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The 15 Best September Covers Of Vogue Under Anna Wintour's Reign

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From top models to top models with lots of celebs in between!

Since Anna Wintour's been at the helm, the American version of Vogue's been more popular and relevant than ever!

And the September issues have only become a bigger and bigger deal as a result!

Here, we take a look back at some of Anna's most memorable September covers since she took over as editor-in-chief in November of 1988!

Check 'em out …AFTER THE JUMP!!!

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Vogue Italia Crushes American Vogue With FIFTY Top Models On Its September Cover!

vogue italia september 2014 cover

You've been outdone, September cover of Vogue!

Vogue Italia's 50th anniversary issue has noted your model foldout cover and raised you fifty! Fifty top models, to be exact!

The massive foldout features iconic supermodels like Naomi Campbell, Christy Turlington, Linda Evangelista, Miranda Kerr, Adriana Lima, and Karlie Kloss!

That's only the tip of the iceberg though! Other notable models on the glossy's front include Joan Smalls, Coco Rocha, Candice Swanepoel, Amber Valletta, and Jourdan Dunn!

It's a veritable feast of legendary beauties!

Of course, there are some notable big names missing, like Gisele Bundchen, Cindy Crawford, Kate Moss, and Tyra Banks, but we're sure scheduling conflicts were to blame.

We are actually extremely impressed that the editors were able to corral even this many major models at all!

That must've taken a crazy amount of planning and prep! AH-Mazing!

[Image via Steven Meisel/Vogue Italia]

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Vogue Enlists Gigi Hadid To Honor Anna Wintour Through This Awesome Tribute! See It HERE!

| Filed under: Fashion SmashionModelsAnna WintourVogueNostalgia

gigi hadid recreates michaela bercu vogue cover

Oh, nostalgia! We can't get enough of you!

There's really no escaping the past these days. What with all the 90s listicles and #throwbackthursday posts, the past practically feels like the present on some days!

Which only makes Gigi Hadid's recent recreation of Anna Wintour's first-ever Vogue magazine cover (above) even more relevant!

The mag selected Gigi for the tribute of the November 1988 edition to not only honor Anna, but to celebrate the relaunch of their website!

The 19-year-old is styled just like model Michaela Bercu on the original cover in a jeweled sweater and blue jeans, and it helps that, with her flowing, wavy locks and golden skin, she also resembles Michaela quite strongly!

Michaela herself gave it a thumbs up on her Instagram!

What a flawless tribute!

[Image via Sean Thomas/Vogue Magazine Instagram]

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Anna Wintour Gets '$200,000 A Year' To Spend On Clothes, But Is That Really So Much? We Break It Down For You HERE!

| Filed under: Fashion SmashionAnna WintourVogueAlexander McQueenDiane von FurstenbergPradaChanelOscar de la RentaBottega VenetaCrazzzzy

anna wintour vogue clothing allowance

The Devil wears really expensive Prada!!!

According to new reports, Anna Wintour has a $200,000 yearly clothing allowance from Vogue magazine. Some people dream of saving up that much after years of hard work, but for La Wintour that's just a style stipend!

Of course, should we really be surprised? Obviously, the woman has to have the latest and greatest fashions as the editor-in-chief of the most prestigious fashion magazine in the world.

But, the funny thing is, we don't even consider that to be very much at all!

Think about it: Anna's clothes rarely cost less than $1,000 per dress, and when she wears couture or fur, the numbers are simply astronomical!

We did some digging and found approximate prices of some of the outfits she's worn in the past year. Let's take a look …AFTER THE JUMP!!!

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Kendall Jenner Lands In Vogue's September Issue! She Just Keeps Moving Up!

| Filed under: Fashion SmashionModelsSpread 'EmVogueAlexander WangKendall Jenner

kendall jenner vogue september 2014 issue

What a pleasant surprise!

We certainly didn't expect to see Kendall Jenner in the all-important September issue of Vogue magazine, but here she is!

And giving fierce face, too!

Dressed in all Alexander Wang, the 18-year-old models how to properly wear a scarf.

Exciting!

Anyway, we guess it's only a matter of time before she gets a spread or even a cover or both at the same time!

She must've really bonded with Anna Wintour that one time.

UPDATE: The HQ photo is now available for your internet delight in the gallery (above!)

[Image via Fashionista]

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