I don’t know about you, but for me, May feels a lot like December: a highly social blur of beginnings and endings, filled with school events, summer kickoffs, family gatherings, dinners that multiply, weekends that disappear, and the growing sense that everyone is either packing a or planning to. The ideal wardrobe right now is therefore ready for anything from a graduation bleacher to an impromptu spritz that turns into three. Think a that can finesse a board meeting and a backyard brunch (see below) or a that can pound the pavement or sift through the sand. A powder blue that says “I’m relaxed,” but also “I mean business.” I stretched a striped cover-up (yes, cover-up, last pic) from my son’s volleyball sidelines to dinner at RVR. A could sub in just as well. Out of the ordinary jeans are critical too—, , —along with wear-with-everything (that look like Blazy’s Chanel, no less), and a sleek ($139) that can open (and close) any doors.