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  1. Oprah Winfrey

    Oprah Winfrey Showcases Her 30 Pound Weight Loss on the Red Carpet

  2. Oprah Winfrey, Weight Watchers

    Oprah Is Releasing Her Very Own Cookbook: Here Are Some Foods We Hope She Includes

  3. John Oliver, Oprah

    John Oliver Just Broke Oprah Winfrey's Record With This $15 Million Giveaway

  4. Tom Cruise, Oprah Winfrey

    11 Years Ago Today, Tom Cruise Had His Way With Oprah Winfrey's Couch

  5. Oprah Winfrey, Weight Watchers

    Oprah Winfrey Doesn't Follow Weight Watchers Plan to the Letter

  6. Jennifer Lopez, Mariah Carey

    These 6 Long-Running Celebrity Feuds Still Won't End

  7. Oprah Winfrey, Weight Watchers, Facebook

    Oprah Winfrey Makes Surprise Appearance at Her First Weight Watchers Meeting

  8. Oprah Winfrey, Weight Watchers

    Oprah Winfrey Reveals Why Weight Watchers ''Felt Like an Intervention''

  9. Oprah, O Magazine, Emoji

    From "Hula" Emojis to "Maroon 5," These Are the Funniest Celebrity Social Media Slip-Ups

  10. Oprah Winfrey, O Magazine, Social Media

    Oprah Winfrey Has a Different Meaning for This Emoji

  11. Trendsetters: Harry Slakin

    Trendsetters at Work: Harry Slatkin

  12. Oprah Winfrey, Tyler Perry

    So False! Oprah Winfrey Is Not Feuding With Tyler Perry, According to BFF Gayle King

  13. Oprah Winfrey, Weight Watchers

    Oprah Winfrey Reveals Her Favorite Weight Watchers Tips & Tricks for Losing 30 Pounds

  14. Viola Davis, Jimmy Kimmel Live

    Oprah Winfrey Didn't Give Viola Davis a Wedding Gift

  15. Oprah Winfrey, O Magazine April 2016

    Oprah Winfrey Celebrates Weight Loss on O, the Oprah Magazine Cover With 9 "Real" Women

  16. Oprah Winfrey Instagram

    Oprah's Response to Being Mistaken for Whoopi Goldberg at the 2016 Oscars Is Everything

  17. Oprah Winfrey, Weight Watchers

    Oprah Winfrey Loses $24 Million in a Day Because of Weight Watchers

  18. Oprah Winfrey, Harpo Studios, Closet

    Grab the Tissues! Saying Goodbye to Oprah Winfrey's Harpo Closet Is a Fashion Tragedy

  19. Oprah Winfrey, Montecito Home

    Oprah Winfrey Buys $28 Million Horse Farm at Auction: See Inside the Picturesque 23-Acre Estate

  20.  Best Oprah Winfrey GIFs

    The Best Oprah Winfrey GIFs of All Time

  21. Oprah Winfrey, Weight Watchers

    Oprah Winfrey Discusses Food Addiction in Private Weight Watchers Call: "If You Overeat, It's Hard to Hide That"

  22. Michael Jackson

    Michael Jackson Once Told Oprah Winfrey He'd Never Want a White Actor to Play Him

  23. Oprah Winfrey

    Oprah Winfrey Made $12 Million From One Tweet About Bread (Yes, Seriously)

  24. Gayle King, Oprah Winfrey

    Oprah Winfrey & Gayle King Reveal Weight Loss After the Holidays—a First for Both

  25. Gayle King, Oprah Winfrey

    Gayle King Falls Off the Weight Watchers Wagon While Celebrating Her Birthday