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With the new Love Story TV series bringing renewed attention to Carolyn Bessette-Kennedy, this episode takes a closer look at the IT woman of the 1990s. Who was Carolyn beyond the minimalist fashion, paparazzi frenzy, and “ice queen” media narrative? We break down what the show gets right - and what it fictionalizes - and dive into the influence of The Rules and whether Carolyn consciously embodied its philosophy, the role of the Kennedy Curse in shaping public perception, and the unexpected Sex and the City drama tied to her image and reputation.

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