Ladies, locate your tennis skirts. Gents, dig up those Nantucket red pants. The New York Times and The Awl have called it: Preppie chic is back. We’ve seen this coming since Vampire Weekend hit the indie big-time back in 2007 and, frankly, have been trying the head it off at the pass ever since. But sometimes, when you can’t beat a trend, you just have to revel in it. So, in celebration of all things square and Country Club-approved, we have created a handy guide to the top 40 (get it?) most culturally relevant preppies. Let us know who your favorite popped collar-wearing Young Republican (or, as it turns out, Democrat) is in the comments.
4. Robert Chambers, “The Preppie Killer”