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