The meeting between Princess Diana and Michael Jackson at Wembley Stadium in July 1988 remains an iconic moment, one that transcends time and speaks to the deep human connection between two global superstars. It wasn’t just a fleeting encounter between celebrities—it was a meeting of kindred spirits, each navigating the pressures of unparalleled fame and a shared commitment to making the world a better place.
Diana, beloved as the “People’s Princess,” attended Michael Jackson’s Bad tour concert alongside Prince Charles, as part of a charitable event for the Prince’s Trust. It was the only time the two legends met in person, and while their backstage encounter was brief, it was filled with warmth, mutual respect, and a surprising twist.
Michael, nervous and eager to make a good impression, had removed his song “Dirty Diana” from the setlist, concerned it might be too controversial for a royal audience. The song, about a relentless groupie, seemed inappropriate for such an esteemed guest. But when the two met backstage, Diana immediately asked him about it. To his surprise, she laughed and told him it was her favorite song. “Are you going to perform it?” she asked playfully. Encouraged by her lighthearted enthusiasm, Michael included “Dirty Diana” in his set, thrilling the princess with his bold choice.
Their meeting wasn’t just a passing moment; it was a gesture of affection and genuine care. Michael gave Diana’s sons, Princes William and Harry, miniature Bad tour jackets—an act that spoke volumes about his admiration for her as a mother. During the concert, Diana was seen dancing with abandon, fully immersed in the joy of the moment, while Prince Charles remained stoic in his seat—an image that didn’t escape notice.
Though their time together was limited to that evening, the bond between them deepened in the years that followed. Michael later revealed in interviews that Diana often called him late at night, seeking solace from the weight of her public life. “She would call after three in the morning, and we’d talk for hours,” he said, describing their conversations as a lifeline for both of them.
Continue reading on next page…