Thomas Jay Ryan as Henry Fool

James Urbaniak as Simon Grim

Parker Posey as Fay Grim

Maria Porter as Mary

James Saito as Mr. Deng

Kevin Corrigan as Warren

Liam Aiken as Ned

Miho Nikaido as Gnoc Deng

Gene Ruffini as Officer Buñuel

Nicholas Hope as Father Hawkes

Diana Ruppe as Amy

Veanne Cox as Laura

Jan Leslie Harding as Vicky

Chaylee Worrall as Pearl (age 7)

Christy Carlson Romano as Pearl (age 14)

Chuck Montgomery as Angus James

Melanie Vesey as Go-Go Dancer #1

Denise Morgan as Go-Go Dancer #2

Jill Morley as Afternoon Table Dancer

Paul Boocock as Steve

David Latham as Barry

Marissa Chibas as Newspaper Reporter

Julie Anderson as Woman Outside Store

Reggie Harris as Anchorman

Don Creech as Owen Feer

Camille Paglia as Self

Maraya Chase as TV Reporter

Shoshana Ami as Young Woman in Library

Karen DiConcetto as Girl in Library #1

Tiffany Sampson as Girl in Library #2

Rachel Miner as Girl in Library #3

Paul Lazar as Doctor

Gretchen Krich as Nurse

Valorie Hubbard as Patty The Bartender

Dave Simonds as Bill

Fay Ann Lee as Lawyer

Paul Greco as Concierge

Blake Willett as Cop #1

Raymond Cassar as Cop #2

Katreen Hardt as Airline Ticket Clerk

Rebecca Nelson as Flight Attendant Lucy

Paul Albe as Angry Customer

Vivian Bang as Teenager at World of Donuts

Brandon Boey as Teenager at World of Donuts

Claire Ritchie as Teenager at World of Donuts

Herbie Duarte as Teenager at World of Donuts

Toy Connor as Teenager at World of Donuts