Esquire magazine has an archive of their covers since 1933. It’s really interesting to mouse through the gallery and see the evolution of the designs. My favorites are from the 1950s, lots of collage, the introduction of attractive women on the covers and a great graphic sense. A sample of my favorites below:
January 1953
May 1953
July 1953
August 1953
August 1954
July 1959
December 1959