Full cheeks, scant angles, and roughly equal length and width place chef and food writer Judiaann Woo, 36, squarely in the round. To clarify where your face fits, try outlining it on the mirror with a washable marker or eye pencil. Once you know your type, you can reduce hundreds of optical possibilities to a few well-focused pairs.
THE "BEFORE PAIR"
The last thing Judiaann needs is more curves, says Lochli-McGrath—you never want glasses that echo and reinforce your core shape. The dark color is the right idea (bolder frames help to define a round face), but stylistically these specs are pretty ho-hum; plus, they sit so high that she looks as if she has no eyebrows.
THE "AFTER PAIR"
Geometrically inclined glasses take the place of visible bone structure, sculpting Judiaann's face to look longer and slimmer. Flattering rectangular frames (Vera Wang, "V169," $260) are fairly narrow, so the bottom edges won't collide with her cheeks, and the subtle metallic and discreet crystals suit her minimalist taste. They also stay secure on her hard-to-fit nose: On a flat bridge, Lochli-McGrath explains, specs slip down easily. This pair has adjustable nose pads on either side—tilt them up or down to find precisely the right angle.
THE RIGHT SUNGLASSES
Shades are Judiaann's summer uniform. "I live in them," she says. "It's nice to go incognito." But they shouldn't be too much of a mask. Scale is important; these squared-off titanium sunglasses (Christian Roth, "14287," $400) aren't so jumbo that they swallow her face. Drawing the focus up and out makes plump cheeks recede. One stylish way to do it is with decorative temples—here, they're tortoiseshell—that stand out from the main frame.