- Don Cheadle - Cousin D
- Krysten Leigh Jones - Tasha
- Andre Jamal Kinney - Todd Miller
- Arjay Smith - Reggie
- Tommy Davidson - Lou
- Pat O'Brien - Pat O'Brien
- Orlando Jones - Max Trotter
- Greg Germann - Marcus
- David Faustino - Droobie
- Mo'Nique - Lynette
- Brenda Song - Shannon
- Isaac Hayes - Isaac Hayes
- Mablean Ephriam - Judge Mablean Ephriam
- JoJo - Michelle Cooper
- Karen Malina White - Denise
- Jamil Walker Smith - Skateboarder
- Dan Gilvezan - Marshall
- Sugar Ray Leonard - Sugar Ray Leonard
- Alexa PenaVega - Jill
- Ashton Kutcher - Ashton Kutcher
- Roxanne Beckford - Pregnant Woman
- Marcus Allen - Marcus Allen
- Jules Sylvester - Jules Sylvester
- Danielle Panabaker - Chelsea
- Harry Groener - Dr. Lyons
- Rif Hutton - Guy near Animal Control Center
- Serena Williams - Serena Williams
- Richard Lawson - Bishop
- Christopher Darga - Appliance Man
- Don Franklin - Mr. Diggs
- Phil Reeves - Mickey
- Shaquille O'Neal - Shaquille O'Neal
- Khleo Thomas - Curtis
- Nate Hartley - Samuel
- Amy Hill - Teacher #2
- Dennis Dun - Doctor
- Steven Williams - Lloyd
- Ellen DeGeneres - Ellen DeGeneres
- Michael Cornacchia - Norman
- June Squibb - Nun
- Art LaFleur - Stan
- Sugar Shane Mosley - Sugar Shane Mosley
- Shania Accius - Dosha the Assistant
- Ice Cube - Ice Cube
- Theresa Saldana - Lydia
- Reynaldo Rey - Deacon
- Niecy Nash-Betts - Benita
- Matt Besser - Brad Cooley
- Irma P. Hall - Aunt Liva
- Carter Jenkins - Michael
- Naya Rivera - Donna
- Shar Jackson - Valerie
- Lee Weaver - Schooney
- Dick Butkus - Dick Butkus
- Judith Scott - Patricia
- Phil McGraw - Dr. Phil
- Jay Leno - Jay Leno
- Kristin Herrera - Sophia
- Michael Hitchcock - Father Roger
- Matt Damon - Matt Damon
- Wesley Snipes - Duke
- Kyle Kaplan - David Wasserstein
- Penn Jillette - Penn
- Don Rickles - Don Rickles
- Billy Jayne - Coach
- Charles Barkley - Charles Barkley
- India.Arie - India.Arie
- Denise Dowse - Doctor
- A. Russell Andrews - Deacon
- Raquel Lee - Vanessa's Friend
- Cleavant Derricks - Willie
- Teller - Teller
- Chris Rock - Chris Rock
- Adam Carolla - Adam Carolla
- Flavor Flav - Flavor Flav
- Andrew McFarlane - Michael
- Angela Bassett - Angela Bassett
- Richard Erdman - Frank
- Omarion - Shonte
- Craig Robinson - Wayne
- Carl Gilliard - Mike
- Halle Berry - Halle Berry (uncredited)
- Rhyon Nicole Brown - Chrissie
- Brian Posehn - David
- June Kyoto Lu - Sister Kim
- Nancy Lenehan - Sister Lane
- Hugh Hefner - Hugh Hefner
- Roy Abramsohn - Cowen
- Miguel A. Núñez Jr. - Clyde
- Ashley Monique Clark - Teri
- Janet Hubert - Leora
- Lucy Lawless - Lucy Lawless
- Michael Dempsey - Store Clerk
- Bebe Drake - Mama Lena
- Cleo King - Cheryl
- Davenia McFadden - Molly
- Simbi Khali - Therapist
- Maetrix Fitten - Soccer Dad (uncredited)
- Taylor Lautner - Aaron
- Jascha Washington - Rich
- Paula Abdul - Paula Abdul
- Randy Jackson - Randy Jackson
- Rick Hoffman - Jerry Best
- Wade Williams - Father Cronin
- Steven Gilborn - Mr. Malvert
- Phil LaMarr - Orlando
- Reginald Ballard - W.B.
