Madonna and Prince: The Royalty Tour (2010s)
One of the more surprising tidbits to emerge in the wake of Prince's untimely demise was the revelation that Madonna and the Purple One had once entertained the possibility of a joint tour. According to an April 21st, 2016, Instagram post from Guy Oseary, Madonna's manager, he had pitched the concept to both artists a few years before Prince's death. Madonna was immediately on board with the idea; "I like it," she told Oseary. "We can call it the Royalty Tour ... the Queen and the Prince." Prince, however, wasn't completely sold on it. "The world isn't ready for this," he told Oseary. "It's too big."
The pairing of the two pop icons – who briefly dated in the mid-Eighties, and later collaborated on two tracks from Madonna's Like a Prayer album – would have undoubtedly been a major event. "I always felt that one day we would pull it off," Oseary wrote. Sadly, it was not to be.