Princess Diana and John F. Kennedy Once Had a Secret Meeting Before Their Deaths

Did you know Princess Diana and John F. Kennedy Jr. once had a secret meeting in NYC before their respective deaths? Two of the world’s most famous faces surprisingly got together at the Carlyle Hotel back in the summer of 1995 — and now, JFK Jr.’s closest confidants are opening up about the People’s Princess and the political figure’s fascinating sit-down.

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At the time, John met with Diana because he wanted the royal to appear on the cover of his political magazine, George. “We had to draw all these cover ideas up, and he took the drawings over to the Carlyle Hotel to meet her,” George magazine creative director Matt Berman recently told People. The duo’s sit-down reportedly took place in Diana’s suite at the hotel and lasted for about an hour. “He was very careful what he said [afterward]. The one funny thing he said was, ‘She’s got a great pair of legs,'” Berman continued.

Diana leaving the Carlyle Hotel in NYC in 1995. (Photo Credit: Getty Images)

“I do remember him saying, ‘She’s really tall!’ He also said she was very shy. He was surprised how demure she was. I think they had both met Mother Theresa so they spoke about that. And he said how lovely she was,” John’s former executive assistant and close friend RoseMarie Terenzio recalled.

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Ultimately, Diana decided it wasn’t the best time to pose for John’s George cover. “He wanted to do a respectful piece, [but] she wrote John a note that said, ‘Thank you so much, but not right now,'” Terenzio said.

Just two years after their meeting, Diana tragically died at age 36 in an August 1997 car accident in Paris. On July 16, 1999, JFK Jr. and his wife, Carolyn Bessette-Kennedy, were similarly killed in a plane crash while flying over the Atlantic Ocean. John was just 38 years old at the time.

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