Brixton Castor Hat

The Brixton Castor Hats pinched crown and short, upturned brim let you wear a straw hat without looking like a pansy. Quite the opposite, in fact, as the Castor Hats stingy Fedora style has been associated with tough guys (see Rocky for a classic example) for years. The Castor has a slightly dressier upright stance, a grosgrain band with the Brixton B embroidered on the side, and a silk headband inside with a badass dagger print. Lightweight straw instead of felt means you can wear it in the summertime with a t-shirt and shorts or, even better, a beater and some slim jeans.