The easiest summer dress I own — black and white gingham with a smocked bodice that just fits, adjustable spaghetti straps, and the prettiest open ladder back. It has pockets (always a win) and a flowy maxi skirt that feels so good on. I've worn it as a wedding guest and on vacation; it also looks great dressed down with flat sandals and a basket bag for a long dinner outside. 100% cotton, slips right on.

Buy for $130 or Rent for $50/week. Original retail price: $268, 81% off retail.