Rob Helms

as Kevin Langstrom

Bruce Daniels

as Randall Overbee

Joe Dietl

as Royce Cannon

Carrie Aizley

as Jocelyn Silverberg

Diane Delano

as Sgt. Dot Jenkins

Michael Irpino

as Chauncey Ledbetter

Kathy Jensen

as Suzy Pleasant

Jennifer Aniston

as Clove

Andrea Bendewald

as Dust

Tate Donovan

as Simon

Nora Dunn

as Sandy Delongpre

Taylor Negron

as Stewart Sterling

Jeff Rosenthal

as Donald Elkins

David Schwimmer

as Kelly Goodich / J.T.

Marcus Jacques

as Clerk

Bill Escudier

as Flower Delivery Guy

Mike Myers

as Tim Broderick

Robin Ruzan

as Tammy Broderick

Will Ferrell

as Darren Clark

Jerry Collins

as Tom Phillips

Laura Kightlinger

as Amber Jean Rose

Janeane Garofalo

as Joyce Wintergarden-Dingle

David Cross

as Tommy Dansbury

Vincent Ventresca

as Bob

Tuc Watkins

as Ted

Emily Whitesell

as Betty Sanford

Ben Zook

as Faggles / Mr. Wintergarden

Wayzaro Foster

as Girl at Party

Margaret Cho

as Asia Blue / Terry

Phil LaMarr

as Jimmy "Licorice Whip" Wilson

Jimmy Jatho

as Skin Head Inmate

Rodney Munoz

as Hispanic Inmate

Christine Elise

as Darby

Rusty Schwimmer

as Nora Finkelheimer

Anne Meara

as Mrs. Langstrom

Bob Joles

as Mr. Langstrom

Illeana Douglas

as Julia Bullock

Mary Lynn Rajskub

as Suzy Smokestack

Melanie Hutsell

as Yvette Evy

Kevin West

as Father Barnes

Megan Cavanagh

as Mrs. Ledbetter

Brian Blondell

as Mr. Ledbetter

Layne Beamer

as Cop

Molly Shannon

as Aani

Loretta Fox

as Kelly Daneen

Sam Pancake

as Randy Nephews

Andy Richter

as Ken Irpine

Sarah Thyre

as Diane Edbetter-Irpine

Brett Paesel

as Karen Hill

Pat Towne

as Richard Hill

David Youse

as Larry

Joel Murray

as Bartender

Tom Booker

as Wet Underwear Contestant

Joe Liss

as M.C.

Jason Priestley

as Hunter Green

Lizzy Murray

as Leslie

Promise LaMarco

as Script Supervisor

Ingrid Berg

as Choreographer

Kate Vogt

as Costumer

Jeff Rago

as Triple Threat

Kristin Dailey

as Swing Choir Member

David Green

as Swing Choir Member

Shane Nickerson

as Extra #1

Oscar Nunez

as Extra #2

Emily Spivey

as Extra #3

Bob Dietl

as Royce's Father

Jamie Kershaw

as Extra #4

Linda Mellano

as Extra #5

Kathy Jones

as Extra #6

Lisa Galipeau

as Craft Service Girl

Terry Sweeney

as Make-up Artist

Billy Morrissette

as Jack

Maura Tierney

as Suzanne

Alexis Arquette

as Mr. Ed

Brian McCarthy

as Candice Corn

Jon Kean

as News Reporter

Scott Williamson

as Warden

Eliza Coyle

as Angry Protester

Richard Riehle

as Governor Eastman

Stephen Wrubel

as Mysterious Man in Black

Mike Coleman

as Dancing Inmate #1

Rick Grunden

as Dancing Inmate #2

Sean Halligan

as Dancing Inmate #3

Louis Horvath

as Dancing Inmate #4

Eric Hostetter

as Wet Underwear Contestant #1

Jerome Roi Maufas

as Wet Underwear Contestant #2

Chuck Saculla

as Wet Underwear Contestant #3

Stafford Smith

as Guard #1

Carl Young

as Guard #2

Joey Soloway

as Band at Party

Doug Pray

as Band at Party

Sam Shneidman

as Band at Party

Christian Tasche

as Band at Party

John Strozier

as Band at Party

Susan Yeagley

as Chauncey's New Wife

Christina Izumi

as Judy

Victoria Izumi

as Cher

Britany Rollerson

as Barbra