- Jessalyn Gilsig - Lauren Davis
- Rashida Jones - Louisa Fenn
- Jon Abrahams - Zach Fischer
- Joey McIntyre - Colin Flynn
- Kathy Baker - Meredith Peters
- Cara DeLizia - Marcy Kendall
- Joey Slotnick - Milton Buttle
- China Shavers - Brooke Harper
- Tom McCarthy - Kevin Riley
- Michelle Monaghan - Kimberly Woods
- Percy Daggs III - Rob
- Johnny Pacar - Boone
- Josh Hammond - Senate Look-Alike
- Ashley Tisdale - Carol Prader
- Natanya Ross - Singer
- Blake Heron - NRA Student
- R. Brandon Johnson - Sam
- Camryn Manheim - Ellenor Frutt
- Seymour Cassel - Bernie Willis
- Wendy Schaal - Mrs. Callie Webb
- Norma Maldonado - Mrs. Grayson
- Laura Breckenridge - Janice
- Frank Novak - Interviewer
- Smith Cho - Sandy
- Patrick John Flueger - Joseph Prager
- Nicole Tubiola - Rosie Sanchez
- Helen Slater - Mrs. McNeal
- C.J. Thomason - Little Ed
- Ron Bottitta - Angry Parent
- Karen Malina White - Sonia Williamson
- Sean Faris - Troy Mooney
- Matthew Lawrence - Billy Deegan
- Sam Doumit - Monica Peete
- Andrew Eiden - Joshua Marks
- Alisa Reyes - Trina Sanchez
- Scott Gerbacia - Jeff
- Rosemary Forsyth - Judge Toft
- Duncan Sheik - Self
- Bret Harrison - Doug Baer
- Mehcad Brooks - Russell Clark
- Angela Goethals - Sheila Mercer
- Richard Keith - Trevor James
- Anne Marie Howard - Miss Sofer
- Verne Troyer - Taylor Prentice
- Phillip Van Dyke - Brian Harrower
- Whitney Houston - Self
- Marissa Jaret Winokur - Courtney Schaffer
- Jeremy Ray Valdez - Jerry
- Jennifer Tisdale - Katie Cooper
- Justin Shenkarow - Warren Dickson
- Leighton Meester - Sarah Breen
- Sal Viscuso - Arthur Ryan
- Alana Austin - Jen Kenney
- Michael Manasseri - Jerome Harrison
- Judith Hoag - Beth Thomas
- Josh Keaton - Martin Andrews
- Rhyon Nicole Brown - Tanya Lipschultz
- Christine Lakin - Cindy
- Maitland Ward - Rachel Newman
- Paul Willson - Attorney Conlin Barker
- Yvette Freeman - Gladys Crenshaw
- Haylie Duff - Sylvia
- Lauren Storm - Donna Stuart
- Rachael Bella - Ditto
- Elizabeth Peña - Superintendent Elizabeth Vasquez
- Jake Richardson - Joe Coolidge
- Tony Todd - Lester Lipschultz
- Trevor Wright - Walton Hanks
- Erica Hubbard - Cindy
- Travis Wester - John LeBlonde
- Bob Papenbrook - Jonathan White
- Eric Jungmann - George Howe
- Joel Polis - Dawson
- Michael Badalucco - Jimmy Berluti
- Robert Ri'chard - Student
- Harry Groener - Mr. Jacobs
- Maureen Flannigan - Holly Carpenter
- Jerry Trainor - Mitchell Friendly
- Nicholas D'Agosto - Richard Kinney
- Pablo Santos - Student
- Sean Young - Candy Sobell
- Arjay Smith - Taylor Graham
- Christopher Khayman Lee - Self
- Kevin Dunn - Big Ed
- Majandra Delfino - Jill Sharp
- Kayla Ewell - Dianne
- Boris Kodjoe - Coach Derek Williams
- Willam Belli - Mike
- Rolonda Watts - Monica Clemens
- Kate Norby - Joannie Hanson
- Kevin Cooney - Mayor Richardson
- Samm Levine - Manny
- Michael Saucedo - Lyle
- Taryn Manning - Cara Glynne
- Lynn Whitfield - Louanna Harper
- Amber Tamblyn - Melissa Campbell
- Cody Kasch - Austin Cooper
