Christina Ricci

Elizabeth Wurtzel

Jason Biggs

Rafe

Anne Heche

Dr. Sterling

Michelle Williams

Ruby

Jonathan Rhys Meyers

Noah

Jessica Lange

Mrs. Wurtzel

Lou Reed

Lou Reed

Jesse Moss

Sam

Nicholas Campbell

Donald

Sheila Paterson

Grandmother

Rob Freeman

Mister Cool

Frida Betrani

Julia

Ian Tracey

Rolling Stone Editor

Bill Marchant

Lecturer

Cindy Lentol

Sheryl

Paula Plum

Geeky Mom

Emily Perkins

Ellen

Claude de Martino

Grandfather

Mike Mitchell

Purse Snatcher

Brad Swaile

Student

Charles Siegel

Dr. Isaacs

Charles Singh

Khalil

Chiara Zanni

Ruby's Roommate

Devon Diep

Student (uncredited)

Alma Martinez

Professor (uncredited)