WATCH: Anna Wintour to Letterman: "I'm An Alien, Remember?"

08/25/2009 at 09:35 AM ET

With Madonna‘s “Vogue” playing in the background and her signature dark sunglasses in place, Vogue’s infamous and iconic editor-in-chief brought high fashion to late night television with her first appearance on The Late Show With David Letterman. Anna Wintour took the hot seat to discuss the much-anticipated documentary The September Issue, which follows the Vogue staff as they put together the 840-page September 2007 issue with Sienna Miller on the cover. After gently ribbing Letterman about his socks and recommending that he look into cutting-edge menswear designer Thom Browne, Wintour settled into a chat about fashion, her persona and affordable fashion in these difficult economic times. Wintour showed her playful side by commenting that according to last week’s NY Times, “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?” She got more serious while discussing Fashion’s Night OutVogue and the CFDA’s huge N.Y.C-wide retail event on September 10 meant to create excitement over shopping and boost sales. And while most pieces in Vogue might be out of the average girl’s budget, Anna insists “what’s wonderful about fashion today is that it’s available to so many different people at so many different prices.” So if you had just $20 to spend on fashion, asked Letterman, how do you spend it? Anna says, “Well, you could buy lipstick.” Count us in. Tell us: What do you think of Anna Wintour’s appearance on The Late Show?

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Showing 14 comments

Leigh on

I thought she was very funny and handled the pointed questions about her work style with aplomb. So what if she has a hard work style and is direct on her expectations. She gets the work done and with defined success.

g8torgirl on

She’s a bit rough, tough and somewhat over confident. There’s got to be a soft spot in her persona somewhere, maybe it’s her brain? I much preferred Meryl Streep’s character to her.

kim on

she’s great….people just don’t understand what hard work is and that there are people that do work hard at things they love….

Trish on

I don’t know this woman personally, and its okay to enjoy fashion…it is fine that she is passionate about it. The thing that irks me is you can sense that she treats fashion like the ‘golden cow’. When there are so many important things to concern ourselves with in this world – environment, children suffering, etc., it is hard to see ‘depth’ in someone with her values – sorry, but she strikes me as shallow. It is sad to think this woman chooses to idolize what she does because she is clearly intelligent, has money and can do so much good in this world. Whereas some people in the fashion industry care about more than fashion, she doesn’t appear to. Also, she lacks compassion – demanding hard work is one thing, but not understanding that people go through periods in their life where other things may take priority is a problem. Maybe her persona is different from who she really is, but something tells me that this woman really values what is on the outside and cares little for anything profound.

Gloria on

I totally love her! She’s simply heavenly! But I’m not sure if I would love to work for her. ;o)

Susan Lewis on

I give her credit. She dressed and behaved like a lady, an ageless lady; Not like she thinks she’s still 21, not like she’s 101, not like she can’t wait to fall out of her clothes. She sat up properly, and spoke as though she spent some time in school, actually studying. Every female of all ages ought to download that clip. That is how you conduct yourself with self respect.

A True Texas Gal on

She is who she is….

Jill Parsons on

I can’t wait to see this film!!!!!!!!!!!

GEP on

She’s great, a little skinny. She could use a good meal or two, but I guess she has more important things to do than eat.

Susan on

With $20 you can buy a lipstick? This woman is so out of touch with reality and what the economy is doing these days. Forget fashion, try to pay the bills!

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