- Scott and Kate make reference to the Cheap Trick song "I Want You To Want Me", and at the end of the movie the newer version of the song, performed by Letters To Cleo, can be heard in the background.
- Brittany Snow (Kate) and Sophia Bush (Beth) have both played girlfriends of John Hensley's character Matt on the show "Nip/Tuck" (2003).
- Ashanti had four or five concerts she had to perform during the making of the film, whereas Sophia Bush was also committed to shooting episodes of One Tree Hill.
- In the script, the school didn't have a specific mascot. But while filming on location at an actual high school, the film adopted their mascot, the Kodiaks.
- Since shooting took place during the actual school year in an existing high school, the crew had to ask students for permission to use and re-dress their lockers for shooting.
- Director Betty Thomas' dogs, Jackie and Rico, were constantly on set during filming and had to be cut out of several scenes.
- Director Betty Thomas referred to all the actors by their characters' names, since, she claims, she couldn't remember their real names, and she wanted to think of them as their character. When she forgot their characters' names, she'd simply refer to them as "person".
- Betty Thomas referred to the film as The First Wives Club (1996) for teenagers. Sophia Bush subsequently partially based her character on Goldie Hawn.
- The line "Slut in truck!" was improvised by Arielle Kebbel on the spot.
- The idea of John Tucker wearing a thong was not in the original script. Originally, Kate talked him into shaving his head. Betty Thomas thought making him wear a thong was funnier. While shooting, the extras were actually taking pictures of him with their phones.
- While shooting the sound of the extras flip-flops proved too distracting, so Betty Thomas made most of them change into tennis shoes.
- In the script, the A.V. room in which the girls concoct their plans to destroy John Tucker was referred to as "The War Room".
- The ending was filmed two very different ways, but it was decided to end the film on a more upbeat note. It took 12 hours to clean up the set afterwards.
- The very last scene between Kate and John Tucker was not originally in the film. It was shot after principal photography had wrapped on a different location because it didn't feel like there was originally closure between the characters.
- Penn Badgley wore the exact same hair piece that Heath Ledger wore in 10 Things I Hate About You (1999).
>>> WARNING: Here Be Spoilers <<<
Trivia items below here contain information that may give away important plot points. You may not want to read any further if you've not already seen this title.
- SPOILER: In the script, Scott and Kate kissed at the end. However, Betty Thomas felt it wasn't realistic and there was "too much kissing" in the film and changed the scene to a rekindling of a friendship.
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