Brooks Brothers Blue Blazer

Buy Now $498

The blue blazer is a sartorial staple, an item anyone calling himself preppy needs to have in his closet. For many, it was the first dressy item our parents bought us: part of a uniform necessary for piano recitals, church, and airplane trips. For me and for my younger brother, there was no question that it had to come from the boys section at Brooks Brothers, the oldest men's clothier in America. We weren't ready for suits yet, and the blue blazer felt like a stepping stone: something to wear over grey flannel trousers so that we could look—and feel—almost as dressed up as dad. —Sam Dangremond