(105 Results)
  1. Oprah Winfrey, O Magazine April 2016

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

  2. Oprah Winfrey Instagram

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

  3. Oprah Winfrey, Weight Watchers

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

  4. Oprah Winfrey, Harpo Studios, Closet

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

  5. Oprah Winfrey, Montecito Home

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

  6.  Best Oprah Winfrey GIFs

    The Best Oprah Winfrey GIFs of All Time

  7. Oprah Winfrey, Weight Watchers

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

  8. Michael Jackson

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

  9. Oprah Winfrey

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

  10. Gayle King, Oprah Winfrey

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

  11. Gayle King, Oprah Winfrey

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

  12. Oprah, Weight Watchers

    Oprah Winfrey Motivates People to Become Their Best Selves in Weight Watchers Commercial: "If Not Now, When?"

  13. Gayle King, Oprah Winfrey

    Gayle King Suits Up for a Beachside Holiday Vacation With Oprah Winfrey and Celebrity Friends

  14. Gift Guide Comparison

    Kim Kardashian vs. Gwyneth Paltrow vs. Oprah: It's the Battle of the Holiday Gift Guides

  15. Oprah Winfrey

    Oprah Winfrey in Australia: 8 Powerful Quotes From Her Speaking Tour That May Just Give You an ''Aha Moment''

  16. Gayle King

    Gayle King Talks Weight Loss: ''Slow and Steady Wins the Race''

  17. Gayle King

    Gayle King Steps on the Scale & Reveals Weight Gain, but Will ''Stick With Weight Watchers'' Like Her Gal-Pal Oprah Winfrey

  18. Oprah Winfrey, Taylor Swift

    Oprah Winfrey Respects Taylor Swift So Much That She Could Practically Weep: ''She Makes My Eyes Water''

  19. Jennifer Hudson, O Magazine, The Oprah Magazine

    Jennifer Hudson Epitomizes Old Hollywood Glamour in O, The Oprah Magazine

  20. Oprah, Oprah Magazine, Favorite Things

    Here Are All of the Most Expensive Items on Oprah Winfrey's 2015 Favorite Things List

  21. Gayle King, US Open

    Gayle King Is Not Very Happy About Her Latest Weigh-In With Weight Watchers

  22. Oprah Winfrey, Ellen DeGeneres

    Oprah Winfrey on Why She Kept Her Weight Watchers Investment Secret: I Wanted to Play the Stay out of Jail Card

  23. Daytime TV Hosts We Miss

    Oprah Winfrey, Rosie O'Donnell, Montel Williams and 7 More Talk Show Hosts We Want Back on Daytime TV

  24. Oprah Winfrey

    Oprah Winfrey Pays $43 Million to Become a Partial Owner of Weight Watchers—Read the Announcement!

  25. Oprah Winfrey

    Oprah Winfrey Explains the Idea Behind OWN's Belief