Amir Blumenfeld

Lewis Plunkett

Streeter Seidell

Seymour Plunkett

Heather Cavalet

Mindy

Liz Cackowski

The Lawyer

Jordan Carlos

Mr. Horsey

Shawn Harrison

Self

Dan Gurewitch

Craig

Agustín González

Gus

Nick Raio

Gord Plunkett

Murray Adams

Lewis's Bodyguard

Shawna Bermender

Lewis's Prom Date

Tom Brennan

Wrestler

Maria Briscione

Girl at Bar #1

Holly Colaguori

Babysitter's Club Girl

Mary Kate Conway

Hella Sweet Girl

Michelle Costa

Hella Sweet Girl

Barbara Ann Davison

Supermarket Employee

Valerie Feingold

Joyce

Stephen W. Green

DVD Kid (as Stephen Green)

Richard Mark Jordan

Stoner (as Richard Jordan)

Tom Kane

Narrator

Katherine O'Sullivan

Olga

Grace Plimpton-Sims

Attractive Girl

Bruce Smolanoff

Mr. Del Vecchio

Joe Spellman

Roy

Jason Testa

Young Lewis