Never Been Kissed - Cast

Cast

  • Drew Barrymore as Josie Geller, a 25-year-old copy editor who works for the Chicago Sun-Times.
  • David Arquette as Rob Geller, Josie's younger brother.
  • Michael Vartan as Sam Coulson, a young, attractive English teacher at the high school in which Josie enrolls.
  • John C. Reilly as Augustus "Gus" Strauss, Josie's superior
  • Leelee Sobieski as Aldys, one of Josie's only friends at the high school when she starts. She is considered by most of the popular people a "Math Geek."
  • Jeremy Jordan as Guy Perkins, the most popular guy in school.
  • Jordan Ladd, Jessica Alba, and Marley Shelton as Gibby, Kirsten, and Kristen, the three most popular girls in the school.
  • Molly Shannon as Anita, Josie's friend who works with her at the paper.
Other characters
  • Denny Kirkwood as Billy Prince, Josie's crush in her first high school experience; he invited her to the prom, only to have brought another girl.
  • Marissa Jaret Winokur as Sheila, Josie's best friend in her first high school experience.
  • Maya McLaughlin as Lara, Sam's uptight girlfriend.
  • Giuseppe Andrews as Denominator
  • Branden Williams and James Edward Franco as Tommy and Jason, two of Guy's friends.
  • Octavia L. Spencer as Cynthia
  • Cress Williams as George
  • Garry Marshall as Rigfort
  • Sean Whalen as Merkin
  • Martha Hackett as Mrs. Knox
  • Jenny Bicks as Miss Haskell
  • Katie Lansdale as Tracy

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