“I Read In The New York Times This Week That I’m An Ice Queen…”

She’s fierce, fearless, and probably terrifying to work for, but yesterday Anna Wintour stepped out of her comfort zone and did something that seemed to make even her a little nervous: late night television.

Anna appeared on the Late Show with David Letterman wearing a black and white floral print dress, the necklace we discussed previously (she’s a consistent one), and a bob so perfectly coiffed that it looked like a wig (it wasn’t). Despite protesting the “ice queen” and “alien from district nine” labels, Ms. Wintour didn’t do much to shake that impression.

Her fleeting smiles seemed a bit strained, but I suppose that could be a side effect of her, err, beauty regimen as opposed to her disposition.

Watch it here, and prep for your next late night interview with our celebrity sunglasses and jewelry guides. To get even more Anna, check out our full coverage of The September Issue.