One day at my local thrift shop I came across the 1997 book “All American” by Tommy Hilfiger. It only has a few pictures worth presenting, which is fine, since it only cost a buck. So let’s jump in.
In the shot below there’s great contrast between the formal and informal, as a pinned club collar is played against a sweater, cream socks and loafers:
Weejuns are shoes for knocking around in, not obsessing over every little scuff. Photo by Cornell Capa, 1958:
Hilfiger could serve as the very personification of the rapid fall in popularity of the Ivy League Look. The book includes a section on Ivy style, with Hilfiger saying it’s what he and all his friends wore as youths. Below is his high school yearbook photo from 1967.
A few years later, with a budding career in fashion and a rapidly changing social landscape, he would look very different. — CC