December, 1958

December 2009 James Cameron Nov 2009 Benicio Del Toro Oct 2009 Woody Harrelson Sep 2009 Seth Macfarlane Jul / Aug 2009 Alec Baldwin Jun 2009 Shia Labeouf May 2009 Chuck Palahniuk Apr 2009 Seth Rogen Mar 2009 Jameson Irish Whiskey Presents Playboy Interview: Dan Vandenberge Feb 2009 Hugh Laurie Jan 2009 Richard Branson Dec 2008 Jameson Irish Whiskey Presents Playboy Interview: Amanda Warren Nov 2008 Jameson Irish Whiskey Presents Playboy Interview: Brian Olea Oct 2008 Pete Wentz Sep 2008 Dana White Aug 2008 Ben Stiller Jul 2008 Dr. Drew Pinsky Jun 2008 Steve Carell May 2008 Fareed Zakaria Apr 2008 Chad Kroeger Mar 2008 Garry Kasparov Feb 2008 Matthew Mcconaughey Jan 2008 Tina Fey Dec 2007 Bill Richardson Nov 2007 Kane Oct 2007 Keith Olbermann Sep 2007 Clive Owen Aug 2007 Chris Tucker Jul 2007 Bruce Willis Jun 2007 Matt Groening May 2007 Steve Nash Apr 2007 Bill Maher Mar 2007 Jeremy Piven Feb 2007 Simon Cowell Jan 2007 T. Boone Pickens Dec 2006 Dixie Chicks Nov 2006 Arianna Huffington Oct 2006 Ludacris Sep 2006 Michael Brown Aug 2006 Denis Leary Jul 2006 Jerry Bruckheimer Jun 2006 Shepard Smith May 2006 Ozzie Guillen Apr 2006 Keanu Reeves Mar 2006 Kanye West Feb 2006 Al Franken Jan 2006 How Civilizations Fail Dec 2005 Pierce Brosnan Nov 2005 Jamie Foxx Oct 2005 George Carlin Sep 2005 Thomas L. Friedman Aug 2005 Ewan Mcgregor Jul 2005 Owen Wilson Jun 2005 Lance Armstrong May 2005 James Spader Apr 2005 Leslie Moonves Mar 2005 The Rock Feb 2005 Nicole Kidman Jan 2005 Toby Keith Dec 2004 Bernie Mac Nov 2004 Oliver Stone Oct 2004 Donald Trump Sep 2004 Google Guys Aug 2004 Matt Damon Jul 2004 Michael Moore Jun 2004 Derek Jeter May 2004 Johnny Depp Apr 2004 50 Cent Mar 2004 Jim Carrey Feb 2004 Kiefer Sutherland Jan 2004 Jack Nicholson Dec 2003 John Cusack Nov 2003 Quentin Tarantino Oct 2003 Playboy's 20Q: Joe Rogan Sep 2003 Jon Gruden Aug 2003 Playmate Colleen Marie Jul 2003 The Tripmaster Jun 2003 Mike Piazza May 2003 Billy Bob Thornton Apr 2003 Trent Reznor Q & A Mar 2003 Colin Farrell Feb 2003 Jimmy Kimmel Jan 2003 Halle Berry Dec 2002 Denzel Washington Nov 2002 Willie Nelson Oct 2002 Al Michaels Sep 2002 Larry Ellison Aug 2002 Harrison Ford Jul 2002 Fred Durst Jun 2002 Curt Schilling May 2002 Bill O'reilly Apr 2002 Playboy.com Mar 2002 Allen Inverson Feb 2002 Gary Hart Jan 2002 Brit Hume Dec 2001 Will Smith Nov 2001 Playmate Lindsey Vuolo Oct 2001 The West Wing Sep 2001 Dale Earnhardt Jr. Aug 2001 Tim Burton Jul 2001 Chris Matthews Jun 2001 Charlie Sheen May 2001 Tom Green Apr 2001 Metallica Mar 2001 Playboy's 20Q: Traci Lords Feb 2001 Vince Mcmahon Jan 2001 Gary Johnson Dec 2000 Drew Barrymore Nov 2000 Ben Stiller Oct 2000 Bob Costas Sep 2000 Jennifer Lopez Aug 2000 Playmate Summer Altice Jul 2000 George Clooney Jun 2000 Parker & Stone May 2000 Pete Rose Apr 2000 Mar 2000 Jon Stewart Feb 2000 Jeff Bezos Jan 2000 Hugh M. Hefner