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The little black dress. The perfect white tee. And a good pair of jeans.

Your wardrobe can’t get any more classic than it does with denim. It’s the fabric that dresses up just as easily as it breaks in, leaving you with an ever-ready outfit choice you don’t have to think twice about.

Maybe that’s why Target recently decided to update their denim line, releasing a brand new collection containing everything from vests and overalls to joggers and jeggings. If those choices overwhelm you (after all, who knew there could be so many different ways to name a pair of jeans?) don’t worry. We had three of our Darling staffers head over to Target and pick up a few of their favorites to style themselves.

Below, we’re sharing their tips for how to take a risk — and have it pay off — with denim.