Sean Penn

Emmet Ray

Samantha Morton

Hattie

Anthony LaPaglia

Al Torrio

Uma Thurman

Blanche Williams

James Urbaniak

Harry

John Waters

Mr. Haynes

Gretchen Mol

Ellie

Denis O'Hare

Jake

Molly Price

Ann

Brian Markinson

Bill Shields

Tony Darrow

Ben

Daniel Okrent

A.J. Pickman

Brad Garrett

Joe Bedloe

Kaili Vernoff

Gracie

Woody Allen

Himself

Ben Duncan (DJ)

Himself

Nat Hentoff

Himself

Douglas McGrath

Himself

Dan Moran

Boss

Chris Bauer

Ace

Darryl Alan Reed

Don

Constance Shulman

Hazel

Kellie Overbey

Iris

Katie Hamill

Mary

Lola Pashalinski

Blanche's Friend

Marc Damon Johnson

Omer

Ron Cephas Jones

Alvin

Vince Giordano

Bass Player #1

Clark Gayton

Jam Session Musician

Carolyn Saxon

Phyliss

Joseph Rigano

Stagehand

Yvette Mercedes

Party Guest

Dick Monday

Chester Weems

Mary Stout

Felicity Thomson

Mr. Spoons

Spoon Player

Carol Woods

Helen Minton

Josh Mowery

Movie Director

Eddy Davis

Bass Player #2

Vincent Guastaferro

Sid Bishop

Jerome Richardson

Club Musician

James Williams

Club Musician

Frank Wess

Club Musician

Ray Garvey

Club Manager

Brooks Giles III

Jam Session Musician

Alfred Sauchelli, Jr.

Ned

Michael Peter Bolus

Lynch

Mick O'Rourke

Holdup Man

Chuck Lewkowicz

Police Officer

Rick Mowat

Flat Tire Man