Characters played by Matt Dillon
Tommy 'Birdman' Rowland
Characters played by Noah Emmerich
Michael 'Mo' Morris
Characters played by Annabeth Gish
Tracy Stover
Characters played by Lauren Holly
Darian Smalls
Characters played by Timothy Hutton
Willie Conway
Characters played by Rosie O'Donnell
Gina Barrisano
Characters played by Max Perlich
Kev
Characters played by Martha Plimpton
Jan
Characters played by Natalie Portman
Marty
Characters played by Michael Rapaport
Paul Kirkwood
Characters played by Mira Sorvino
Sharon Cassidy
Characters played by Uma Thurman
Andera
Characters played by Pruitt Taylor Vince
Stanley 'Stinky' Womack
Characters played by Anne Bobby
Sarah Morris
Characters played by Richard Bright
Dick Conway
Characters played by Sam Robards
Steve Rossmore
Characters played by David Arquette
Bobby Conway
Characters played by Adam LeFevre
Victor
Characters played by John Carroll Lynch
Frank Womack
Characters played by Sarah Katz
Kristen Rossmore
Characters played by Camille D'Ambrose
Sharon's Mother
Characters played by Martin Ruben
Chip
Characters played by Tom Gibis
Peter The Eater
Characters played by Allison Levine
Waitress at Moonlight Mile
Characters played by Earl R. Burt
Bartender
Characters played by Greg Dulli
Lead Singer
Afghan Whigs
Characters played by Trent Nicholas Thompson
Michael Morris
Jr
Characters played by Nicole Ranallo
Cheryl Morris
Characters played by Joyce Lacey
Reunion Classmate #1
Characters played by Matthew Nathan Castens
Reunion Classmate #2
Characters played by Anne W. Erickson
Coffee Shop Waitress
Characters played by Oliver Osterberg
Drinker #1
Characters played by Sterling Robson
Drinker #2
Characters played by Edward Kaspszak
Drinker #3
Characters played by John Scurti
Ticket Agent
Characters played by Herbie Ade
Bar Owner
Characters played by Ben Gooding
Customer
Characters played by Frank Anello
Irv
Characters played by Lucky the Saint Bernard
'Elle MacPherson'
Characters played by John Thrall Bush
Diner at restaurant
Characters played by Happy Chichester
Band Member Afghan Whigs
Characters played by Tammara Melloy
Bowler
Characters played by Lori J. Ness
Women on the Street
Characters played by Rachel Oliva
High School Alumna
Characters played by Tomas Settell
Male Nurse