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(49 Results)
  1. Hugh Hefner

    Hugh Hefner Meets the Actor Who's Playing Him in His New Docu-Series

  2. Cooper Hefner, Hugh Hefner

    Hugh Hefner's Son Shares an Update on His Dad's Health and Putting Nudity Back in Playboy

  3. Vanna White

    Vanna White Reveals Playboy Regrets and Wheel of Fortune Dress Secrets

  4. Kendra Wilkinson

    Kendra Wilkinson-Baskett Says She’s ''Moved On'' From the Playboy World: I Don't Give a F--k About Impressing People

  5. Scarlett Byrne

    Harry Potter Actress Scarlett Byrne Strips Naked for Playboy

  6. History of Sexuality, Rihanna, Kate Upton, Emily Ratajkowski, Kim Kardashian, Playboy

    Posing for the Sports Illustrated Swimsuit Issue or Playboy Is Empowering to Whomever Feels Empowered--& to Each Her Own

  7. Scarlett Johansson, Playboy

    Scarlett Johansson Thinks Monogamy Is Unnatural

  8. Playboy

    Playboy Is Bringing Naked Pictorials Back: ''Nudity Was Never the Problem Because Nudity Isn't a Problem''

  9. Kendra Wilkinson-Baskett, Hugh Hefner

    Kendra Wilkinson-Baskett "Freaked Out" Over Hugh Hefner Death Hoax

  10. Kendra Wilkinson-Baskett, Bridget Marquardt

    Kendra Wilkinson-Baskett Would Give Bridget Marquardt the Most Precious Gift If She Were Her Secret Celebrity Santa

  11. Matthew McConaughey

    8 Bonkers Quotes From Matthew McConaughey's Playboy Interview

  12. Billy Bob Thornton, Playboy

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

  13. Bella Thorne, Playboy

    Disney's Bella Thorne Makes Her Playboy Debut

  14. Holly Madison

    Holly Madison Gives Birth to Baby No. 2

  15. Pamela Anderson, Playboy

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

  16. Josie Canseco, Playboy

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

  17. Holly Madison

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

  18. Rose Byrne, Playboy

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

  19. Holly Madison, Kendra Wilkinson

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

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

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

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

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

  22. Holly Madison, Kendra Wilkinson

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

  23. Keith Hefner, Hugh Hefner

    Hugh Hefner's Brother Keith Dead at 87

  24. Pamela Anderson, Playboy

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

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