I needed something conservative and classic the other day for a work event, and reached for one of my favorite black dresses. Driving to the event I remembered a time I wore the dress while at the law firm, then realized that meant I’d had it well over a decade. I suppose some closet maintenance rules would dictate that the dress should be long gone, but I happen to love it when I make a purchase that can stand the test of time. No better bet for that than a great black dress. I think this one has a good chance of lasting through the years, as it is conservative but has enough detail to keep it interesting with the buttons, pleats and dainty tie at the waist.

Nanette Lepore dress | Rebecca Minkoff clutch (same pattern similar style here, 65% off, and same style, plain black here) | Kate Spade necklaces and sunglasses (exact style sold out, similar on sale here) | J Crew earrings | Michael Kors watch | Madewell bracelet