Can't let a 20's weekend pass without mentioning Jospeh Christian Leyendecker (who worked in many other decades too, from the 1900s to 1940s). He defined the well-dressed man of the era and the youthful masculinity so common in the first third of the century.
http://www.collectorsweekly.com/articles/the-perfect-american-male/ http://jcleyendecker.tumblr.com/http://www.wingsartistspotlight.com/the-art-of-j-c-leyendecker/http://www.tumblr.com/tagged/kuppenheimer http://www.goodreads.com/book/show/3753634-j-c-leyendeckerhttp://historicromance.wordpress.com/2010/07/25/in-honor-of-j-c-leyendecker/ *a Batman tie-in! amazing!
He did most of the early Arrow shirt collar ads, often using his partner Charles Beach as the model.
He did most of the ads for Kuppenheimer clothes.
and many covers of the Saturday Evening Post, probably even a few you thought were Norman Rockwell's.
and some that clearly were not ;D