Darsteller
- Holly Madison
- Kendra Wilkinson
- Bridget Marquardt
- Hugh Hefner
- Mary O’Connor
- Herself – Hef’s Personal Secretary
- Hugh M. Hefner
- er selbst
- Keith Hefner
- Himself – Hef’s Brother
- Sara Jean Underwood
- Herself – Playmate of the Year, 2007
- Brian Olea
- Himself – Guest Services
- Karissa Shannon
- sie selbst
- Kristina Shannon
- sie selbst
- Patty Wilkinson
- Herself – Kendra’s Mom
- Ray Anthony
- Himself – Famous Band Leader
- Arny Freytag
- Himself – Chief Playboy Photographer
- Brittany Binger
- Herself – June Playmate, 2007
- Laura Croft
- Herself – July Playmate, 2008
- Jonathan Baker
- er selbst
- Barbi Benton
- Herself – Hef’s Former Girlfriend
- Hank
- Himself – Construction & Maintenance
- Joe
- Himself – Holly’s Brother
- Steve
- Himself – Holly’s Dad
- Laurent
- Himself – Famous Hair Stylist
- Tim Frasier
- er selbst
- Giuliana Marino
- Herself – April Playmate, 2007
- Valerie Mason
- Herself – September Playmate, 2008
- Angel Porrino
- sie selbst
- Chuck Williams
- Himself – Horror Film Producer
- Cristal Camden
- Herself – Cyber Girl, May 2007
- Bridget
- Herself – Fashion Consultant
- Guy
- Himself – Guest Services
- Patsy
- Herself – Holly’s Mom
- Rob
- Himself – Playboy Publicist
- Sara
- Herself – Makeup Artist
- Stephen
- Himself – Make-Up Artist
- Alissa Archer
- sie selbst
- Darya Astafeva
- sie selbst
- Stacy Burke
- Herself – Hef’s Former Girlfriend
- Jeff Case
- Himself – Bridget’s Family
- Kayla Collins
- Herself – August Playmate, 2008
- Victoria Fuller
- Herself – January Playmate: 2006
- Crystal Hefner
- sie selbst
- Norma Maister
- Herself – Mansion Staff
- Crystal McCahill
- sie selbst
- Hope Dworaczyk Smith
- sie selbst
- Melissa Dawn Taylor
- Herself – November 2009 Cybergirl
- Colin Wilkinson
- Himself – Kendra’s Brother
- Bryant Horowitz
- Himself – Mansion Butler
- Stephanie
- Herself – Holly’s Sister
- J.D.
- Himself – Mansion Butler
- RUDY
- Himself – Mansion Kitchen Staff
- will.i.am
- Himself – Mansion Butler
- Meggan Anderson
- sie selbst
- Jessica Burciaga
- sie selbst
- Amber Campisi
- sie selbst
- Anastasia Case
- Herself – Bridget’s Family
- Judy Case
- Herself – Bridget’s Mother
- Laura Beth Coakley
- Score Keeper
- Jeff Cohen
- Himself – Executive Editor, Playboy
- Ariana Gradow
- Herself – Barbi’s Daughter
- Ryan Hutchison
- er selbst
- Katie Johnson
- sie selbst
- Pat Lacey
- Herself – Bunny Mother
- Monica Leigh
- Herself – March Playmate, 2006
- Dave Ockun
- Himself – Realtor
- Jarmo Pohjaniemi
- Himself – Playboy Photographer
- Mary Stotz
- Herself – Kendra’s Grandmother
- Stephen Wayda
- Himself – Chief Playboy Photographer
- Lucy
- Chet
- Himself – Tour Guide
- Claire
- Herself – Costume Rental
- Morgan
- Herself – Language Coach
- Dave
- Himself – Sara’s Parents
- Kathy
- Herself – Sara’s Parents
- Angela
- Herself – Playboy Bunny
- Doug
- Himself – Bridget’s Father
- Scott
- Himself – Float Plane Pilot
- Barry
