Revealing mistake: At the New Years Eve Party, Cindy gets drunk and starts looking for a bedroom to lay down in. As she opens bedroom doors, she interrupts couples making out. When she interrupts one couple there is a shoe thrown at the door, supposedly from inside the room. If you look closely you can see that the shoe is actually thrown from behind Cindy's head outside the bedroom door.
Add timeTina Gilliam
Factual error: When Ronald shows up mowing Cindy's lawn at 6am, it is fully bright outside. Not possible. It's January (since just after the New Year's Eve scene) and in Arizona during January, the sky is still fully dark at 6am (about 6:15 to 6:30 it would start getting a bit of daylight).
Factual error: At the beginning, when Cindy and her friends return from shopping, Cindy's mother asks for her credit card. Cindy hands her several cards and her mother chastises her, saying that she was only supposed to take the Neiman Marcus card. Tucson has never had a Neiman Marcus.
Factual error: When Cindy returns from the shopping trip with her girlfriends and hands over the credit cards to her mother, her mother chastises her for using more than just the 'Neiman Marcus' card. There is no Neiman Marcus in Tucson. The only Neiman Marcus was located in Phoenix.
Factual error: This movie centers around characters attending a Tucson, AZ High School, yet Patrick Dempsey has his own neighborhood lawn service. Anyone who has lived in/near Tucson knows that large lawns (especially containing big, thick trees like that of love interest Amanda Peterson) don't exist in Tucson and it's laughable that he would own a riding mower or have a feasible business with it.
Continuity mistake: In the scene where Ronald is fixing his tie, telling his parents and brother about his date with Cindy(while the mom and brother are playing Battleship), the Papasan Chair behind Ronald changes position from the beginning of the scene to the end of the scene. In the beginning and end the chair is in an upright position, during the scene with Ronald, the chair is in a flatter position.