Matthew Lillard

Roger Sperling

Brett Davern

Alex Sperling

Rachelle Lefevre

Laura

Jennifer Walcott

Caitlin Stenson

Simona Fusco

Hedda

Rhoda Griffis

Nancy Sperling

Darla Haun

Mrs. Ashmore

Tom Arnold

Tom Arnold

Efren Ramirez

Hector

John Billingsley

Prof. James ...

Jay Thomas

Martin Sperling

Sheena Lee

Lin

George Takei

Maitre D (Joon)

A.J. Alexander

The D.J.

Astrid Coppens

Bachelorette...

Janine Habeck

Clarissa

Monica Leigh

Trish

Heather Marie Marsden

Bree

Patricia De Leon

Julia

Peter Gabb

Mr. Burger

Robin Thomas

Mr. Stenson

Robert Davi

Robert Davi

Rachel Rogers

Bethany

Joe Reegan

Eddie

George Back

Jimmy Black

Pat Skipper

Frank

Andy Golden

Doug

Edith Dupré LeBlanc

Doug's Mom

Michael P. Cahill

Principal

Hunter Womack

Foreman

Michael Boatman

Donovan Tucker

Michael Arata

Doug's Dad

Stephanie Honoré

Victoria Mills

Ron Gural

Doug's Grandpa

Armando Leduc

Harvard Guy

Dane Rhodes

FBI Agent

Christie Hsiao

Sam

Jordana Woodland

Elle

Justin Ware

Random Guy

Arcadiy Golubovich

Unicorn

Tony Bentley

Senator Brewster

Maureen Phelan

Senator's As...

Tricia Vansant

Escort #1

James Barnett

Client

Wilfurt Hildabrandt

Harvard Alumni

Victoria Patenaude

Harvard Alumni

Louis St. Romain

Pool Boy

Claudia Stedelin

Senator Brew...

John J. Anderson

Colleague (u...

Dewayne Bateman

Client (uncr...

Christine Biancardi

High Class E...

Kelly Bird

Lola / Rich ...

Sean M. Blanchard

Bar Mitzvah ...

David E. Brown

Harvard Alum...

Edward D. Caiado

Harvard Alum...

Michael Capp

Cab Driver (...

John Ceallach

Client (uncr...

Danny Cosmo

Gimp (uncredited)

Michael Dardant

Frat Boy (un...

Erica Day

Bachelorette...

Ben Decker

Frat Boy (un...

Mike Franklin

Client (uncr...

Geraldine Glenn

Harvard U Pa...

Russell M. Haeuser

Graduation A...

Jordan Johnson

Frat Boy (un...

Jennifer Kelsey

Bachelorette...

Mikey King

Client (uncr...

Scott M. King

Client (uncr...

Cynthia LeBlanc

Harvard U. P...

Elton LeBlanc

Brothel Clie...

Don Lincoln

Harvard Alum...

Mary Ly

Customer (un...

Ann Mahoney

Marlene (unc...

Sami Naveed

Harvard Guy ...

Jay Oliver

Harvard Alum...

Larry Seal

Harvard Alum...

Deborah Garcia Smith

Harvard Alum...

M. Jearl Vinot

Client (uncr...

Jaymon Yates

Client / Poo...