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Entertainment Hugh Hefner's Wife Crystal Harris Was By His Side Until The End Hugh Hefner's wife didn't dip when times got tough. By Matt F October 04, 2017
News Azealia Banks Shares Her Playboy Cover [Update: Peep More Photos From The Spread] Check out Azealia Banks' (clothed) Playboy cover. By Patrick Lyons March 16, 2015
Music John Mayer Says Dave Chappelle Is "More Musical Than A Lot Of Musicians" John Mayer says Dave Chapelle is a gifted musician. By Chantilly Post May 03, 2018
Relationships Kylie Jenner Reveals How Travis Scott Convinced Her To Pose Nude For Playboy Jenner is baring it all for Playboy. By Alexander Cole September 13, 2019
Relationships Kylie Jenner Straddles Travis Scott In The Nude For Playboy Kylie Jenner bares all as she grabs onto her man for Playboy. By Alex Zidel September 10, 2019
Gossip Drake Celebrates "Top Boy" Premiere By Partying At London's Playboy Club Party don't stop 'til 4 in the mornin'. By Erika Marie September 06, 2019
Entertainment Jenna Jameson Reveals Slim Body, Admits Concerns About Losing Weight Without Drugs Jameson is looking like her old self again. By Karlton Jahmal August 14, 2018
Entertainment Cooper Hefner Reveals Playboy Is Leaving Facebook Amid Security Concerns The high-profile publication is taking a stand against repressive guidelines. By David Saric March 28, 2018
Interviews Wiz Khalifa Speaks On Police Brutality In Pittsburgh & Kanye Seeing Him As Competition Wiz compares cites Justin Bieber's artistic reinvention as a parallel to his own. By Trevor Smith June 28, 2016
News Kanye West On Board With Kim Kardashian's Playboy Shoot Plans Kim Kardashian may be planning a Playboy shoot in the near future, and Kanye West apparently thinks it's "brilliant". By Trevor Smith September 07, 2013
Pop Culture Latto Drops Off Another Hot Halloween Costume Yesterday, the rapper slayed her tribute to Mariah Carey and now she’s back with more heat. By Hayley Hynes October 30, 2021
Entertainment Playboy Founder Hugh Hefner Dead At 91 R.I.P Hugh Hefner. By Kevin Goddard September 28, 2017