- Himself – Assistant Playboy Photographer
- Richard
- Himself – Playboy Executive
- Richie
- Himself – Trapeze Instructor
- Sally
- Herself – Patti’s Friend
- Joel
- Himself – Hef’s Friend
- Trease
- sie selbst
- Alyssa
- Herself – Anastasia’s Friend
- Jenna
- Herself – Potential Playmate
- Lisa
- Herself – VP Production, Live Video.com
- Manfried
- Himself – Car Salesman
- Mark
- Himself – Car Salesman
- Chris
- Himself – Best Man
- Megan
- Herself – Stephanie’s Friend
- Mishel
- Herself – Wedding Coordinator
- Rory
- Himself – Senior Butler
- Shane
- Himself – Stephanie’s Fiance
- A.J. Alexander
- Herself – May Playmate: 2008
- Domiziano Arcangeli
- er selbst
- Cyb Barnstable
- Herself – Famous Socialite
- Patricia Barnstable
- Herself – Famous Socialite
- Ashley Barron
- sie selbst
- Shoshana Bean
- Peep Diva
- Anna Sophia Berglund
- Herself – Crystal’s Friend
- Sean Michael Beyer
- Himself – Film Editor
- Larry Bisig
- Himself – Gala M.C.
- Joel Bond
- Sir Edgar
- Deanna Brooks
- Herself – May Playmate, 1998
- Jeff Burr
- Himself – Director
- Bob Campbell
- Himself – Senior VP, Playboy Enterprises
- Sherren Campbell
- sie selbst
- Luis Castillo
- Himself – Defensive Lineman, San Diego
- Lord Chaz
- Himself – Historic Tour Guide
- Steve Christopher
- er selbst
- Karen Christy
- sie selbst
- Chelsea Clinton
- Herself – Former First Daughter
- Gary Cole
- Himself – Playboy Director of Photography
- Betty Conklin
- Herself – Hef’s High School Crush
- Kimberley Conrad
- sie selbst
- Allen Covert
- Himself – Producer
- Courtney Cox
- Courtney Culkin
- sie selbst
- Pamela Dashiell
- Herself – President, Lower Ninth Ward
- Olivia de Berardinis
- Herself – Artist
- Bo Derek
- Herself – Actress
- Jenny Dixon
- sie selbst
- Michael Clarke Duncan
- Himself – Actor
- Jaime Edmondson
- Herself – January Playmate, 2010
- Anna Faris
- Herself – Star of „The House Bunny“
- John Flanagan
- Himself – Veterinarian
- Doug Flutie
- Himself – Former NFL Quarterback
- Barry Fontenot
- Himself – Playboy Photographer
- Joshua Lou Friedman
- Himself – Second Assistant Director
- Gwendolyn Garver
- sie selbst
- Miriam Gonzalez
- Herself – March Playmate, 2001
- George Gradow
- Himself – Barbi’s Husband
- Clare Grant
- Herself – Actress
- Seth Green
- Himself – Actor
- Linda Havard
- Herself – CFO, Playboy Enterprises
- Dennis Haysbert
- Himself – Actor
- Christie Hefner
- Herself – CEO, Playboy Enterprises
- Lauren Hill
- Herself – February Playmate, 2001
- Mike Hill
- Himself – Sculptor
- Patrice Hollis
- sie selbst
- Andrew Hurley
- Himself – Musician, Fall Out Boy
- Christina Iannuzzi
- sie selbst
- Michael Irvin
- Himself – Former NFL Wide Receiver
- Chad Johnson
- Himself – Wide Receiver, Cincinnati
- Randy Jones
- er selbst
- Tina Jordan
- Herself – Hef’s Former Girlfriend
- Shannon Kingston
- Herself – party guest
- Gay Linn Kirkpatrick
- Queen Elizabeth
- Jessica Knight
- sie selbst
- Melinda Kramer
- sie selbst
- Nick Lachey
