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Phoebe Caulfield is one of the more underappreciated characters in literature. Although Catcher in the Rye focuses on the exploits and development of Holden, much of his character is based on his relationship with his younger sister. In fact, his entire fantasy about catching children “in the rye” is centered around his desire to protect her and childlike innocence in general. Phoebe, when contrasted with her older brother, is far more mature than he and sees him as an idealistic and misguided young adult. Eventually, Holden learns from her judgement of him as he reluctantly grapples with adulthood. They’re both well-born kids of Manhattan, but the strike me as cooler than your average Dalton or Spence student. Phoebe definitely would’ve grown up to run shit, and been more into The Bell Jar than Gossip Girl. In conclusion, the Caulfields dominate.

1. Buffalo plaid is big in this crowd.

Coat by Michael Kors, dress by Chloe, shoes by Derek Lam

2. Holden, you’re crazy, I like you, but you’re crazy.

Coat and skirt by by Altuzarra, shirt by Band of Outsiders, boots by Fendi

3. Hanging out on a cliff, near that rye.

Coat by Billy Reid, shirt by Creatures of the Wind, skirt by Carven, shoes by Altuzarra

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