Pumpkin

Christina Ricci

— Carolyn McDuffy

Hank Harris

— Pumpkin Romanoff

Brenda Blethyn

— Judy Romanoff

Dominique Swain

— Jeanine Kryszinsky

Marisa Coughlan

— Julie Thurber

Sam Ball

— Kent Woodlands

Harry Lennix

— Robert Meary (Poetry teacher)

Nina Foch

— Betsy Collander

Caroline Aaron

— Claudia Prinsinger

Lisa Banes

— Chippy McDuffy

Julio Oscar Mechoso

— Dr. Frederico Cruz

Phil Reeves

— Burt Wohlfert

Marisa Petroro

— Courtney Burke

Tait Smith

— Hansie Prinsinger

Michael Bacall

— Casey Whitner

Erinn Bartlett

— Corinne

Michelle Krusiec

— Anne Chung

Melissa McCarthy

— Cici Pinkus

Amy Adams

— Alex

Ginny Schreiber

— Diana

Shaun Weiss

— Randy Suskind

Julia Vera

— Ramona Ramirez

Shane Johnson

— Jeremy

Elsie Escobar

— Sascha Santiago

Margaret Travolta

— Vera Whitner

Beverly Lynne

— Sorority Sister (uncredited)

John Henry Binder

— Newscaster

Job Alonso

— Disabled Soccer Player (uncredited)

Paul Michael Bloodgood

— Tennis Fan (uncredited)

Lawrence R. Coddens

— Customer (uncredited)