From the Vogue Archive: Keira Knightley’s Wicked Adventure to High-Fashion Oz

The Wizard of Oz speaks to a deep, archetypal longing: to explore the unknown and return home safely.
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Emerald City: “Look, you can see it here. It’s wonderful!” shouts the Tin Man. Lanvin full-skirted dress and patent-leather heels. Special thanks to Poets’ Walk Romantic Landscape Park in Red Hook, Dutchess County, New York.
Photographed by Annie Leibovitz, Vogue, December 2005.

[Editor’s note: Jon M. Chu’s Wicked, starring Ariana Grande and Cynthia Erivo, finally hits theaters this weekend. To celebrate this already critically lauded—and theater-kid approved—adaptation of the beloved Broadway musical, we are clicking our heels to travel in time and revisit the moment when Vogue cast Keira Knightley as a high-fashion Dorothy. Knightley brings the fashion credits to Oz in frocks by Balenciaga, Christian Dior, Prada, and more for the December 2005 issue of the magazine. Styled by Grace Coddington and photographed by Annie Leibovitz.]


For those who grew up before DVDs made it possible for excitable six-year-olds to watch Rugrats in Paris whenever they feel like it, the annual network broadcast of The Wizard of Oz was one of childhood s Stations of the Cross. Year after year, there it appeared, inviting us to enter its dreamlike and disorienting, yet oddly familiar world. Sure, the 1939 MGM extravaganza is a product of Hollywood s Golden Age, filled with Technicolor magic, a splendid Harold Arlen-Yip Harburg score, and indelible performances. But beyond that it speaks to a deep, archetypal longing: to explore the unknown and return home safely. The Wizard of Oz is a truly American fairy tale.

Oz’s creator, L. Frank Baum, a quintessentially American character himself, saw it that way, too. An itinerant actor, playwright, salesman, shopkeeper, and newspaperman from upstate New York, Baum published his third children s book, The Wonderful Wizard of Oz, in 1900. He imagined it as the first in a series of “newer ‘wonder tales,’” shorn of stereotypes and the “blood-curdling incidents devised by their authors to point a fearsome moral to each tale.” The story may not include parables of beastly children who get their hands chopped off for picking their noses, but neither Oz, with its wicked witches and flying monkeys, nor Kansas, with its gray, monotonous prairies, is a land of unalloyed delight.

The Wonderful Wizard of Oz’s enduring mix of fantasy and realism was first captured, in charming color plates and line drawings, by the illustrator W. W. Denslow. Here are the familiar moments in their earliest form: Dorothy and her companions being carried off by the flying monkeys; the man behind the curtain admitting, “Exactly so, I am a humbug.” But Denslow and Baum soon parted ways—each felt that his contribution was the reason for the book s success—and John R. Neill took up the mantle of the Royal Illustrator of Oz. With their long, graceful lines and meticulously rendered details, Neill’s drawings recall the work of Maxfield Parrish, with whom Baum, as it turns out, had collaborated on his first children s book, the oddly conceived Mother Goose in Prose.

Baum managed to write fourteen Oz books before his death, in 1919. (Other writers continued the series.) He also oversaw several money-losing silent-film versions of his stories and a 1902 Broadway musical, which included such unforgettable Baum-penned numbers as “The Different Ways of Making Love,” “The Traveler and the Pie,” and “Just a Simple Girl from the Prairie.” Oz went on to greater glory on the New York boards, with the 1975 R&B update The Wiz (“Follow the Yellow Brick Road” became “Ease On Down the Road”). And now Wicked, a treacly power-pop deconstruction of the Oz legend, based on Gregory Maguire s wonderfully subversive novel, has become one of Broadway s biggest hits.

Still, the 1939 film remains the Wizard of Oz that inhabits our dream life, and it served as the main inspiration for Annie Leibovitz’s shoot for this month’s Vogue. The young actress Keira Knightley was chosen to step into Judy Garland’s ruby slippers—not to mention a variety of top designers’ takes on her gingham frock. Knightley may hail from across the ocean and lack the barely hidden sadness that made Garland s performance so heartbreaking, but her smile is as wide open as the Midwest.

To give The Wizard of Oz’s iconic characters fresh life and new meaning, Vogue assembled an A-team of contemporary artists, whose images have become part of our collective visual consciousness. Jasper Johns, whose boldly painted maps, targets, and flags helped lead his contemporaries away from Abstract Expressionism and pointed ahead to Pop Art and Minimalism, appears here in good humor as the Cowardly Lion. And John Currin, who famously keeps an ironic distance from his subjects in paintings widely hailed for their technical virtuosity, is the Tin Man, following the Yellow Brick Road in search of a heart.

Some artists and their characters fit together hand-in-glove. “One of my childhood fantasies was to own a monkey,” says winged monkey Jeff Koons, the man behind the gilded 1988 porcelain statue Michael Jackson and Bubbles. “They’re kind of your size, they’re cute, they’re playful, and they’re a little rebellious.”

