There are some fashion stars who flip a switch and jump right into the next season [1] of style, eager to show off the next big things in fashion. But sometimes we just prefer to follow the style set that keeps it practical [2]. That's why Olivia Palermo's end-of-Summer look is right on our level. Walking the line between polished and breezy, Olivia stepped out in Montauk, NY, in an off-the-shoulder dress and flats that were both sweet and a little sexy, not to mention an ideal combo for the sweltering seasonal heat. And — because there are subtle ways to add a touch of Fall to an otherwise fresh, Summer-feeling look — Olivia accessorized with a structured Henri Bendel Uptown satchel [3] ($498) that grounds the whole look with its autumnal hue. See her look from every angle and shop the four key pieces.