Once the Ivy League Look gained popularity during the silver age of the ’50s, Main Street clothiers used the term as an advertising buzzword. Needless to say, Brooks Brothers and J. Press never had to resort to the term, and in fact dismissed the term “Ivy League” with mild scorn, as they’ve always done with every popular term applied to their clothing.

This Taylor-Made shoe ad lays it on pretty thick. As if the term “Ivy League” didn’t carry enough weight, the copywriter further drives the point home with “aristocracy” and “patrician.”

The ad dates from 1955, well before the world was turned upside-down in the late ’60s, when it became cooler to identify with the peasantry than the aristocracy.

But Taylor-Made knew how to play to both sides. This 1953 ad shows it could appeal to radicals in penny loafers. Vive la revolution. — CHRISTIAN CHENSVOLD