Anna Wintour Sightings

Friday marks the release of the Vogue documentary, The September Issue, something I've been obsessed with for months. Editor-in-chief of the world's definitive opinion on fashion, Vogue magazine, Anna Wintour rarely talks to the media. That's precisely why when I heard she was going to be making an appearance on Letterman, I hyperventilated into a paper bag for a good fifteen minutes.

Wintour sat down for a rare interview with 60 Minutes earlier this summer, so it seemed unlikely the Devil Wears Prada-inspiration would be making use of the media circuit. Alas, the queen showed up to the show last night, looking fabulously icy. The entrance was priceless, as she walked in wearing her signature shades. Rumor has it producers requested she not wear them. Telling Anna Wintour what to do is like, well, telling Ahmadinejad what to do -- you just don't.

Surprisingly, Wintour was overall a lot more personable than one would expect. She smiled several times, though one can imagine she practiced that ahead of time. (Is this a smile? How about now? Ugh, where the hell is my coffee!?) The best parts of the interview are where she bites back, even threatening to put Dave in a headlock. Essentially what could have been a disaster has probably just exponentially increased the number of little girls and gay boys who will pursue a fabulous (read: dying) career in fashion journalism.

In other news, Wintour and her husband were spotted at the Astor Place Starbucks this morning, which is one block away from my apartment and therefore basically makes us best friends.

--GREGORY MILLER

Previously > New Clips From The September Issue