- Lombardo Boyar - Chuy
- Michael Ralph - Kelly
- Jill C. Klein - Sister Eileen
- Alexis Fields - Adult Bryana
- Chelsea Handler - Doris Flynt
- Lily Goff - Brooke
- Kelly Perine - Friend
- Carlos Mencia - Chuy
- Matt Winston - Airport Official
- Ed Cambridge - Grandfather at Airport
- Daniel E. Smith - Grandson at Airport
- Philip Bolden - Little Boy
- Paul Butcher - Sneezing Boy
- Kate Fuglei - Kristen's Mom
- Meagen Fay - Joan Lefko
- Meagen Fay - Teacher
- Lloren Zeigler - Bryana's Friend
- Luck Hari - Pharmacist
- Luck Hari - Saleswoman
- Erik Walker - Bully
- Nico Woulard - Bully
- Judy Prescott - Tracy
- Jeanine Jackson - Carrie
- Victoria Garcia-Kelleher - Renee
- Jack Ong - Dr. Kim
- David Wells - Man Standing in Queue
- Vikrum Shah - Milkshake Guy
- RuDee Sade - Allison
- Paul Parducci - Coach
- Victor Nelli Jr. - Richard
- Pete Gardner - Doctor
- Cindy Lu - Shannon's Mother
- Cindy Lu - Susan
- Johanna McKay - Ref
- Rashaan Nall - Basketball Player
- Eileen April Boylan - Shannon
- Thomas Vincent Kelly - Police Officer
- Jason Matthew Smith - Cop
- Danielle Nicolet - Cheryl
- Danielle Nicolet - Shirley
- Tzi Ma - Ed
- Emmy Yu - Shannon
- Robert Vito - Brian
- Chad Einbinder - Phil
- John Prosky - Father
- Nick Toth - Alarm Guy
- Billy Crystal - Self
- Troy Curvey Jr. - Rev. Bell
- Gregg Daniel - Funeral Director
- Jesika Reynolds - Antonitta
- Joel McCrary - Ted
- Kinna McInroe - Pat
- Kimberly Brooks - Stevie's Mom
- Faruq Tauheed - Skater
- Reggie Gaskins - DJ
- Ruthie Bram - Sarah
- Lauren Summers - Girl #1
- Jack Donner - Jeremiah
- Howard Mann - Mel
- Garcelle Beauvais - Vicki
- Deborah Dir - Deborah
- Wendy Hammers - Parent #1
- Jan Linder - Parent #3
- Tony Winters - Robert
- Benjamin Brown - Orderly
- Gil Christner - Mazer
- Julanne Chidi Hill - Nurse
- Aria Wallace - Riley
- Aria Wallace - Lara
- Fawn Irish - Leggy Cocktail Waitress
- Carl Reiner - Carl Reiner
- Carl Reiner - Neighbor
- Julie Wittner - Flight Attendant
- Anthony Griffith - M.C.
- Susan Boyajian - Housekeeper
- Keisuke Hoashi - Soccer Dad
- Faith Shin - Soccer Twin
- Mary Boucher - Nun
- Mary Boucher - Sister Arlene
- Mary Boucher - Sister Mary
- Darnell Suttles - Coach
- Joe Guzaldo - Classmate's Parent
- Duane Carnahan - Billy
- Brendan Hill - Kid #2
- Chris J Nelson - Bully
- Guilford Adams - Video Store Clerk
- John Balma - Mr. Grafton
- Rebecca Corry - Marianne
- Matthew Henerson - Salvation Army Santa
- Karen Bankhead - Nurse
- Shane Baumel - Billy
- Charles Robinson - Earl Davis
- Christopher Gerse - Brett
- Anna Maria Horsford - Aunt Sis
- Glynn Turman - Carl
- Kennedy McCullough - Lauren
- Denver Dowridge - Usher
- Allie Carieri - Bird Call Kid
- Ron Fassler - Car Salesman
- Gino Montesinos - Juan the Caddy Salesman
- Dagney Kerr - Teacher Ruth
- Audrey Wasilewski - Kathy Alhorn
- David St. James - Headmaster
- Dan Warner - Coach
- Hannah Leigh - Mandy
- Anthony Skillman - Timmy
- Brian Callaway - Pool Boy
- Jennie Fahn - Pool Lady
- Christian Copelin - Boy #2
- Carla Renata - Mrs. Borsik
- George Clinton - George Clinton
- Daniella Monet - Karen
- Sally Brooks - Sister Patrice
- Sally Brooks - Sister Mary Pete
- Jeris Poindexter - Bum
- Jill Talley - Diane
- Harrison Samuels - Birthday Boy
