The 1950s were the “heyday” of Ivy League style, and J. Press had the most vigor out of any brand giving that look its success during those years. That decade gave the popular, prevailing ...

“While its precise origins are debated, it’s closely associated with Ivy League style and Brooks Brothers,” says Andrews. “Legend has it as the two-button jacket gained favor, many men ...

Whether you're a fan of rugged rockabilly or polished Ivy League prep, '50s men's style is rife with wardrobe inspiration.