Continuity mistake: In the VHS, when Josie is in the bathroom at the Tiki Post, and before she has the flashback in which toilet paper is put in her bookbag, she pulls the sheets of toilet paper off the roll. You can see in the lower left corner that the toilet paper is hanging off the roll - making it easier for her to pull it off and have it flow like it does. (00:13:05)
Continuity mistake: At the end of the film after Sam kisses Josie, it cuts back to the audience and couples kissing each other. When one of the popular girls is kissing her boyfriend, you see right behind them the other popular girl hitting the guy that tried to kiss her and then she turns around. The very next scene is when he tries to kiss her and she starts hitting him again. (01:39:50)
Continuity mistake: When Josie and the teacher kiss the first time, Josie has her hands on the teacher's shoulders, in the next shot her hands aren't on his shoulders.
Continuity mistake: Josie and Sam are painting the backdrop for the prom. Josie puts paint on Sam's face and he tries to get her back, but when Josie's work people watch the footage you see her putting the paint on Sam's face and then he wipes it off before trying to get her back. (01:00:10)
Answer: Over the course of the evening, Guy learns that being popular isn't the most important thing in the world and wanted to make peace with Aldys. I think he was genuinely being a nice guy and wasn't in on the prank.