John F. Kennedy Jr., the son of the 35th President of the United States, was known for his exuberance and sometimes extravagant lifestyle during his youthful years. His social life was a focal point of media attention as he was frequently seen at high-profile events, parties, and gatherings. The late lawyer’s impeccable taste in clothing and grooming, coupled with his high-profile relationships with prominent actresses such as Daryl Hannah, Pamela Anderson and Brooke Shields, also constantly put him on the media’s radar.
During the summer of 1995, JFK Jr. and Princess Diana had a 90-minute meeting discreetly arranged in the luxurious confines of the Carlyle Hotel in New York City. Despite their worldwide fame and the constant scrutiny of paparazzi, the two prominent figures managed to orchestrate their secret rendezvous, which fueled much speculation from tabloids and columnists about the purpose and content of their meeting.
In an interview with People magazine, RoseMarie Terenzio, Kennedy Jr.’s executive assistant at the time and who was present with him on the day, shared a detailed account of the famous meeting, stating that Kennedy had the objective of persuading Diana to grace the cover of his magazine, George. “We had to draw all these cover ideas up,” she told the news outlet, “and he took the drawings over to the Carlyle Hotel to meet her.”
The executive assistant further stated that Kennedy was fully aware that the media would catch the scent of the news. “I remember him saying, ‘There’s no way someone is not going to leak it. There’s going to be paparazzi everywhere,'” Terenzio admitted to People magazine. “Someone suggested he go in disguise and I said, ‘That’s ridiculous. You’re not doing that!'”
In the memoir JFK Jr., George & Me, authored by Matt Berman, the creative director for the magazine, Berman shared intriguing insights about Kennedy’s thoughts about Princess Diana. “He was very careful what he said,” Berman noted. “The one funny thing he said was, ‘She’s got a great pair of legs.'”
Berman further stated in his book that the two had a lovely discussion. “I do remember him saying, ‘She’s really tall!’ He also said she was very shy. He was surprised at how demure she was. I think they had both met Mother Theresa, so they spoke about that. And he said how lovely she was,” the creative director detailed.
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