Deliberate mistake: Mr. Medulla said that Will stepped on his foot when he was walking to his desk. If you look closely you can notice that he stepped over his foot instead of on it.
Sky High (2005)
1 deliberate mistake - chronological order
Directed by: Mike Mitchell
Starring: Kurt Russell, Kelly Preston, Michael Angarano, Danielle Panabaker
Continuity mistake: When Mr. Boy offers Layla a drink at the dance, the amount in the cup changes. Also, after Lash spills the drink on Mr. Boy, half the drink is still in the cup, but in the next shot the cups empty. (01:11:35)
Will: Oh My God...I made out with an old lady.
Trivia: Principal Powers says, "I'm not Wonder Woman, you know." She is played by Lynda Carter, the original Wonder Woman for the TV show.
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Answer: Will took Gwen to the Secret Sanctum. Later it's revealed that Gwen is really Royal Pain and since she saw the location of the Secret Sanctum, she would have told Speed, not Lash, as his super speed would be able to get him in and out without setting off the alarm. If Lash had tried to get into the Sanctum, he would have been caught.
He entered while Gwen was still visiting for the first time before she left.