42. Button-Ups

Shots fired! Jay-Z delivered the death blow to throwbacks in 2003 when he declared, "I don't wear jerseys, I'm 30-plus/give me a fresh pair of jeans and some button-ups." Then, of course, the sheep killed the whole button-ups/loose jeans look, too. Fortunately, basic oxford shirts are basically trend-proof.

LEADERS OF THE PACK:
Polo Ralph Lauren, J.Crew, Steven Alan