In the scene where Rosie has a viewing party, Dylan uses his phone to take a picture of Brianna's chest. This basically makes him seem like a jerk, and is used to garner sympathy for Izzie (from both her mom and the audience). However, not long before that, Izzie had told her mom that she and her friends had gotten Dylan to play Truth or Dare. It's possible Dylan had received a dare to do what he did, which Izzie probably wouldn't have heard if it happened while she was talking with her mom. Which makes sense if you consider that right as that conversation was ending, Dylan and a friend of his came up to the two of them wanting to make sure Brianna was going to be at the party. The timing of their question could indicate the dare had just been made a moment ago.
What Izzie and Mel said in the scene where they made a crank call to Matthew Perry makes more sense when one realizes that it was based on the theme song from his show Friends.
Girl Show Ghetto: The movie was in Development Hell for ages because producers worried nobody would want to see something about a 40-year-old woman. This could have been the reason it was pulled from a the planned theatrical release and sent straight to DVD (though it did play theatrically in some places).
Hollywood Homely: Subverted. Rosie is desperately trying to cling to her youth and worries that she's being judged for her age - but the only character who actually says this is Mother Nature, who's annoyed at any person who tries to preserve their youth. Rosie's romance with Adam would contradict this. For added effect Michelle Pfeiffer was seven years older than her character is supposed to be.