Year It First Dropped: 2007

When Brooks Brothers enlisted Thom Browne to helm a high-end menswear collection for the storied American brand, it cemented Browne's place as the designer who redefined men's clothing for the modern era. Gone were the usual sizes of small, medium, and large—instead they were replaced with numbers like BB0, BB1, and BB2, similar to Browne's own line. Glenplaid suits, morning coats, and cropped khaki mac jackets were accented with cropped pants and patriotic repp stripe ties. The collection proved sucessful enough that a standalone Black Fleece store opened in New York City just two years after its debut in Brooks Brothers stores.