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    1. Celebrity
    2. Royals

    Royal Experts Share the Unexpected Reason Princess Diana and Carolyn Bessette-Kennedy Lived "Very, Very Similar Lives"

    "Her fights with the paparazzi during that period were notorious."

    Amy Mackelden's avatar
    By Amy Mackelden
    Published 25 August 2025 In News

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    John F. Kennedy Jr. and Carolyn Bessette-Kennedy
    (Image credit: Getty Images)
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    Throughout her life, Princess Diana was forced to deal with intense press intrusion and being hounded by the paparazzi. Now, a new documentary has revealed the ways in which Princess Diana and Carolyn Bessette-Kennedy's lives were alike, especially as they both faced huge media pressure on a daily basis.

    In CNN's new docu-series, American Prince, experts weighed in on John F. Kennedy Jr. and Carolyn Bessette-Kennedy's lives, which included comparisons to the British Royal Family. John's friend and colleague, Gary Ginsberg, revealed in the documentary (via Us Weekly), "Princess Diana was living that struggle [with the paparazzi] so publicly, her fights with the paparazzi during that period [were notorious]."

    Ginsberg continued, "I'm sure Carolyn was watching it and feeling like she was the American version of it. It probably just increased her sense of isolation and frustration."

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    John F. Kennedy Jr. and Carolyn Bessette-Kennedy

    John F. Kennedy Jr. and Carolyn Bessette-Kennedy in 1996.

    (Image credit: Getty Images)

    Royal biographer Tina Brown also appeared on the documentary, and suggested that Diana and Carolyn lived "very, very similar lives." Brown explained, "The actual reality of living [with the media firestorm] was something that came with so much pressure and so much ugliness."

    Discussing the array of similarities between the former Princess of Wales and the Kennedys, Brown said, "[John] was like the number one pin-up of the world and, I guess, only Princess Diana comes close in terms of the star power that he carried around."

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    According to Brown, during a private lunch with Diana, the royal revealed her hope "that [Prince] William can turn out to be as smart about the press as John Kennedy Jr.'"

    Prince Charles and Princess Diana leaning on a bench at Balmoral wearing sweaters

    "The actual reality of living [with the media firestorm] was something that came with so much pressure and so much ugliness."

    (Image credit: Getty Images)

    The royal biographer also noted, "Diana understood that there was no shucking off of the responsibility. They were the most famous people in the world, so there was very much a parallel."

    Marie Claire Newsletter

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    As two of the most famous women in the world in the '90s, Diana and Carolyn were, unfortunately, both forced to navigate some incredibly challenging situations.

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    Amy Mackelden
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    Weekend Editor

    Amy Mackelden is the weekend editor at Marie Claire, where she covers celebrity and royal family news. She was the weekend editor at Harper’s BAZAAR for three years, where she covered breaking celebrity and entertainment news, royal stories, fashion, beauty, and politics. Prior to that, she spent a year as the joint weekend editor for Marie Claire, ELLE, and Harper's BAZAAR, and two years as an entertainment writer at Bustle. Her additional bylines include Cosmopolitan, People, The Independent, HelloGiggles, Biography, Shondaland, Best Products, New Statesman, Heat, and The Guardian. Her work has been syndicated by publications including Town & Country, Good Housekeeping, Esquire, Delish, Oprah Daily, Country Living, and Women's Health. Her celebrity interviews include Jennifer Aniston, Jessica Chastain, the cast of Selling Sunset, Emma Thompson, Jessica Alba, and Penn Badgley. In 2015, she delivered an academic paper at Kimposium, the world's first Kardashian conference.

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