(210 Results)
  1. Kendra Wilkinson, Hugh Hefner, Alijah Mary Baskett

    Kendra Wilkinson-Baskett Introduces Baby Alijah to Hugh Hefner at the Playboy Mansion—Watch Now!

  2. Lindsay Lohan

    Lindsay Lohan Snaps a Topless Photo in Dressing Room, Is Overshadowed by Completely Nude Portrait Behind Her

  3. Richard Lugner, Cathy Schmitz

    Billionaire Richard Lugner, 81, Marries 24-Year-Old Playboy Model Cathy Schmitz

  4. James Spader

    James Spader Reveals His Childhood Sexual Fantasy (and What He Regrets Most About It)

  5. Sherlyn Chopra, Playboy

    Sherlyn Chopra Is Playboy's First Indian Model Ever—See Her Sexy Shoot!

  6. Justin Theroux, Liv Tyler

    Liv Tyler Calls Justin Theroux's "Large Bulge" Distracting, Talks About Getting Nude for Playboy

  7. Kate Upton, Instagram

    Kate Upton on Posing for Playboy: "I Never Like to Say Never"

  8. Gary Oldman

    Gary Oldman Gets Emotional on Jimmy Kimmel Live!, Calls Himself an "A--hole" for Playboy Comments

  9. Gary Oldman

    Gary Oldman Trashes Hollywood Politics, Defends Mel Gibson and Alec Baldwin in Playboy

  10. Kendall Jenner, Interview Magazine

    Kendall Jenner Has Not Received an Offer to Pose Nude for Playboy Magazine

  11. Kennedy Summers, Playboy Magazine

    See Kennedy Summers' Playboy Cover, Plus 5 Things to Know About the 2014 Playmate of the Year

  12. Miss December Kennedy Summers

    Kennedy Summers Named Playboy's 2014 Playmate of the Year! Meet the Sexy Star

  13. Kate Mara

    Kate Mara Wore Pasties With Kevin Spacey's Face on Them for House of Cards Sex Scene

  14. Kris Jenner, Bikini

    Kris Jenner Will Not Pose for Playboy Like Kim Kardashian Did: "No One" Wants to See Me Naked!

  15. Hugh Hefner, Crystal Hefner, Twitter

    Hugh Hefner Celebrates His 88th Birthday With Casablanca Night, Shares Party Pictures on Twitter

  16. Kris Jenner, Bikini

    Kris Jenner Not Following in Kim Kardashian's Footsteps, Won't Be Posing Naked for Playboy

  17. Dylan Penn

    Dylan Penn Naked? Playboy Offers Sean Penn and Robin Wright's Daughter Big Bucks to Strip Down

  18. Ty Burrell, Playboy

    Ty Burrell Jokes About His "Lack of Sexual Charisma," Tells Playboy He Lost His Virginity at Age 15

  19. Cassandra Lynn

    5 Biggest Stories of the Week: Playboy Playmate Dead, Jonah Hill Earned $60,000 for The Wolf of Wall Street

  20. Hugh Hefner, Margot Robbie

    Margot Robbie Wanted for Playboy: Hugh Hefner Thinks She'd Be Great!

  21. Cassandra Lynn

    Playboy Playmate Cassandra Lynn Hensley Dead at 34

  22. Lindsay Lohan, Playboy, Instagram

    Lindsay Lohan Bares Breasts in Throwback Playboy Pic

  23. Kate Moss, Playboy, Cover

    Kate Moss' Playboy 60th Anniversary Cover Revealed!

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