Pumpkin

Christina Ricci

As Carolyn McDuffy

Hank Harris

As Pumpkin Romanoff

Brenda Blethyn

As Judy Romanoff

Dominique Swain

As Jeanine Kryszinsky

Marisa Coughlan

As Julie Thurber

Sam Ball

As Kent Woodlands

Harry Lennix

As Robert Meary (Poetry teacher)

Nina Foch

As Betsy Collander

Caroline Aaron

As Claudia Prinsinger

Lisa Banes

As Chippy McDuffy

Julio Oscar Mechoso

As Dr. Frederico Cruz

Phil Reeves

As Burt Wohlfert

Marisa Petroro

As Courtney Burke

Tait Smith

As Hansie Prinsinger

Michael Bacall

As Casey Whitner

Erinn Bartlett

As Corinne

Michelle Krusiec

As Anne Chung

Melissa McCarthy

As Cici Pinkus

Amy Adams

As Alex

Ginny Schreiber

As Diana

Shaun Weiss

As Randy Suskind

Julia Vera

As Ramona Ramirez

Shane Johnson

As Jeremy

Elsie Escobar

As Sascha Santiago

Margaret Travolta

As Vera Whitner

Beverly Lynne

As Sorority Sister (uncredited)

John Henry Binder

As Newscaster

Job Alonso

As Disabled Soccer Player (uncredited)

Paul Michael Bloodgood

As Tennis Fan (uncredited)

Lawrence R. Coddens

As Customer (uncredited)

David Gibbs

As Todd Ridgeway (Kent's Opponent) (uncredited)

Eric Marcel Jones

As College Student (uncredited)