"Preppy” was mainstreamed in the early 1980s. It became self-aware which, as with a precocious five- year-old who one day realizes they can manipulate adults with their smile, or Skynet, didn’t bode well.
But there was a time before “Preppy,” the chronicling of which should not be left to the sharp elbowed (with ChatGPT and Google Image search).
For example, L.L. Bean.
My parents had shopped at L.L. Bean before I was born. My father would hop into his Black 1952 MG TD with its red leather seats, and along with his father, head up to the Maine coast in pursuit of their duck shooting and grouse shooting kit, including from Beans. Our house was littered with what are now called Bean Boots. We called them pacs.
As long as I can remember, I have been joining on pilgrimages to Beans.