- Tembi Locke - Mrs. Diggs
- Ryan Napier - Kenny
- Snoop Dogg - Calvin
- Ryan Cutrona - Gym Teacher
- Kate Flannery - Christpher's Mom
- Matt McKenzie - Christopher's Dad
- Jordan Orr - Christopher
- Hunter Allan - Henry
- Justin Martin - School Kid
- Tierra Abbott - Tasha
- Brooke Burke - Reporter
- Dennis Hunter - Stage Manager
- Janel Parrish - Laura
- Vernee Watson-Johnson - Aunt Sis
- Cedric Yarbrough - Monroe
- Chancellor Miller - Norman
- Colby Paul - Drew Benson
- Sam Feuer - Bill Brewer
- Travis T. Flory - Poker Playing Boy
- Shelley Berman - Shelley Berman
- Donna Lynn Leavy - Adrian
- Claudette Roche - Connie French
- Davetta Sherwood - Sherry
- Gus Hoffman - Mason
- Warren Hutcherson - Security Guard
- Khadijah Haqq McCray - Lady
- Giovonnie Samuels - Lady
- Bee-Be Smith - Lady
- Mark Arnott - Teacher
- Liza del Mundo - Ticket Agent
- Nefetari Spencer - Nef
- Nefetari Spencer - P.E. Teacher
- Diane Sellers - Mrs. Ware
- Jane Edith Wilson - Woman
- Scott Atkinson - Burt
- Stephanie Patton - Girl Allergic to Things
- Stephanie Patton - Brooke
- Eric Lange - Tony
- Laivan Greene - Nef
- Paul Lévesque - Triple H
- T.J. Beacom - School Athlete
- Ryan Jinn - Boy
- Abhi Sinha - Aneesh
- Cody Weiant - Girl #2
- Josh Blaylock - Todd
- Loren Freeman - "Mr. Meanie" Martin
- Nicholas S. Morrison - Jason
- Anthony Anderson - Bryan
- Lewis Dauber - Priest
- Sarah Lilly - Piano Teacher
- Steve Austin - Steve Austin
- Mike Coleman - Coach Rogers
- Andrew Lewis Caldwell - Wrestler
- Ellen Woglom - Saleswoman
- Justin Lee - Killa From Manilla
- Mike Batayeh - Man
- Rick Cross - Serge
- Necar Zadegan - Sales Associate
- Joel Weiss - Man
- Sean Shanks - Concert Goer #1
- Doug Williams - Alex - Repairman
- Kiyano La'vin - RoRo
- Windell Middlebrooks - Boogie
- Don Oscar Smith - Animal Control Guy
- David Downing - Father
- Cooper Thornton - Stan
- Clint Culp - Carnie
- Yasmin Spain - Prom Date(uncredited)
- Aaron Grady - DeSean
- Wendle Josepher - Nurse
- Yvonne Farrow - Teacher
- Jernard Burks - Southside
- Pat Finn - Zalinski
- Susan Dalian - Sales Rep
- Jeff Marlow - Photographer
- Chuck Kovacic - Mr. Duft
- Phil Diskin - Rabbi #2
- Roger Marks - Rabbi #1
- Chris Warren - Jason
- Cleavon McClendon - Derek
- Marque Richardson - Tyrone
- Robin Ray Eller - Mrs. Scott
- Rodney J. Hobbs - Mr. Scott
- Bahni Turpin - Kai
- Aree Davis - Mean Friend
- Dan Brinkle - Dan
- Michael Colyar - Man
- Dior Raye - Pam
- Judith Moreland - Customer
- Scott Michael Morgan - Cable Guy
- Philip Anthony Traylor - Nigel
- Creed Bratton - Funeral Home Employee
- David Ursin - Car Mechanic
- Kriss Turner
- Teri Schaffer
- Ken Kwapis
- Bernie Mac
- John Riggi
- Steve Tompkins
Ellen DeGeneres interpreta a Ellen DeGeneres en la serie.
David St. James hace el papel de Headmaster.
Chris Rock interpreta a Chris Rock en la serie.
Matt Damon hace el papel de Matt Damon.
Carl Reiner hace el papel de Carl Reiner.
Don Cheadle hace el papel de Cousin D.
Bernie Mac hace el papel de Bernie 'Mac' McCullough.
Lee Weaver interpreta a Schooney en la serie.
Halle Berry hace el papel de Halle Berry (uncredited).
Jeremy Suarez interpreta a Jordan Thomkins en la serie.
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