That sort of laissez-faire corporate garb is exactly what menswear nerds are excited about right now—and the pleasantly dorky rimless glasses he swears by are the most crucial element of the look.

Rimless or wire-rim frames tend to be a safer bet, though. And the ongoing '90s-inspired trend of minimalist, low-profile silhouettes has made eyewear shopping ... lenses and thin, jewelry-like ...