"Life starts all over again when it gets crisp in the fall," wrote F. Scott Fitzgerald in The Great Gatsby. We know exactly what he means. No matter how old we get, we still think about this time as a beginning of sorts. It's time to hunker down and get down to business. And you don't need to be in school to sport some timeless collegiate-inspired gear. One image that signifies such scholastic style? This illustration of Willie Gillis, a fictional all-American everyman created by Norman Rockwell, which appeared on an October 1946 issue of the Saturday Evening Post.