I broke my own personal style rule of “no flip-flops in the city” last Friday when I slipped on my prep school standby, Rainbow sandals. I was heading to the beach anyway.

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SHIRT: Brooks Brothers Black Fleece // PANTS: Brooks Brothers // BELT: John Varvatos {similar} // FLIP FLOPS: Rainbow // WATCH: Hermès // BAG: LL Bean // SUNGLASSES: Oliver Peoples