- Kimberly Kevon Williams - Marsha
- Adam Hendershott - Brian Hunt
- Corbin Allred - Jason Paul
- Amanda Aday - Carrie Jenkins
- Armin Shimerman - Honorable Judge David Semel
- Jason Dohring - Ian Bridgeman
- April Grace - Sandra Henderson
- Bianca Kajlich - Lisa Grier
- Angelo Tiffe - John Kendall
- Stephen Macht - Mr. Valone
- Ben Foster - Max Warner
- Connor Matheus - Boy
- Colm Feore - George Guber
- Brandon Baker - Danny Miller
- Sarah Shahi - Laura
- John Rubinstein - Judge Joseph Papp
- Larry Cedar - Johnson
- Teal Redmann - Annie Webb
- Dean Norris - Matthew Gordon
- Rheagan Wallace - Jessica Pavin
- Sarah Thompson - Dana Poole
- Keri Lynn Pratt - Molly Sobel
- Dennis Miller - Charlie Bixby
- Blake Bashoff - Oswald / Joseph O'Shea
- Elizabeth Rice - Marilee Morford
- Blair Wingo - Nancy
- Brian Dietzen - David Caplan
- Riley Smith - Mark
- Christopher Marquette - Henry Freers
- Dave Florek - Will Johnson
- Indigo - Cheyenne Webb
- Betty Garrett - Miriam Guber
- Brian Skala - Kyle
- Jonathan Bennett - Ethan Guest
- Method Man - Flash Master K
- Angelique Bates - Sylvia
- Mary Mara - Pauline Campbell
- Sarah Hagan - Melissa
- Christopher Cousins - Mark Tanner
- Casey Sander - Coach Macklin
- Debbi Morgan - Superintendent Marsha Shinn
- Troy Evans - Dennis Banks
- Wesley Jonathan - Tyronn Anderson
- Billy Aaron Brown - Leo Peterson
- Dave Power - R.J. Saunders
- Jesse Head - Jason Porter
- Kimberlee Peterson - Natalie Stone
- Troy Winbush - Aaron Lipschultz
- David Conrad - Dave Fields
- Sarah Lancaster - Chrissy Fields
- Jill Ritchie - Karen Fitzgerald
- Rick Gonzalez - Juan Figgis
- Chris Evans - Neil Mavromates
- Gina Philips - Jenna Miller
- James Lafferty - Michael Scott
- John Francis Daley - Anthony Ward
- Scott Vickaryous - Daniel Evans
- Kyle Downes - Adam Rice
- Marshall Allman - Hector
- Michael Stipe - Self
- Natasha Melnick - Rainy Murphy
- Franklin Dennis Jones - U.S. Army Casualty Assistance
- Monique Coleman - Molly
- E.J. Callahan - Willy
- Sarah Jane Morris - Susan Strong
- Sarah Jane Morris - Sally Barnes
- Anne Archer - Patricia Emerson
- Shannon Woodward - Marianne Karr
- Shannon Woodward - Allison
- Ben Easter - Jason Dunphy
- Courtney Peldon - Becky Emerson
- Marieh Delfino - Denise DeMarcos
- Steven Culp - Mel Breen
- RonReaco Lee - Wesley Poe
- Jessica Friedman - Monica Porter
- Neil Flynn - Walter Andrews
- Scott Rinker - Jason
- Shea Farrell - Referee
- Shea Farrell - Officer Watts
- David Alan Grier - Laurence Williams
- Julie Claire - A.D.A. Maskell
- Thomas Dekker - Julien McNeal
- Efren Ramirez - Amaad Wilkens
- Randy Oglesby - Walter Grier
- Courtney Cole-Fendley - Eve
- Aaron Himelstein - William Guilbert
- JoAnna Garcia - Susan Potter
- Courtney B. Vance - Walter Harrelson
- Antwon Tanner - Kevin Jackson
- Vanessa Bell Calloway - Mrs. Michelle Ronning
- Chris Hunter - Plummer
- Breon Gorman - Mrs. Watson
- Bruce French - Doctor
- Dana Wheeler-Nicholson - FBI Agent Monica Price
- Mike Mills - Self
