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Routinely exploited by her wicked stepmother, the downtrodden Samantha Montgomery is excited about the prospect of meeting her Internet beau at the school's Halloween dance.
Hilary Duff
as Sam Montgomery
Chad Michael Murray
as Austin Ames
Jennifer Coolidge
as Fiona
Dan Byrd
as Carter Farrell
Regina King
as Rhonda
Julie Gonzalo
as Shelby Cummings
Lin Shaye
as Mrs. Wells
Madeline Zima
as Brianna
Andrea Avery
as Gabriella
Mary Pat Gleason
as Eleanor
Paul Rodríguez
as Bobby
Whip Hubley
as Sam's Dad
Kevin Kilner
as Austin's Dad
Erica Hubbard
as Madison
Simon Helberg
as Terry
Brad Bufanda
as David
J. D. Pardo
as Ryan
Aimee-Lynn Chadwick
as D.J.
Kady Cole
as Caitlyn
Hannah Robinson
as Young Sam
Art LaFleur
as Coach
James Eckhouse
as Mr. Farrell
Jonathan Slavin
as Vernon
John Billingsley
as Mr. Rothman
Carlie Westerman
as Young Brianna
Christie Herring
as Bachelorette #1
Lindsay Hollister
as Bachelorette #2
Taylor Hoover
as Beautiful Bachelorette
Brittany Weber
as Bachelorette
Darryl Sivad
as District Attorney
Rita Maye Bland
as Rollerskating Waitress #1
Keli Murphy
as Rollerskating Waitress #2
Sabin Rich
as Locker Guy
Sandra McCoy
as Cheerleader / Dancer #1
Karen Elmore
as Cheerleader / Dancer #3
Stella Choe
as Cheerleader / Dancer #4
Reshma Gajjar
as Halloween Dancer
Richy Jackson
as Halloween Dancer
Jonathan Ritter
as Halloween Dancer
Becca Sweitzer
as Halloween Dancer
Elle Beyer
as Waitress
Joe Jagatic
as Wedding Photographer
Tarah Paige
as Dancer
Rory Thost
as Young Carter Farrell
John H. Tobin
as Dad at Carwash
Toni Wynne
as Kitty
Hilary Duff
as Sam Montgomery
Chad Michael Murray
as Austin Ames
Jennifer Coolidge
as Fiona
Dan Byrd
as Carter Farrell
Regina King
as Rhonda
Julie Gonzalo
as Shelby Cummings
Lin Shaye
as Mrs. Wells
Madeline Zima
as Brianna
Andrea Avery
as Gabriella
Mary Pat Gleason
as Eleanor
Paul Rodríguez
as Bobby
Whip Hubley
as Sam's Dad
Kevin Kilner
as Austin's Dad
Erica Hubbard
as Madison
Simon Helberg
as Terry
Brad Bufanda
as David
J. D. Pardo
as Ryan
Aimee-Lynn Chadwick
as D.J.
Kady Cole
as Caitlyn
Hannah Robinson
as Young Sam
Art LaFleur
as Coach
James Eckhouse
as Mr. Farrell
Jonathan Slavin
as Vernon
John Billingsley
as Mr. Rothman
Carlie Westerman
as Young Brianna
Christie Herring
as Bachelorette #1
Lindsay Hollister
as Bachelorette #2
Taylor Hoover
as Beautiful Bachelorette
Brittany Weber
as Bachelorette
Darryl Sivad
as District Attorney
Rita Maye Bland
as Rollerskating Waitress #1
Keli Murphy
as Rollerskating Waitress #2
Sabin Rich
as Locker Guy
Sandra McCoy
as Cheerleader / Dancer #1
Karen Elmore
as Cheerleader / Dancer #3
Stella Choe
as Cheerleader / Dancer #4
Reshma Gajjar
as Halloween Dancer
Richy Jackson
as Halloween Dancer
Jonathan Ritter
as Halloween Dancer
Becca Sweitzer
as Halloween Dancer
Elle Beyer
as Waitress
Joe Jagatic
as Wedding Photographer
Tarah Paige
as Dancer
Rory Thost
as Young Carter Farrell
John H. Tobin
as Dad at Carwash
Toni Wynne
as Kitty
