The American Vogue Editor-in-Chief, wearing a Carolina Herrera dress and her trademark sunglasses, coolly strutted onto David Letterman's stage on last Monday night's The Late Show. Once sat, Wintour joked with Letterman over his socks, suggesting that he visit Thom Browne, famous for focusing on socks with high trouser hemlines.
It seemed Letterman had no comprehension of just how big a deal it was to be talking to the queen of fashion, as he openly admitted not knowing much about Vogue and casually flicked through the September issue on his desk. Although, he did go on to ask: "You are bigger than what you do for a living. Is that a fair assessment?" showing at least some recognition of her reputation. Wintour replied: "I read in The New York Times this week that I'm an ice queen, I'm the Sun King, I'm an alien fleeing from District 9 and I'm a dominatrix. So I reckon that makes me a lukewarm royalty with a whip from outer space. What do you think?"