Menswear is about evolution, not revolution, and Giorgio Armani might understand that philosophy better than most. The "Maestro" of Milan has been designing menswear for close to forty years and from the outset, his signature shoulders and soft tailoring slowly spawned a seachange in men's suiting. Soon guys were no longer confined in their tailored clothing but free to put on their (then) widest notch lapels and hit the office, the town, or even the big screen--as Richard Gere famously proved in American Gigolo--with absolute ease. While the designer has never strayed from his elegent aesthetic, he has managed to keep his global brand at the top by fusing that effortless appeal into streamlined silhouettes. On the occasion of his blowout One Night Only NYC event, we dove deep into Armani's archives to see just how the Maesto's iconic tailoring has maintained must-have status for almost four decades.