Willie Conway

Timothy Hutton

Tommy "Birdman" Rowland

Matt Dillon

Darian Smalls

Lauren Holly

Michael "Mo" Morris

Noah Emmerich

Tracy Stover

Annabeth Gish

Marty

Natalie Portman

Andera

Uma Thurman

Paul Kirkwood

Michael Rapaport

Gina Barrisano

Rosie O'Donnell

Sharon Cassidy

Mira Sorvino

Kev

Max Perlich

Jan

Martha Plimpton

Stanley "Stinky" Womack

Pruitt Taylor Vince

Sarah Morris

Anne Bobby

Steve Rossmore

Sam Robards

Dick Conway

Richard Bright

Bobby Conway

David Arquette

Victor

Adam LeFevre

Frank Womack

John Carroll Lynch

Peter the Eater

Tom Gibis

Kristen Rossmore

Sarah Katz

Sharon's Mother

Camille D'Ambrose

Ticket Agent

John Scurti

Chip

Martin Rubin

Irv

Frank Anello

Waitress at Moonlight Mile

Allison Levine

Bartender

Earl R. Burt

Chip

Martin Ruben

Lead Singer, Afghan Wigs

Gregory Dulli

Michael Morris Jr.

Trent Nicholas Thompson

Cheryl Morris

Nicole Ranallo

Reunion Classmate No. 1

Joyce Lacey

Reunion Classmate No. 2

Matthew Nathan Castens

Coffee Shop Waitress

Anne W. Erickson

Drinker #1

Oliver Osterberg

Drinker No. 1

Ollie Osterberg

Drinker #2

Sterling Robson

Bar Owner

Herbie Ade

Drinker No. 3

Edward Kaspszak

Bowler (uncredited)

Tammara Melloy

Woman on the Street (uncredited)

Lori J. Ness

Customer

Ben Gooding

High School Alumna (uncredited)

Rachel Oliva

Male Nurse (uncredited)

Tomas Settell

Lead Singer

Greg Dulli

Director

Ted Demme

Director

Ted Demme