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Reese Witherspoon Elle Woods Luke Wilson Emmetten Richmond Selma Blair Vivian Kensington Matthew Davis Warner Huntington III Victor Garber Professor Callahan Jennifer Coolidge Paulette Holland Taylor Professor Stromwell Ali Larter Brooke Taylor Windham Jessica Cauffiel Margot Alanna Ubach Serena Osgood Perkins Dorky David Linda Cardellini Chutney Windham Bruce Thomas UPS Guy Meredith Scott Lynn Enid Raquel Welch Mrs. Windham Vandermark Samantha Lemole Claire Kelly Nyks Arrogant Aaron Ted Kairys Gerard Michael B. Silver Bobby Kimberly McCullough Amy Shannon O'Hurley DA Joyce Rafferty Greg Serano Enrique Francesca P. Roberts Marina R. Bickford Lisa Arch Boutique Saleswoman Natalie Barish Old Lady at Manicurist Cici Lau LA Nail Technician Allyce Beasley CULA Advisor Kevin Cooney Head of Admissions Ted Rooney Admissions Guy David Moreland Admissions Guy Wayne Federman Admissions Guy James Read Elle's Father Tane McClure Elle's Mother Niklaus Lange Annoyed 2L Doug Spinuzza Intense Ivan Berliner Lisa K. Wyatt Jail House Guard Jason Christopher Chuck Corinne Reilly Reporter Victoria Mahoney Reporter Lacey Beeman Nervous 1L Girl Melissa Anne Young Blonde Cheerleader Brody Hutzler Grant Chaney Kley Brandon John Cantwell Maurice Ondrea de Vincentis Callahan's Assistant Terence Michael Desk Clerk Nectar Rose Freshman Girl Jodi Harris Another Sister Patricia Kimes Blonde Biker Sasha Barrese Another Girl Kelly Driscoll Blonde Card Carrier Elizabeth Matthews Sorority Girl Kennedy Stone Sorority Girl John Kapelos Dewey Newcombe (uncredited) Melanie H. Gassaway Sorority Sister (uncredited) Amber Goetz Sorority Sister (uncredited) Rachel Ryling Sorority Sister (uncredited) Gary Ambrosia Angry Harvard Student (uncredited) Gary Castro Churchwell Harvard Student (uncredited) Mark Heidelberger Harvard Student (uncredited) Curt Clendenin Harvard Classmate (uncredited) Seth Adam Jones Rowdy Student (uncredited) Carol Hatchett Bend and Snap Girl (uncredited) Beverly Polcyn Old Dancer at Beauty Salon (uncredited) Ali Chen Manicurist (uncredited) John Tartaglia Italian Singer / Reporter (uncredited) Dylan White Reporter (uncredited) Joan Blair Prisoner (uncredited)