Directed by
Starring
Mary O'Connor
Self - Hef's Personal Secretary
/ ...
50 episodes, 2005-2009
Keith Hefner
Self - Hef's Brother
/ ...
26 episodes, 2005-2009
Brian Olea
Self - Guest Services
/ ...
25 episodes, 2005-2009
Cristal Camden
Self - Hef's Former Girlfriend
/ ...
19 episodes, 2005-2010
Ray Anthony
Self - Famous Band Leader
/ ...
15 episodes, 2005-2009
Arny Freytag
Self - Chief Playboy Photographer
/ ...
12 episodes, 2005-2009
Stacy Burke
Self - Hef's Former Girlfriend
/ ...
11 episodes, 2005-2009
Alison Waite
Self - May Playmate, 2006
11 episodes, 2006-2008
Monica Leigh
Self - March Playmate, 2006
/ ...
9 episodes, 2005-2008
Hope Dworaczyk
Self - April Playmate, 2009
/ ...
9 episodes, 2008-2010
Destiny Davis
Self - January Playmate, 2005
/ ...
9 episodes, 2005-2007
Tiffany Fallon
Self - Playmate of the Year, 2005
/ ...
7 episodes, 2005-2009
Kayla Collins
Self - August Playmate, 2008
/ ...
7 episodes, 2008-2010
Barbi Benton
Self - Hef's Former Girlfriend
/ ...
8 episodes, 2005-2009
Stephen Wayda
Self - Chief Playboy Photographer
/ ...
6 episodes, 2007-2009
Kara Monaco
Self - Playmate of the Year, 2006
5 episodes, 2006-2008
Brittany
Self - Kendra's Friend
/ ...
5 episodes, 2006-2007
Laura Croft
Self - July Playmate, 2008
/ ...
5 episodes, 2008-2009
Valerie Mason
Self - September Playmate, 2008
/ ...
5 episodes, 2008-2009
Guy
Self - Guest Services
4 episodes, 2005-2009
George Maloof
Self - Owner, Palms Casino
/ ...
4 episodes, 2005-2008
Jenny
Self - Mansion Staff
3 episodes, 2005-2006
Val Tasso
Mansion Butler
/ ...
2 episodes, 2005-2008
Robin Quivers
Self - Radio Personality
/ ...
2 episodes, 2005-2007
Tina Jordan
Self - Hef's Former Girlfriend
/ ...
1 episode, 2006-2007
Marcy Hanson
Self - October Playmate 1978
/ ...
2 episodes, 2006
Patti McGuire
Self - November Playmate 1976
/ ...
2 episodes, 2006
Qiana Chase
Self - July Playmate, 2005
2 episodes, 2006
Debra Jensen
Self - January Playmate 1978
/ ...
2 episodes, 2006
Lauren Hill
Self - February Playmate, 2001
2 episodes, 2007-2008
Cara Zavaleta
Self - November Playmate, 2004
2 episodes, 2007-2008
Frank Ryan
Self - Cosmetic Surgeon
2 episodes, 2007
Warren Moon
Self - Former NFL Quarterback
/ ...
2 episodes, 2008
Jeff Cohen
Self - Executive Editor, Playboy
2 episodes, 2008
Jayde Nicole
Self - 2008 Playmate of the Year
/ ...
2 episodes, 2009-2010
Lee
Self - Crystal's Mom
/ ...
2 episodes, 2009
Janine
Self - Tour Guide
1 episode, 2006
Monty Hall
Self - Television Personality
1 episode, 2005
Peyton Manning
Self - Indianapolis Colts Quarterback
2 episodes, 2005-2006
Jeff Garcia
Self - Carmella's Boyfriend
1 episode, 2005
Marilyn Cole
Self - Journalist-Playmate of the Year, 1973
1 episode, 2006
Shaun White
Self - Olympic Gold Medalist
1 episode, 2007
Kim Mizuno
Self - Playboy Photographer
1 episode, 2007
Anna Faris
Self - Star of 'The House Bunny'
1 episode, 2008
Peter Wentz
Self - Musician, Fall Out Boy
1 episode, 2008
Chad Johnson
Self - Wide Receiver, Cincinnati
1 episode, 2008
Doug Flutie
Self - Former NFL Quarterback
1 episode, 2008
Jose Canseco
Self - All-Star Baseball Player
1 episode, 2008
James Caan
Self
(uncredited)
2 episodes, 2005-2006
Kevin Burns
Self - Man in Grandpa Munster Costume
(uncredited)
1 episode, 2005
Amy Kerr
Self
(uncredited)
1 episode, 2007
Holly King
Costumed Dancer
/ ...
(uncredited)
1 episode, 2007
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