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(41 Results)
  1. Billy Bob Thornton, Playboy

    Billy Bob Thornton Says He'd Love to Make a Movie With Angelina Jolie's Ex Brad Pitt

  2. Bella Thorne, Playboy

    Disney's Bella Thorne Makes Her Playboy Debut

  3. Holly Madison

    Holly Madison Gives Birth to Baby No. 2

  4. Pamela Anderson, Playboy

    Was a Non-Nude Future What Playboy Needed? Here Are the Magazine's Current Stats

  5. Josie Canseco, Playboy

    Jose Canseco's Daughter Josie Poses Naked as Playboy's Miss June 2016

  6. Holly Madison

    Holly Madison Talks Hugh Hefner, Playboy Mansion and Regrets in Reddit AMA: 7 Things We Learned

  7. Rose Byrne, Playboy

    Rose Byrne Poses for Playboy 3 Months After Giving Birth to First Child

  8. Holly Madison, Kendra Wilkinson

    Holly Madison and Kendra Wilkinson-Baskett's Complicated History: A Timeline of Frenemies Feuding

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

    Holly Madison Responds to Kendra Wilkinson-Baskett's Vulgar Tweets: You Should Try Therapy

  10. Eugena Washington, ANTM, Playboy Playmate of the Year

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

  11. Holly Madison, Kendra Wilkinson

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

  12. Keith Hefner, Hugh Hefner

    Hugh Hefner's Brother Keith Dead at 87

  13. Pamela Anderson, Playboy

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

  14. Sarah McDaniel, Playboy

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

  15. Holly Madison

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

  16. Playboy Mansion, Hugh Hefner

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

  17. Kim Kardashian, Playboy Outtakes

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

  18. Pamela Anderson, Playboy

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

  19. Tinashe, Playboy, November

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

  20. Daniel Radcliffe, Playboy

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

  21. Jenny McCarthy

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

  22. Playboy Bunny Logo

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

  23. Marilyn Monroe, Playboy Magazine

    31 Celebrities Who Posed Nude for Playboy

  24. Playboy Bunny Logo

    Playboy Announces It Will No Longer Feature Nude Models

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

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