Jason Jurman as Spence Holmes

Warren Kole as Marshall Hogan III

Joe Mantegna as Mr. Stack

Izabella Scorupco as Paige Stack

Kaley Cuoco as Amanda

Chyna as Teddy Archibald

Jon Polito as Mr. Archibald

Loretta Devine as Dolly

Jeremy Rowley as Karl

Scott Michael Campbell as Mr. Conrad

Mo Collins as Cindy Conrad

Molly Cheek as Mrs. Holmes

Robin Thomas as Mr. Holmes

Carrie Fisher as Gladys Goodbey

Carolyn Hennesy as Judge Margaret Emerson

Joely Fisher as LuLu

Faye Dunaway as Edith Birnbaum

Max Daniels as The Gardener

Norm Crosby as Stan Birnbaum

Nicole Rayburn as Casey Dixon

Joe Bucaro III as BMW Owner

Matt Borlenghi as Bartender

Peter Sands as Dept. Head

Oren Skoog as Detective John Butler

Sammy Shore as Drunk Guy

Dan Fine as Al Obermann

Jack Carter as Party Guest

Derek Potts as Young Guy #1

Sean Hankinson as CC Member

Dominic Spillane as Young Waiter

Cameron Duddy as Cameron

Machi Abe as Core Cougar (uncredited)

Kyle Adahl as Police Officer (uncredited)

Natalie Alexander as Self

Jean Carol as Cougar

Mark Charran as Club Member (uncredited)

Zachary Chitwood as Waiter (uncredited)

Emilio Cueto as Graduate Student (uncredited)

Isabel Cueva as Cougar (uncredited)

Rico Devereaux as Grad Parent (uncredited)

Gina Fricchione as Cougar (uncredited)

Joshua Lou Friedman as Club Candidate (uncredited)

Simona Fusco as Kitten Britain

Teresa Ganzel as Alimony Woman

Bunny Gibson as Cougar (uncredited)

Alastair Gilbert as Cougar Club Member (uncredited)

Anne Giovanni as Woman Lawyer (uncredited)

Molinee Green as Hot Tub Babe (uncredited)

Angela Harrington as Core Cougar (uncredited)

Jesse Heiman as Prey

Dava Hulsey as Graduation Kissee (uncredited)

Johan Kim as Graduate Student (uncredited)

Martin Klebba as Short Boss Man (uncredited)

Tammy Klein as Cougar

Jonathan Lane as Prey (uncredited)

Kora Lee as Paralegal (uncredited)

Steve Longmuir as Graduation Parent (uncredited)

Katia Louise as Shirley (uncredited)

Joshua Mason as Business School Graduate (uncredited)

P. David Miller as FBI SWAT Team Member (uncredited)

Sharon E. Morris as Cougar (uncredited)

Clint Moseley as Waiter (uncredited)

Stephanie Norwood as Core Cougar (uncredited)

Tommy O'Reilly as Young Club Member (uncredited)

Kisha Sharon Oglesby as Core Cougar (uncredited)

Tye Olson as Cougar (uncredited)

Beverly Swanson as Cougar

Angela Teng as Graduate Student (uncredited)

David Tran as Prey (uncredited)

Jamie Wozny as Paralegal (uncredited)

Deb Yates as Parent (uncredited)