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We've always loved the playful irreverence that goes hand-in-hand with great personal style — it's the butter on our bread, you might say. But when it comes to our shopping budgets, we're all about making smart, practical choices — and while buying a sundress at the end of summer might not seem like one, we're making a case for it with these adorable, flirty frocks, all under $60. From printed maxis to simple shifts, these throw-on-and-go options will carry you through mid-September without a hitch. And when temps really start to fall, just add a cardi and some booties. Now who's feeling smart and savvy?