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Cast

Julia Roberts
Katherine Ann Watson

Kirsten Dunst
Betty Warren

Julia Stiles
Joan Brandwyn

Maggie Gyllenhaal
Giselle Levy

Ginnifer Goodwin
Connie Baker

Dominic West
Bill Dunbar

Juliet Stevenson
Amanda Armstrong

Marcia Gay Harden
Nancy Abbey

John Slattery
Paul Moore

Marian Seldes
President Jocelyn Carr

Donna Mitchell
Mrs. Warren

Terence Rigby
Dr. Edward Staunton
Jennie Eisenhower
Girl at the Station

Leslie Lyles
Housing Director

Laura Allen
Susan Delacorte

Topher Grace
Tommy Donegal
Lily Lodge
House Matron

Jordan Bridges
Spencer Jones

Ebon Moss-Bachrach
Charlie Stewart

Chuck Montgomery
Tall Man

Taylor Roberts
Louise

John Scurti
Stan Sher
Ed Peed
Taxi Driver
Rony Clanton
Porter
Becky Veduccio
Blue Ship Hostess
Paul Vincent Black
Joseph O'Neil

Lisa Roberts Gillan
Miss Albini
June Miller
Cape Cod Hostess

Aleksa Palladino
Frances the Girl in Italian Class

Charles Techman
Harvard Dorm Monitor

Lauren Adler
Art History Student
Daisy Baldwin
Art History Student
Janine Barris
Art History Student
Emily Bauer
Art History Student
Kirstie Bingham
Art History Student
Jennifer Bowen
Art History Student
Angelique Claire
Art History Student
Nikki Coble
Art History Student

Kristen Connolly
Art History Student
Kristyn Coppola
Art History Student
Kimberly Ehly
Art History Student
Megan Marie Ford
Art History Student
Lauren Fruchter
Art History Student
Kate Glass
Art History Student
Amanda Gruss
Art History Student
Stella Hao
Art History Student
Walker Hays
Art History Student
Michele Hillen
Art History Student

Annika Marks
Art History Student
Amy Montminy
Art History Student

Lily Rabe
Art History Student

Kate Reilly
Art History Student

Krysten Ritter
Art History Student
Brandy Tipton
Art History Student
Trisha Trokan
Art History Student
Megan Tropea
Art History Student

Maja Wampuszyc
Art History Student
Mary Pascoe
Photographer
Elise Passamani
Phyllis
Laura M. Flahive
Wet Girl
Devon Jencks
Wet Girl
Erin E. Richardson
Wet Girl
Emily R. See
Wet Girl
Rob Buntzen
Wedding Planner Host
Richard O'Rourke
Igor
Chris Bonomo
Groomsman

Katherine Argo
Dancer
Shelby Bond
Dancer
Lou Brock
Dancer
Michael Choi
Dancer
Melissa Deles
Dancer
John D. Fowler
Dancer
Nicole Frydman
Dancer
Noelle Gibson
Dancer
Maria Vicens Girau
Dancer
Natalie Gomez
Dancer
Sid Grant
Dancer
Madeleine Hackney
Dancer
Betina Hershey
Dancer
Yuval Hod
Dancer
Richard Jones
Dancer
Jerry Jordan
Dancer
Nickolay Khazanov
Dancer
Nadia Kravets
Dancer
Maria Levinstein
Dancer
KellyDawn Malloy
Dancer
Annette Nicole
Dancer
Lance Olds
Dancer
Joe Palmer
Dancer
Christian Perry
Dancer
Daniel Ponickly
Dancer
Tony Scheppler
Dancer
Solomon Singer
Dancer
Gabriel Vaughan
Dancer

Kim Villanueva
Dancer
Dan Weltner
Dancer
Sarah Billings Wheeler
Dancer
Denise Zadroga
Dancer
Peter J. Rowan
Wedding Photographer

Tori Amos
Singer

Kevin Osborne
Band Announcer

Brad Mehldau
Pianist

Larry Grenadier
Bass Player

Julie Wagner
Bartender
Jennifer Anderson
Projectionist
Lindsey White
Projectionist

Chris Burke
Custodian

Dorothy Dwyer
Faculty
Melanie Angelique Moyer
Christmas Student

Canedy Knowles
Christmas Student

Kristen Marie Holly
Christmas Student
Carrie Ann Kaye
Christmas Student
Liliane Thomas
Woman on Train
Jackie Sanders
Band Announcer
Anna Fields
Eleanor Warren (uncredited)
Valerie Vaile
Jane Whitmore (uncredited)
Jill Whitaker
Vanessa McIntyre (uncredited)
Randi Newton
Miranda (uncredited)
Grenville Cuyler
Phillip McIntyre (uncredited)
Erik Davies
Robert Flint (uncredited)
Gunna Wilson
Spencer's Girlfriend (uncredited)

Corey W. Allen
Giselle's Wedding Date (uncredited)

Marylouise Burke
President Jocelyn Carr's Secretary (uncredited)
Trish McGettrick
Governor's Wife (uncredited)
Jeannette Gould
Faculty (uncredited)

Whitney Avalon
Almost-Hit Bike Rider (uncredited)

Eric Bruno Borgman
College Janitor (uncredited)
Cristie Schoen
Alto Sax Player (uncredited)
Katrina Connor
Art History Student (uncredited)
Marlo DiCrasto
Art History Student (uncredited)
Ashley Dru Douglass
Art History Student (uncredited)

Liesl Ehardt
Joan Brandwyn's Friend (uncredited)
Jessica Leigh Johnson
Art History Student (uncredited)
Kara Klein
Art History Student (uncredited)

Marni Penning
Art History Student (uncredited)
Dina Rose Rivera
Art History Student (uncredited)
Vivian Kalinov
Artist; Metal Sculptor (uncredited)

Melissa Goodwin Shepherd
Dancer (uncredited)

Josh Mowery
Dancer (uncredited)
Matthew Shaffer
Dancer (uncredited)

Michael Cuomo
Swing Dancer (uncredited)

Maria Rusolo
Swing Dancer (uncredited)

Christopher Braden
Bartender
Overview
Katherine Watson is a recent UCLA graduate hired to teach art history at the prestigious all-female Wellesley College, in 1953. Determined to confront the outdated mores of society and the institution that embraces them, Katherine inspires her traditional students, including Betty and Joan, to challenge the lives they are expected to lead.
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