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(43 Results)
  1. Eugena Washington, ANTM, Playboy Playmate of the Year

    America's Next Top Model Contestant Eugena Washington Named Playboy's 2016 Playmate of the Year

  2. Holly Madison, Kendra Wilkinson

    Holly Madison Talks Beef With Kendra Wilkinson-Baskett: Is Friendship on the Table?

  3. Keith Hefner, Hugh Hefner

    Hugh Hefner's Brother Keith Dead at 87

  4. Pamela Anderson, Playboy

    Pamela Anderson Compares the Playboy Mansion to College: It Has Art, Sex and Intellectuals

  5. Sarah McDaniel, Playboy

    Playboy Unveils Very First Non-Nude Issue in 62-Year History and It's Still as Sexy as Ever

  6. Holly Madison

    Holly Madison Is Pregnant, Expecting Baby No. 2 With Pasquale Rotella

  7. Playboy Mansion, Hugh Hefner

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

  8. Kim Kardashian, Playboy Outtakes

    Kim Kardashian Can't Stop Thinking About Her Playboy Cover After Revealing Her Post-Baby Weight Loss

  9. Pamela Anderson, Playboy

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

  10. Tinashe, Playboy, November

    Tinashe Strips Down to Fishnets for Playboy—See the Sexy Pic!

  11. Daniel Radcliffe, Playboy

    Daniel Radcliffe Tells Playboy How He Avoided Becoming a Child Star Gone Bad: "I F--king Loved the Work"

  12. Jenny McCarthy

    Jenny McCarthy on Playboy's No Nudity Plans: ''It Breaks My Heart...I Will Be Wearing My Panties at Half-Mast''

  13. Playboy Bunny Logo

    You Really Can Read It for the Articles! 5 Stories to Check Out Now That Playboy Cut Nudes

  14. Marilyn Monroe, Playboy Magazine

    31 Celebrities Who Posed Nude for Playboy

  15. Playboy Bunny Logo

    Playboy Announces It Will No Longer Feature Nude Models

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

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

  17. Holly Madison, Hugh Hefner

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

  18. iHeartRadio Summer Pool Party, Holly Madison

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