When JFK Jr. and Princess Diana met in the summer of 1995, they were two of the most famous people on the planet.
At the time, John was trying to convince Diana to pose for 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,” said Matt Berman, George magazine creative director who made the sketches.
The meeting took place in Diana's suite and lasted for an hour and a half.
“He wanted to do a respectful piece,” RoseMarie Terenzio, John's executive assistant recalls. She accompanied him that day to the hotel and the two were able to avoid the press simply by walking in the front door of the esteemed hotel.
“All the press was on the side door!” recalls Terenzio with a laugh.
The meeting did not go in John's favor Terenzio said, “She wrote John a note that said, 'Thank you so much, but not right now.'”
JFK Jr. did tell his George colleagues after their meeting. “He was very careful what he said,” recalls Berman. “The one funny thing he said was, ‘She’s got a great pair of legs.’ “
After meeting with the famous Princess, Terenzio said JFK remarked "“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.”
But that's not all that was suspected to have happened at the meeting.