In 2005, Scott Schuman transformed fashion photography forever when he founded the blog The Sartorialist. The idea was simple: to open a dialogue between fashion and daily life, by shooting locals in public spaces. But in the lineage of Bill Cunningham and August Sander, that unpretentious, radical emphasis on “real people”—off the runway, out of the studio—elevated people-watching to an art and street style to high fashion, long before Instagram. In Milan, Schuman found a muse dressed for the task.