- Rusty Schwimmer - Billy's Mom
- Phil Buckman - Henry Preston
- Ben Lang - Eddie
- Tania Gunadi - Sri Sumarto
- Ronny Cox - Claire's Father
- Beth Littleford - Marcia Fennel
- Hira Ambrosino - Hallstrom
- Kyle Howard - Ferris Kaplan
- Ted Marcoux - Gary Campbell
- Allison Munn - Janice Scott
- Zachery Ty Bryan - Malcolm White
- Darcy Shean - Mrs. Reese
- Eric Barry - Landon
- Timothy Landfield - Mr. LeBlonde
- Anthony Starke - Joey
- Bryan Greenberg - Mr. Freeman
- Lyndsy Fonseca - Jenn Cardell
- Hayley Marie Norman - Lupe Jimenez
- Sherilyn Fenn - Violet Montgomery
- Andrea Bowen - Riley Ellis
- Billy Zane - Matthew Baskin
- Dempsey Pappion - Darren
- Kurt Fuller - Ken Thomas
- Mercedes McNab - Mickey Tanner
- Edwin Hodge - Jamaal Crenshaw
- Dana Davis - Marie Ronning
- Sam Sarpong - Isaiah Walton
- Joe O'Connor - Mr. Potter
- Mark L. Taylor - Tim McMahon
- Larry Anderson - Mr. Watson
- Chris Olivero - John Cardell
- Leonora Pitts - Miss Miranda
- Taran Killam - Alex Buchanan
- Jane Lynch - Jane Morrell
- Joyce Guy - Audrey Nixon
- Max Greenfield - Sean Tallen
- Colin Fickes - Tony
- Gregg Henry - Detective McGill
- Cleo King - Helene Parks
- Michael Cavanaugh - Judge Boilings
- Craig Gellis - Tatoo Kid
- Garikayi Mutambirwa - Lawrence Sorrenson
- Natalie Ramsey - Girl in Danny's class
- Jill Remez - Dr. Nancy Morrison
- Chris Heuisler - Eric Dunefsky
- Mike Pniewski - Officer Taylor
- Toy Connor - Veronica
- Amanda Fuller - Marie Watson
- Miko Hughes - Peter Feldman
- Peter Buck - Self
- Jim Lau - Mr. Sam
- Leslie Jordan - Dr. Benjamin Harris
- Kaj-Erik Eriksen - Jeremy Peters
- Karen Goberman - Mare Bloom
- Rick Zieff - Mr. Delgado
- Jenny Gago - Angela Sanchez
- Jolene Purdy - Cindy Lavin
- Giovonnie Samuels - Macy Walker
- Milo Ventimiglia - Jake Provesserio
- Barry Livingston - Patron
- Mandy Patinkin - Isaac Rice
- Giuseppe Andrews - Bobby Mendoza
- Adam Mayfield - Bobby Renfroe
- Robin Pearson Rose - Mrs. Harrower
- Derek Lee Nixon - Steve
- Michael Kirby - Shane Birdsill
- Russell W. Howard - Male Student #1
- Amy Warner - Mrs. Richards
- Johnny Lewis - Bodhi
- Johnny Lewis - Bobby
- Lindsay Hollister - Christine Banks
- Daniel Hartley - Wayne
- Tamyra Gray - Aisha Clemens
- Mischa Mandel - Jeff Barnum
- Chuck Conway
- David E. Kelley
- Steven Wolff
- Jonathan Pontell
- Mike Listo
- Carrie Audino
- Von Varga
- Thomas Newman
- Russell C. Fager
- Herbert Rawlinson
- David Rawlinson
Ronny Cox hace el papel de Claire's Father.
Sean Young interpreta a Candy Sobell en la serie.
Kathy Baker interpreta a Meredith Peters en la serie.
Billy Zane interpreta a Matthew Baskin en la serie.
Gregg Henry interpreta a Detective McGill en la serie.
Michael Badalucco interpreta a Jimmy Berluti en la serie.
Chi McBride hace el papel de Steven Harper.
Anthony Heald interpreta a Scott Guber en la serie.
Loretta Devine hace el papel de Marla Hendricks.
Sharon Leal interpreta a Marilyn Sudor en la serie.
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