Playfully round, gray gradients are an option for a longer, more rectangular face, but they'd overwhelm delicate features. Nine West, "NW1211045," $38.
Shield-style shades—one of this year's big trends—have a sporty-chic look; the curvaceous edges make facial angles look less acute. Oakley, "Breathless," $175.
A strong, fluid line defines the upper third of the face, minimizing any boxiness at the bottom. Salt Optics, "Olivia," $340.
Mad-for-plaid shades have tongue-in-cheek charm but offer serious coverage—with no severe angles. Bottega Veneta, "BV64S," $485.
Buffalo horn temples give these silvery aviators an edge over ordinary sunglasses. Morgenthal Frederics, "Titanium Stealth," $965.
The pared-down aesthetic of these yellow-rimmed gradients is perfect for weekends. 3.1 Phillip Lim, "Kitt," $240.
Unusual colors—brown fading to pale green—make these shades great for city wear but too light for direct sun. Liz Claiborne, "Iesha," $36.
Chunky aviators with wide bottoms lower the focus on a heart-shaped face, balancing a sharp chin. Chloe, "Hakea," $330.
This handsome tortoiseshell pair has Jackie O allure (her broad cheeks did look less obvious with big shades). Sama Eyewear, "Mine," $345.
Consider the navigator, a less curvy version of the aviator, an excellent fit for round faces. Paul Smith Spectacles, "PS-834," $310.
An emphatic square shape doesn't loom large, because it is softened by subtle color. Burberry, "BE4034," $235.