Hey there, let me tell you a story that feels like it’s straight out of a Hollywood movie. Back in the summer of 1995, two of the world’s most iconic figures—Princess Diana and John F. Kennedy Jr.—had a secret meeting at the Carlyle Hotel in New York City. This wasn't just any casual hangout; it was a moment that would later be revealed by those closest to JFK Jr. Imagine the intrigue: two global legends sitting together in a hotel suite, discussing life, love, and even politics. But why were they meeting, and what did they talk about? Let’s dive deeper.
A Royal Encounter That Shook the World
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Now here's the scoop: John F. Kennedy Jr. wasn’t just a political figure; he was also the creative force behind his magazine, George. He had big plans for its cover, and who better to feature than Princess Diana? So, he sketched out some ideas and personally delivered them to Diana at her suite in the Carlyle Hotel. This meeting wasn’t just a quick chat—it lasted about an hour. And according to George magazine's creative director, Matt Berman, JFK Jr. was cautious about what he shared afterward. But he did drop one memorable line: "She’s got a great pair of legs," Berman recounted with a chuckle. Classic JFK Jr., right?
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Here’s Princess Diana leaving the Carlyle Hotel in NYC back in 1995. (Photo Credit: Getty Images)
What Did They Really Talk About?
According to RoseMarie Terenzio, JFK Jr.'s former executive assistant and close friend, John came back from the meeting with some interesting insights. "She’s really tall!" he exclaimed, which might seem like a small detail but speaks volumes about their first impressions of each other. He also mentioned how incredibly shy and demure Diana was. "I think they bonded over their shared admiration for Mother Teresa," Terenzio added. It sounds like they connected on a deeper level, discussing topics that transcended their public personas.
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Why Didn’t Diana Pose for the Cover?
In the end, Princess Diana decided it wasn’t the right time to grace the cover of George. Terenzio revealed that Diana wrote John a heartfelt note explaining her decision: "Thank you so much, but not right now." It’s clear that even though she appreciated the gesture, she felt it wasn’t appropriate at that moment. Sometimes, timing is everything, isn’t it?
Fast forward just two years later, and both Diana and JFK Jr. tragically passed away under heartbreaking circumstances. In August 1997, Diana died at the young age of 36 in a car accident in Paris. Then, on July 16, 1999, JFK Jr., along with his wife, Carolyn Bessette-Kennedy, lost their lives in a plane crash over the Atlantic Ocean. He was only 38 years old. Their stories remind us of the fragility of life and the lasting impact they left on the world.