- Himself – Actor-Musician
- Joe Lessard
- Himself – Writer
- Lennox Lewis
- Himself – Professional Boxer
- Ida Ljungqvist
- Herself – 2009 Playmate of the Year
- Nikki Magnusson
- Playboy Store Cashier
- Jonny Makeup
- Himself – American Apparel
- Maria Mandis
- Herself – Senior VP-Prod. Director, Playboy
- Mike Manzel
- Himself – Sculptor
- Priscilla Marconi
- Herself – Marconi Automotive Museum
- Anna Marie
- Herself – Costume Shop Owner
- Cort McCown
- Himself – Comedian
- Darryl McDaniels
- Himself – Rap Musician
- Michael McDonald
- Himself – Singer-Songwriter
- Holly Meowy
- Costumed Dancer/Herself
- Debbie Merrill
- Herself – SkateGreat Instructor
- Captain Mike
- Himself – Wildlife Tour Guide
- Kara Monaco
- Herself – Playmate of the Year, 2006
- Prince Albert of Monaco
- er selbst
- Rochelle Moncourtois
- sie selbst
- Warren Moon
- Himself – Former NFL Quarterback
- Ric Moore
- Himself – Playboy Photographer
- Wayne Douglas Morgan
- er selbst
- Mighty Mike Murga
- Juster
- Chad Michael Murray
- Himself – Actor
- LeRoy Neiman
- Himself – Artist
- Joyce Nizzari
- Herself – Hef’s Former Girlfriend
- Ashley Noel
- sie selbst
- Edward Norton
- Himself – Actor
- Caitlin O’Connor
- Herself – Crystal’s Friend
- Hiromi Oshima
- Herself – June Playmate, 2004
- Lance Ostendorf
- Himself – Charity Host
- Heather Parry
- Herself – Producer
- Eric Paulsen
- Himself – News Anchor
- Guy Pearce
- Kimberly Phillips
- Herself – September Playmate, 2009
- Sasckya Porto
- Herself – Sasckya Slothower
- Sebastian Reich
- Herself – Mansion Staff
- Renie Rivas
- sie selbst
- Smokey Robinson
- Himself – Singer-Songwriter
- Richard Rosenzweig
- Himself – Playboy Executive
- Keri Russell
- Frank Ryan
- Himself – Cosmetic Surgeon
- Mr. S.
- Himself – Lord Chaz’s Assistant
- Adam Sandler
- Eddie Sandmeier
- Himself – Baghdad, Iraq
- Kent Shelton
- Sir Thomas
- Melanie Shomo
- sie selbst
- Christian Sinclair
- sie selbst
- Charlie Chan Soprano
- Himself – Rap Musician
- David Spade
- Himself – Actor
- Skyler Stone
- Himself – Comedian
- Dorothy Stratten
- sie selbst
- Val Tasso
- Mansion Butler
- Serria Tawan
- Herself – November Playmate, 2002
- Jordanna Taylor
- Herself – May 2006 Playboy Model
- Sondra Theodore
- Herself – Hef’s Former Girlfriend
- Scott ‚Carrot Top‘ Thompson
- Himself – Comedian
- Beverly Todd
- Herself – Actress
- Michael Trikilis
- Himself – Executive Producer, Playboy Videos
- Travis Tritt
- Himself – Singer-Songwriter
- Irina Voronina
- Herself – January Playmate, 2001
- Hannah Vreeland
- Season 5
- Clinton H. Wallace
- er selbst
- Pete Wentz
- Himself – Musician, Fall Out Boy
- Julia Faye West
- Costumed Dancer/Self
- Fred Willard
- Himself – Actor
- Fred Wolf
- Himself – Director
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- Holly Madison
- Bridget Marquardt
- Kendra Wilkinson
- Hugh Hefner
- Crystal Hefner
- Karissa Shannon
- Kristina Shannon
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