Princess Diana and Michael Jackson met just once, backstage at his 1988 Bad tour concert at Wembley Stadium. Diana, a fan of his music, encouraged him to perform “Dirty Diana,” despite his initial hesitation. Michael gifted her two miniature tour jackets for Princes William and Harry, reflecting their mutual admiration.
Their bond deepened through shared experiences with media scrutiny and charitable causes. Michael confided that Diana often called him late at night, and his former bodyguard claimed he was “in love” with her.
When Diana tragically died in 1997, Michael was devastated, fainting upon hearing the news and postponing a concert. He later honored her at a Los Angeles memorial, calling her “one of the sweetest people I’ve ever known” and recalling their connection over the pressures of fame.