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Never Been Kissed (1999) Poster

Trivia

Leelee Sobieski was originally offered the role of Kristin but she opted to play the role of Aldys instead finding that character more interesting.
When Garry Marshall's character is speaking to his employees at the Chicago Sun-Times board room, he says, "I don't even know my own kids." His real life daughter, Kathleen Marshall, is sitting to his right when he's speaking.
James Franco's film debut.
Josie's assignment also resembles the experiences of Cameron Crowe, who went back to his old high school at 21 and wrote a novel and screenplay based on his experience there, which eventually became the movie Fast Times at Ridgemont High (1982).
It is an issue in the movie that Josie is considerably older than her "high school crush" Guy (she is supposed to be 25, while he would be about 17), but actually, Drew Barrymore is 2 years younger than Jeremy Jordan, the actor who plays Guy.
David Arquette plays Rob Geller. His ex-wife, Courteney Cox, played Monica Geller on her show Friends (1994).
When Josie finds her car in the middle of the football field, the school band is playing the theme song to The Simpsons (1989).
The main DVD menu is borrowed as a fake-out DVD intro for Fight Club as a reference to both the vandalism of project mayhem and the film's messages of anti-consumerism, anti-hollywood and anti-romance.
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Chloƫ Sevigny was considered for the role of Aldys.
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