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  1. Hugh Hefner, Crystal Hefner

    Hugh Hefner Celebrates His 90th Birthday and Wife Crystal Hefner Shares a Sweet Photo

  2. Keith Hefner, Hugh Hefner

    Hugh Hefner's Brother Keith Dead at 87

  3. Kendra Wilkinson

    Kendra Wilkinson-Baskett Admits Her She'd Let Her Son See Her Nude Playboy Photos

  4. Cooper Hefner

    Hugh Hefner's Son Slams Playboy CEO for Banning Nudity, Cooper Hefner Says He's Taken a "Massive Step Back"

  5. Playboy Mansion, Hugh Hefner

    You Can Now Purchase the Playboy Mansion, But Hugh Hefner Has to Come With It

  6. Hugh Hefner, Crystal Harris, Instagram

    Happy 3rd Anniversary, Hugh Hefner and Crystal Harris: Here Are 5 of Their Cutest Moments!

  7. Pamela Anderson, Playboy

    Pamela Anderson Will Cover the Last Nude Issue of Playboy for the 14th Time in Her Career

  8. Playboy Bunny Logo

    Playboy Announces It Will No Longer Feature Nude Models

  9. Kendra Wilkinson-Baskett, Hugh Hefner, Hank Baskett

    Kendra Wilkinson-Baskett Brings Hank Baskett and Her Children to the Playboy Mansion—Take a Look!

  10. Holly Madison, Hugh Hefner

    Holly Madison Talks Hugh Hefner Split and What Grossed Her Out: Watch the Oprah: Where Are They Now? Video

  11. iHeartRadio Summer Pool Party, Holly Madison

    Holly Madison Signs Second Book Deal for If I Only Had A Date—Get the Details!

  12. Kendra Wilkinson-Baskett

    Kendra Wilkinson-Baskett Swears She Was ''Never Friends'' With Holly Madison: ''We Just F--ked the Same Man''

  13. Cooper Hefner, Scarlett Byrne

    Hugh Hefner's Son, Cooper Hefner, Is Engaged to The Vampire Diaries' Scarlett Byrne

  14. Miss August, Playboy

    In Her Own Words: Playboy's Miss August, Dominique Jane Sharpe, Bares All—Meet the Unexpected ''Girl Next Door''

  15. Hugh Hefner, Cooper Hefner, Holly Madison

    Hugh Hefner's Son Cooper Slams Holly Madison: ''She Is Famous for Being a Gold Digger''

  16. Holly Madison, Instagram

    Holly Madison Responds to Kendra Wilkinson-Baskett, Explains How She'll Tell Daughter About Her Playboy Past—Watch Now!

  17. Holly Madison, Hugh Hefner

    Holly Madison Responds to Hugh Hefner's Claims She's ''Rewriting History'': ''He Can't Grasp the Fact a Woman Would Have a Message''

  18. Hugh Hefner, Holly Madison, Kendra Wilkinson, Bridget Marquardt

    Kendra Wilkinson-Baskett Defends Hugh Hefner and Calls Out Holly Madison: "We're Witnessing Some Revenge"

  19. iHeartRadio Summer Pool Party, Holly Madison

    Exclusive! Holly Madison's Tell-All Memoir to be a TV Movie: Who's Going to Play the Former Playboy Bunny?

  20. Hugh Hefner, Holly Madison, Kendra Wilkinson, Bridget Marquardt

    Hugh Hefner Claims Holly Madison Has "Chosen to Rewrite History" With Her Memoir "to Stay in the Spotlight"

  21. Holly Madison

    Holly Madison's Surprising Advice to Aspiring Playboy Models: Don't Do It!

  22. Holly Madison, Hugh Hefner

    Holly Madison Calls Hugh Hefner a ''Manipulator,'' Says He Offered Her Drugs and Shares Secrets About Their Sex Life

  23. Jennifer Lopez, Hair

    New Beauty Etiquette: Why Last Week’s Must-Dos Are Suddenly Not Cool

  24. Holly Madison, Instagram

    Holly Madison Reveals She Contemplated Suicide While Living at the Playboy Mansion in New Memoir

  25. Kendra Baskett, Hugh Hefner

    Did Hugh Hefner Just Save Kendra Wilkinson's Marriage?! Playboy Founder Tells Her He Thinks Hank Baskett Was Set Up

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