Kiki Smith, who has turned the human body’s viscera into the stuff of art, grew up identifying more with the Wicked Witch of the West than with Dorothy. “If they had asked me to play any other part, I would have said no,” she insists. “I just liked the image of her riding around on her bicycle, or on her broomstick, kind of cackling at the world.”

When Chuck Close was asked to take on the role of the Wizard of Oz himself, his first thought, he recalls, was, “Does that mean I m seen as a fake and a fraud?” In fact, Close’s frank and remorseless 1967–68 Big Self-Portrait is as far from the Wizard s self-aggrandizing as one can get.

Close has always felt an affinity for the movie—“The fact that it goes from black-and-white to color has special meaning for me,” he says—and remains in awe of its staying power. “So many things get dated and go out of favor, and we start to see them as kitsch,” Close says. “I don’t think that will ever really happen to this film. I would think that even kids today, who are used to seeing incredible special effects, would still find it magical. It achieves what all of us, as artists, hope for: It’s an expression of its creators and of its time, but it also partakes of something timeless. Not bad.”

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It’s a Twister: “Henry! Henry! I can’t find Dorothy! She’s somewhere out in the storm!” cries Vogue’s Auntie Em, actress Alba Clemente, to Uncle Henry (her husband, the painter Francesco Clemente) as Dorothy tries to reach them.
Photographed by Annie Leibovitz, Vogue, December 2005.


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Munchkinland: The Penn State marching band (which caused a sensation at Marc Jacobs’s spring show) sends Dorothy on her way to Oz, as artist Kara Walker, playing Glinda the Good Witch, warns, “Never let those ruby slippers off your feet for a moment, or you will be at the mercy of the Wicked Witch of the West.” From left: Dior Haute Couture by John Galliano tulle tiered ball dress. Marc Jacobs ivory cotton taffeta dress and ruby T-strap sandals; Marc Jacobs, Bal Harbour FL. Band coordinated by Situation Events.
Photographed by Annie Leibovitz, Vogue, December 2005.


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If I Only Had a Brain: “Do you think if I went with you this Wizard would give me some?” asks painter Brice Marden, the Scarecrow, joining Dorothy on her pilgrimage. Balenciaga.Edition by Nicolas Ghesquière crinkled dress. Balenciaga ankle-strap sandals.
Photographed by Annie Leibovitz, Vogue, December 2005.


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Oil Me, Please: A road-weary and famished Dorothy leans in to pick up an apple, only to discover she isn’t alone in the orchard. “Why, it’s a man! A man made out of tin,” she gasps upon sight of painter John Currin as the Tin Man. Oscar de la Renta rose-pink pinafore dress and white blouse; Oscar de la Renta, NYC. Lanvin velvet pumps.
Photographed by Annie Leibovitz, Vogue, December 2005.


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Oh, My!: “Why, you're nothing but a great big coward,” Dorothy accuses the Lion, painter and sculptor Jasper Johns. “You're right,” he replies. “I haven’t any courage at all. I even scare myself.” Rochas frilled dress and sequined pumps.
Photographed by Annie Leibovitz, Vogue, December 2005.


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Emerald City: “Look, you can see it here. It’s wonderful!” shouts the Tin Man. Lanvin full-skirted dress and patent-leather heels. Special thanks to Poets’ Walk Romantic Landscape Park in Red Hook, Dutchess County, New York.
Photographed by Annie Leibovitz, Vogue, December 2005.


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The Wonderful Things He Does: “The beneficent Oz has every intention of granting your requests!” bellows painter and photographer Chuck Close as the Wizard. Comme des Garçons chiffon robe dress. Comme des Garçons x Repetto velvet Mary Janes.
Photographed by Annie Leibovitz, Vogue, December 2005.


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I’ll Get You, My Pretty: The Wicked Witch’s winged monkey—played by artist Jeff Koons—seizes Dorothy and soars over the haunted forest. Donna Karan New York ruffled dress. Christian Louboutin heels. Monkey wings by Martin Izquierdo Studio.
Photographed by Annie Leibovitz, Vogue, December 2005.


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Ding-Dong! “Who would have thought a good little girl like you could destroy my beautiful wickedness?” cackles artist Kiki Smith, as the Wicked Witch of the West, after Dorothy soaks her with a bucket of water. From left, Yves Saint Laurent soft-pink-and-white sashed silk pleated dress and platform loafers. Chanel Haute Couture midnight ostrich-feather cape.
Photographed by Annie Leibovitz, Vogue, December 2005.


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Troubles Melt Like Lemon Drops: “And I’m not going to leave here ever, ever again, because I love you all! And, oh, Auntie Em, there’s no place like home!” Prada ivory dress and cherry apron. Miu Miu glitter Mary Janes.
Photographed by Annie Leibovitz, Vogue, December 2005.