Other mistake: When Sebastian and Ronald are fighting by the roadside, you can see the same man in red shorts and a black shirt, with a white jumper tied round his waist run past them about four times. (01:23:00 - 01:24:10)
Cruel Intentions (1999)
1 other mistake - chronological order
Directed by: Roger Kumble
Starring: Reese Witherspoon, Ryan Phillippe, Tara Reid, Sarah Michelle Gellar, Selma Blair, Joshua Jackson, Christine Baranski, Louise Fletcher, Swoosie Kurtz, Sean Patrick Thomas
Revealing mistake: In the swimming pool scene between Annette and Sebastian, a positioning mark can be seen quite clearly on the floor. [The swimming pool used was freezing cold, about 40 degrees, so Ryan Phillippe and Reese Witherspoon were freezing (look close and you can see Ryan shivering), and so were the camera crew, that they didn't repeat the shot, so the positioning mark was left in.] (00:28:05)
Kathryn: So I assume you've come here to make arrangements, but unfortunately, I don't fuck losers.
Trivia: Contrary to what some people think, Ryan Phillippe and Reese Witherspoon didn't meet while filming this movie; they were already dating. The director, Roger Kumble, asked Phillippe if they could have dinner with Witherspoon and offer her the role of Annette.
Question: Maybe I'm just missing something here, but when Kathryn and Annette talk in the bathroom, why does Kathryn act as though she doesn't know Annette? She obviously knows who she is as she has seen her several times. We know why Annette pretends not to know Kathryn but this bit doesn't make sense.
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Answer: Well, this is my own opinion, but I think that Annette and Katharine were just pretending not to know each other. Remember, Katharine doesn't know how much Annette knows and Annette knows what kind of deception Katharine is constantly pulling off. I also think that Annette uses the line "turning to God" to foreshadow (and maybe scare) Katharine. Naturally, it didn't work until the journal got out.