Buy It Now: Asos, $26
What Douchebags Wear: Wayfarers with Croakies

Aviators make you look like an undercover cop, and Wayfarers make you look like everyone else. Elevate your eyewear game with rounded frames. They work best for oval and square faces, but they're versatile enough that most guys can wear them well. Just don't call them "stunner shades."