The Pool Boys

Roger Sperling

Matthew Lillard

Alex Sperling

Brett Davern

Laura

Rachelle Lefevre

Caitlin Stenson

Jennifer Walcott

Hedda

Simona Fusco

Nancy Sperling

Rhoda Griffis

Mrs. Ashmore

Darla Haun

Tom Arnold

Tom Arnold

Hector

Efren Ramirez

Prof. James Kellogg

John Billingsley

Martin 'Marty' Sperling

Jay Thomas

Lin

Sheena Lee

Maitre D (Joon)

George Takei

The D.J.

A.J. Alexander

Bachelorette Party Guest (uncredited)

Astrid Coppens

Clarissa

Janine Habeck

Trish

Monica Leigh

Bree

Heather Marie Marsden

Julia

Patricia De Leon

Mr. Burger

Peter Gabb

Mr. Stenson

Robin Thomas

Robert Davi

Robert Davi

Bethany

Rachel Rogers

Eddie

Joe Reegan

Jimmy Black

George Back

Frank

Pat Skipper

Doug

Andy Golden

Doug's Mom

Edith Dupré LeBlanc

Principal

Michael P. Cahill

Foreman

Hunter Womack

Donovan Tucker

Michael Boatman

Doug's Dad

Michael Arata

Victoria Mills

Stephanie Honoré

Doug's Grandpa

Ron Gural

Harvard Guy

Armando Leduc

FBI Agent

Dane Rhodes

Sam

Christie Hsiao

Elle

Jordana Woodland

Random Guy

Justin Ware

Unicorn

Arcadiy Golubovich

Senator Brewster

Tony Bentley

Senator's Assistant

Maureen Phelan

Escort #1

Tricia Vansant

Client

James Barnett

Harvard Alumni

Wilfurt Hildabrandt

Harvard Alumni

Victoria Patenaude

Pool Boy

Louis St. Romain

Senator Brewster's Secretary

Claudia Stedelin

Colleague (uncredited)

John J. Anderson

Client (uncredited)

Dewayne Bateman

High Class Escort (uncredited)

Christine Biancardi

Lola / Rich Dyke (uncredited)

Kelly Bird

Bar Mitzvah Guest (uncredited)

Sean M. Blanchard

Harvard Alumni (uncredited)

David E. Brown

Harvard Alumni (uncredited)

Edward D. Caiado

Cab Driver (uncredited)

Michael Capp

Client (uncredited)

John Ceallach

Gimp (uncredited)

Danny Cosmo

Frat Boy (uncredited)

Michael Dardant

Bachelorette (uncredited)

Erica Day

Frat Boy (uncredited)

Ben Decker

Client (uncredited)

Mike Franklin

Harvard U Parent (uncredited)

Geraldine Glenn

Graduation Attendee (uncredited)

Russell M. Haeuser

Frat Boy (uncredited)

Jordan Johnson

Bachelorette Party Guest (uncredited)

Jennifer Kelsey

Client (uncredited)

Mikey King

Client (uncredited)

Scott M. King

Harvard U. Parent (uncredited)

Cynthia LeBlanc

Brothel Client (uncredited)

Elton LeBlanc

Harvard Alumni (uncredited)

Don Lincoln

Customer (uncredited)

Mary Ly

Marlene (uncredited)

Ann Mahoney

Harvard Guy (uncredited)

Sami Naveed

Harvard Alumni (uncredited)

Larry Seal

Harvard Alumni (uncredited)

Deborah Garcia Smith

Client (uncredited)

M. Jearl Vinot

Client / Pool Guy with Gator (uncredited)

Jaymon Yates