The uniform once associated with the New England elite has gone global—and modern. With fashion designers both here and abroad riffing on boarding-school basics, it's never been cooler to channel Holden Caulfield.

The Playlist
The Kinks: "The Village Green Preservation Society"
Pulp: "Common People"
Kanye West: "School Spirit"
Vampire Weekend: "Campus"
Chester French: "She Loves Everybody"

The Reads
If you don't know your Weejuns from your Quoddys, check out these blogs, which obsess over the finer points of preppydom so you don't have to:

Paramount Television/Courtesy of Neal Peters Collection
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