What's more classically day-to-night than a go-to blazer? Throw one on to automatically dress up or down your ensemble, whether it be a printed skirt like Olivia Palermo's or Sarah Jessica Parker's skinny jeans.
Polyester-rayon, Forever 21, $35; at select Forever 21 stores.
At the Alvin Ailey Dance Theater’s benefit gala, Gabrielle Union showed up in a strapless styled Prada gown in a rich shade of emerald green. A diamond wreath at her neck and black T-strap heels completed her look.