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With a wrinkle resistant shirt, youll be able to take it out of the dryer, give it a quick iron or steam, and youll be good to go

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Blazers or sweaters can be added for a touch of sophistication, making it ideal for less formal work settings

The silhouette is a modern take on 50s fit and flare dresses

If your style is a little tougher, try wearing your skater dress with a pair of rugged ankle boots instead

While I hadnt imagined wearing the set in the colder weather, my boyfriends unconventional (and unseasonal) styling choices made me realize that on slightly warmer days I could pair the shorts with a tall pair of boots and a turtleneck