Ray-Ban Wayfarers have shaded A-list peepers from paparazzi flashbulbs since the 1950s, but there’s nothing pretentious about these casual-chic sunnies. A leather jacket, jeans and a tee are perfectly accessorized with a pair of Wayfarers. Choose tortoise frames, instead of black, for an updated take on this classic style.
Available at Sunglass Hut, $195