From JFK’s allegedly hat-less inauguration to Jackie’s pillbox hats, the Kennedys have always had a distinct style. But the type of fashion they’re most known for is the “classic” New England look you’re already picturing. In a word: Preppiness. We’re joined by Avery Trufelman, the host of the podcast ‘Articles of Interest’ whose 2022 series ‘American Ivy’ explored the history of preppy fashion, to investigate.

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