Anna Wintour Made Oprah Lose 20 Pounds for Vogue Cover

Although the shoot happened more than 10 years ago, Vogue editor Anna Wintour recently revealed that she "strongly encouraged" Oprah Winfrey to lose 20 pounds for her 1998 Vogue cover.

And Oprah did it!

'It was a very gentle suggestion,' said Wintour during an unaired portion of Sunday's '60 Minutes' interview with Morley Safer. "I went to Chicago to visit Oprah, and I suggested that it might be an idea that she lose a little bit of weight. I said simply that you might feel more comfortable. She was a trouper!"

Wintour, and the fashion industry in general, has come under fire in recent years for promoting images of women that are unrealistic at best and dangerous at worst.

The most famous editrix in fashion and the inspiration for the book and movie 'The Devil Wears Prada,' "Nuclear Wintour" is known for her low tolerance for mediocrity and body fat -- both in the pages of Vogue and even on her staff at the "bible of fashion."

Oprah Winfrey Fashion Transformation

    Twenty Years of Beautiful at Any Size
    Consistently ranked as one of the richest and most powerful women in the world -- even credited with giving President-elect Obama over one million votes -- Oprah Winfrey has indeed risen to heights heretofore thought unimaginable. As with all of humanity, though, Oprah has had one very persistent and public struggle, and that is with her weight, which has fluctuated through the years, unlike her meteoric star. As we chronicle her looks over a 20-year period, you'll see that Winfrey remains smart about choosing styles that compliment her figure at any size. There should be NO shame in her game!

    Text by Hayat Mohamed, Photo editor, Denyse Clarke

    AP, Getty Images

    November 1988
    In 1988, two years after the debut of her highly successful talk show, Oprah was at her lowest weight ever, dropping an astounding 68 pounds. Who could forget the day she unveiled her new figure on 'The Oprah Winfrey Show' along with a wagon carrying 68-pounds of fat?

    Charles Bennet, AP

    January 1991
    Three years after her amazing weight loss, Oprah fell off track and packed on some extra pounds. Her petite figure was history at in 1991 at the Daytime Emmy Awards, of which the undisputed talk show queen has won many.

    Time Life Pictures / Getty Images

    May 1994
    "Three" seems to be the magic word for Oprah -- or maybe "corsets"... At the 1994 Emmy Awards, the media mogul showed off a tiny waist and sculpted arms in a form-fitting dress.

    Dave Allocca, Getty Images

    May 1995
    A failed diet regimen or a poorly-cut dress? Whatever the reason, it appeared that Ms. Winfrey's Emmy count wasn't the only thing climbing that year. When she received her award at the Daytime Emmy Awards her hips appear to have widened noticeably from the year before. She still stands triumphant.

    Paul Hurschman, AP

    February 1996
    Ms. O's waistline was looking rather slim at the 68th Academy Awards in a navy blue fitted satin gown in 1996. Eleven years prior, Winfrey was nominated for an Academy Award for her role as Sophia in 'The Color Purple.' Since then, she has starred in and produced several films.

    AP

    September 2003
    Oprah arrived to the 54th Annual Primetime Emmy Awards in 2002 in a mellow yellow dress and her constant companion Stedman Graham, her man since 1986. Despite the added weight she was simply radiant on the red carpet. There goes that corset again!

    Steve Granitz, WireImages

    January 2003
    In 2003, Oprah managed to stabilize her weight. Maybe it's the slimming choice of black but she looked as if she had dropped a few pounds when she was spotted attending the American Auction at the Metropolitan in NYC.

    Arnaldo Magnani, Getty Images


    February 2003

    A month later, Ms. Winfrey was looking pretty fierce on the red carpet of the Association of American Publishers Honors Awards in a clingy red dress. By the looks of it, O was definitely hitting the gym.

    Photo by Stefan Zaklin/Getty Images

    August 2004
    The year 2004 rang in a new do and a new waist for Oprah. She had no problem strutting her stuff at the National Underground Railroad Freedom Gala. Forget the color black, we give props to Oprah's diet and fitness plan.

    Getty Images



Oprah, who has publicly fluctuated with her weight for years and who has been very vocal about being comfortable in the skin she's in, may leave a few puzzled at her agreement to shed the pounds for the magazine's cover.

"She totally welcomed the idea, and she went on a very stringent diet," recounted Wintour. "It was one of our most successful covers ever."

But then again, one thing Winfrey is certainly known for -- especially in recent years -- is personal growth. Who knows if she would have gone for Wintour's "gentle suggestion" today.


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