Harry Styles became 's first-ever solo male cover star — notably in a dress — the milestone remains a point of contention for Billy Porter. In a new interview with, Porter — who has become an icon of gender-bending style — once again calls out the historic cover and the people responsible for it, including Editor-in-Chief Anna WintourAt a Q&A with Wintour in front of Condé Nast staff months before the cover's release, she asked him an unexpected question, Porter recalls to. “That b**ch said to me at the end, ‘How can we do better?’ And I was so taken off guard that I didn’t say what I should have said," he tells.