11. Robin Thicke
Few had a bigger summer than Robin Thicke, who's track "Blurred Lines" went number one in 15 countries. But it wasn't just his music that people started taking note of. The man can flat out dress well, whether it's well-tailored suits, T-Shirts and jeans, or leather jackets—most of which he paired with designer sneakers. Admittedly, Thicke's style isn't flashy or "different," but his look is clean, simple, and age-appropriate without being boring.