Photograph by Brad Bridgers
The latest trend in glasses—transparent frames—is a subtle way to make a visible statement. Courtney Colavita
Coloring: Transparent specs work best on men with medium to dark coloring and black, brown, or gray hair. Fair-skinned, fair-haired guys risk looking washed out and should stick with more traditional frames, like tortoiseshell ones.
Size: More modern than rimless versions, these glasses may give the illusion of invisibility, but they're quite substantial. Round or rectangular, they should never overwhelm your face.
Fit: Whether you look like Johnny Depp or a kid on the calculus team depends on where the glasses rest on your face. Choose frames that don't obscure your eyebrows, or it will seem like you don't have any.
From top: Paul Smith Spectacles ($315), 212-585-3433. Moscot Originals ($169). Boss Black Eyewear by Safilo Group ($207), 212-647-1550. Oliver Peoples ($315), 212-585-3433. Gucci ($289), 212-647-1550.