There are certain things that people like Anna Wintour just do not do. Like eat, sleep or go to the bathroom. Waiting in line is one of these things. It just doesn’t happen. Or so we thought. But Wintour was snapped waiting in line to see “The September Issue” [again] over the weekend. And not only was Madame Wintour waiting in line just like a common peasant, she was also wearing jeans, a t-shirt and flats. [Gawker]

Really, there are so many things wrong with this picture that the mind reels. If she weren’t wearing the signature glasses and a bob so severe that it must be intended to dole out paper-cut-esque injuries to those who get too close, we might think that was a clever impersonator. But, apparently, the movie is well worth the wait and it brought in enough viewers to make it the fifth most successful documentary opening, umm, ever. Have you seen it yet!?

Yes, summer is ending and it’s time to retire the flip-flops. Tragedy. Thankfully, there are several promising movies coming out this week, and they’re a great way to distract yourself from the fact that beach visits and hungover work days will quickly become a ghost of your past. Back to the grind, to the wool sweaters, to raking leaves, and making soup. But forget all about those things because this week “Taking Woodstock” will revoke the summer of love; “The September Issue” will remind you that fall means shopping; “My One and Only” will make you thankful you’re not George Hamilton’s mom, and “Fifty Dead Men Walking” will make you happy the ‘80s are over. Now go choose your own adventure!

Vogue editor-in-chief Anna Wintour was on “The Late Show” last night to promote “The September Issue” and she was everything I expected and more. She trotted out in her signature sunglasses, didn’t let Letterman intimidate her in the slightest, and, perhaps unexpectedly, she was funny! She poked fun at Dave’s socks and sincerely seemed to suggest he buy Thom Browne suits, with their cropped pant leg, so he could show them off, and despite a reputation for being completely unapproachable, she was actually quite self-deprecating. Check out the interview above!

As I said before, there might not be a point in going to see “The September Issue,” since so many clips from the documentary are available online. But you’ll find me at the movie theater on Friday night, when the movie comes to NYC, especially after watching the above clip in which fabulous editor-at-large André Leon Talley shows off his Louis Vuitton-Damon-Dash-Ralph-Lauren-Piaget tennis ensemble. [via NY Mag]

“She’s been doing this for so long, surrounded by men. [...] There’s absolutely a feminist aspect to her. I think a lot of the attacks against her are misogynist. Men in business are totally cutthroat and nobody says bad things about them for it.”

—Model Elettra Wiedemann on “feminist hero,” Vogue editor-in-chief, and “The September Issue” star Anna Wintour [The Cut]

Despite the fact that there are entire scenes in “The September Issue” which involve Anna and her cronies criticizing Sienna for being “toothy” (among other flaws) and plotting ways to Photoshop her image for the cover, last night at the premiere they buddied up for a pap shot on the red carpet. Note: Sienna is not flashing her famous grin. [8/19/09, NYC]

By the time “The September Issue” comes to New York Aug. 28, the entire documentary will be available in bits and pieces on the internet. Two new clips have just been released: one (above) with an editor freaking out about Sienna Miller’s wig not working for the cover shoot, and another (after the jump) of creative director Grace Coddington dressing a model for a photo shoot and talking about how she is the last stylist to buckle models’ shoes.

While some have wondered whether this Vogue documentary will make editor-in-chief Anna Wintour look bad, I worry about how Sienna Miller will deal with the film. Normally, celebrities don’t know exactly what goes into making them look good enough for glossy magazine pages, but the doc shows photographers, hairstylists, and editors focusing on her flaws. It’s no fun having people call you “teeth-y” and talk about your fillings. [via Racked]

Frosty Vogue editrix-in-chief Anna Wintour is slated to yuk it up with David Letterman on his late night show. Why would her Highness deign to gift Dave with her presence? To promote “The September Issue,” a new documentary that chronicles Wintour’s preparations for the massive September 2007 issue of Vogue, following the fashion legend as her team of editors brainstorm, style shoots, and meet with designers.

Could Letterman bring out Wintour’s supposed fun, coquettish side? If he can’t do it, no one can. Set your TiVos for Monday, August 24. [The Cut]

Sienna Miller has a few “spots” that could use a bit of a makeover, or so says famed fashion photographer Mario Testino. We’ve all heard how her head was famously Photoshopped onto a different shot of her body for Vogue‘s 2007 September issue. Now, actual video clips of Mario Testino from R. J. Cutler’s documentary, “The September Issue,” (out August 28th!) have surfaced in which he explicitly points out every single thing on her that “needs” to be Photoshopped. [Defamer]

RJ Cutler’s Vogue documentary, “The September Issue,” comes out in New York at the end of August (when the Sept. 2009 issue will be hitting newsstands). After watching the trailer last month, we’ve been obsessed with Anna Wintour’s clever, biting style of criticism and can’t wait to hear more along the lines of, “This type seems so large and pretentious. It looks like it’s for blind people.” Until then, we’ll settle for these new ringtones. While Anna would never in a million years call us, the “Anna Wintour’s office” ring makes it sounds like her people are calling us! We’ve never felt so important in our lives. [Facebook/The September Issue]