If you didn’t have the opportunity to see Anna Wintour, editor-in-chief of Vogue on the Late Show with David Letterman last night, take a moment to watch the clip above.

A few of my observations during Wintour’s interview:

• At 12:10 a.m. she walked onto set wearing her trade mark sunglasses. Momentarily I thought, “Is she going to do the interview with her sunglasses on?” Then she took them off a few seconds later. Thank god!
• Wintour didn’t look very pleased when Letterman brought up the film The Devil Wear Prada and implied there was some truth based in its interpretation of her as a  ****  (uncuddly person). Hmm… I wonder why?
• Her answers were definitely scripted and sounded robotic. I’m sure somewhere backstage her publicist was extremely nervous twisting his/her fingers praying for it to go smoothly.
• Wintour’s personality came across as flat and awkward.
• Did you notice the tiny white microphone to match her dress? I did.

Favourite quote by Wintour: “Vogue is not only run by senior citizens.” HA!

FINALLY! A date for the screening of The September Issue has been set for Toronto, as announced by veteran fashion journalist, David Livingstone who had the very fortunate opportunity to preview the movie on Tuesday. See his review of the film in the Toronto Star here.

So ladies and gentlemen mark October 23, 2009, in your fashion calendar and let the count down begin – 77 days to go.

To wet your appetite in the meantime, Anna Wintour is scheduled to appear on the Late Show with David Letterman on Monday, August 24, to promote the film. This should be very interesting to watch since she has always been selective about whom she meets with from the media. The interaction between Wintour, Letterman and the studio audience will yield some interesting answers and reactions… from the viewers of course.

Anna Wintour on 60 Minutes: this interview was taped months ago but it compliments the upcoming première of The September Issue in Toronto and this blog post. What is interesting to observe is Morley Safer’s interview of Wintour as he prods at the rumours and gossip surrounding Wintour and the work environment at Vogue, hoping to extract a juicy tidbit or two from her answers. In true Wintour style, she evades and coyly answers Safer’s gossip focused questions responding with calm clarity and truth. It is apparent Safer doesn’t understand the fashion industry and he’s equally lost when he accompanies Wintour to the prêt-a-porter (ready-to-wear) shows looking perplexed as models sashay down the runway, or it could be he’s not accustomed to seeing so much breast and bum on public display.

Watch CBS Videos Online

Anna Wintour clips and outtakes (60 Minutes): I certainly can’t forget to give you a chance to watch the outtakes that didn’t make the final cut of the interview with Safer. Below are a few of my favourite clips. Enjoy!

Anna on Fur Anna on Vogue Anna on Art and Beauty

(Videos from CBS)