The easiest black dress in my closet — a breezy 100% linen mini with the prettiest pleats and little tie details down the front. It's sleeveless, swingy, and unlined, so it feels light and easy rather than fussy. I've worn it with flat sandals and a straw bag on warm days, but it dresses up just as well with boots and gold jewelry for dinner out. Relaxed fit, so it's comfortable without losing its shape.

Buy for $90 or Rent for $40/week. Original retail price: $198, 80% off retail.