playboy

  1. Drinks, Drugs & Rehab

    Lindsay Lohan parties with J. Edgar crew before jail

    Max 5 stars
    4
    My Rating
    Lindsay Lohan is preparing for jail time by hanging out at Hollywood's Roosevelt Hotel. First she struck a pose for Playboy and...
  2. Celebrity Gossip

    Lindsay Lohan: First Playboy, then jail

    Max 5 stars
    5
    My Rating
    Lindsay Lohan remains free for a little while longer to complete her Playboy obligations.
  3. Celebrity Gossip

    Lindsay Lohan to pose nude in Playboy for almost $1 million?

    Max 5 stars
    3
    My Rating
    Lindsay Lohan will reportedly shoot a nude photo spread for Playboy for a payday of nearly $1 million.
  4. Celebrity Gossip

    Rashida Jones spills on Michael Jackson & other celeb friends

    Rashida Jones tells Playboy that Michael Jackson was "a little bit of an alien" and dishes on other celebs she grew up with.
  5. Hookups, Breakups & Babies

    Crystal Harris puts Hugh Hefner's engagement ring on the auction block

    Max 5 stars
    5
    My Rating
    Crystal Harris doesn't have a need for Hugh Hefner's engagement ring anymore, so she's cashing it out next month at auction.
  6. Celebrity Style

    Holly Madison insures breasts for $1 million

    Max 5 stars
    5
    My Rating
    Breast Cancer Awareness month is right around the corner and it seems like one celeb is taking out some breast awareness of another...
  7. Hookups, Breakups & Babies

    Holly Madison takes out big, jiggly insurance policy

    Max 5 stars
    5
    My Rating
    Holly Madison has taken out a $1 million insurance policy on her breasts.
  8. Celebrity Gossip

    Why was Playmate Shanna Marie McLaughlin sneaking a loaded gun on a plane?

    Max 5 stars
    5
    My Rating
    Playboy Playmate Shanna Marie McLaughlin was arrested after agents found a loaded revolver in her carry-on bag at the Orlando...
  9. Celebrity Gossip

    Mercede Johnston: Bristol Palin is 'the most evil person I've ever known'

    Max 5 stars
    5
    My Rating
    Mercede Johnston is revealing a little more than her girly parts in her pictorial and interview in the September issue of Playboy ....
  10. Hookups, Breakups & Babies

    Crystal Harris tries to cover her tracks

    Max 5 stars
    5
    My Rating
    Crystal Harris is trying to explain her comments about Hugh Hefner's sexual prowess. Did she really apologize?
  11. Hookups, Breakups & Babies

    Hugh Hefner dodged a 'bullet' with Crystal Harris

    Max 5 stars
    5
    My Rating
    Hugh Hefner says he dodged a bullet when former fiancée Crystal Harris called off their wedding.
  12. Celebrity Gossip

    Levi Johnston's little sister Mercede is a Playboy poser too

    Max 5 stars
    5
    My Rating
    Levi Johnston and sister Mercede have more in common than just genetics, they're both posers -- for Playboy ! When not busy...
  13. Television

    Hef's runaway bride: The story behind the breakup

    Max 5 stars
    4.3
    My Rating
    Hugh Hefner and Crystal Harris made headlines with their engagement and wedding plans, but it was the last minute breakup that kept...
  14. Hookups, Breakups & Babies

    Goddess Bree Olson says Charlie Sheen is a rock star in bed

    Max 5 stars
    5
    My Rating
    Bree Olson may no longer be Charlie Sheen’s goddess, but she tells Playboy that he is a winner in bed.
  15. Celebrity Gossip

    Daisy Lowe, daughter of Gavin Rossdale, stripping down for Playboy

    Max 5 stars
    4.5
    My Rating
    Daisy Lowe, the daughter that Bush singer Gavin Rossdale didn't even know he had until 2004, is baring it all for the September...
  16. Hookups, Breakups & Babies

    Cat fight! Holly Madison rips Crystal Harris

    Max 5 stars
    5
    My Rating
    It's a Playboy battle of the exes as Holly Madison and Crystal Harris duke it out on Twitter over the wedding that never was!
  17. Celebrity Gossip

    Jason Sudeikis: July's 20Q in Playboy

    Max 5 stars
    5
    My Rating
    Jason Sudeikis has been riding the wave of popularity lately. Between Saturday Night Live , Hall Pass and Horrible Bosses ,...
  18. Hookups, Breakups & Babies

    Hugh Hefner will alter the Crystal Harris Playboy cover

    Max 5 stars
    5
    My Rating
    You can't say Hugh Hefner doesn't have a sense of humor: He has updated the cover of the July issue of Playboy to reflect his...
  19. Hookups, Breakups & Babies

    Crystal Harris explains breakup from Hugh Hefner

    Max 5 stars
    3.5
    My Rating
    Crystal Harris sat down with Ryan Seacrest to explain why she broke off her engagement from Playboy mogul Hugh Hefner.
  20. Hookups, Breakups & Babies

    Awkward: Crystal Harris introduced as Mrs. Hefner on July Playboy cover

    Max 5 stars
    5
    My Rating
    Playboy made a huge faux pas on their July cover -- you're not going to believe who's on the cover.