these items play perfectly well together. Unimpressed with this outfit? Enter a pair of white leather low top sneakers to switch things up.

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Grey Vertical Striped Dress Shirt Black Leather Biker Jacket Black Midi Skirt Red Bracelet

Wear a dress shirt with a midi skirt and you'll achieve a proper and refined outfit.