A cap may be the easiest accessory a guy will throw on before running out the door. And while there's no shame in showing some support for your team with a standard snapback, men today have a wide range of lid options. For stylish men with a certain amount of confidence, you can pull on everything from Gilligan's bucket hat and five-panel caps to more rakish options like fedoras and other wide-brimmed hats. What we're really digging this fall are the baseball caps cut from hearty seasonal fabrics like wool, tweed and twills. But like we said, feel free to be a man who wears many hats.

Shown left: $26 by Rosin