When I first saw this movie, I was drawn in by the concept. Seems original enough -- one to which many can relate and wish they had the opportunity to do. Having gone through hell in high school, many people wish they could go back and live it over, knowing what they know now -- that it might be better, that it just might work. As Drew Barrymore's character Josie quickly finds out as an undercover reporter posing as a high school student , that's just not the case. Not much has changed since high school, and Josie is just as much a fish out of water even after spending time as an older, wiser adult in the working world, she was when she left. She dresses funny, she acts funny, she becomes friends with the dorky "math club" kids (the ultimate stereotype), and is quickly ostracized by the "popular" girls. Good so far.
Enter her brother, Rob (David Arquette) -- who, despite having spoiled her life when she was in high school by pinning the name "Josie Grossy" on her, is now willing to help her out and get her into that popular crowd. Here's where the plot takes a turn for the worse. Because HE was popular when he was in high school, he suddenly appears one day as a student, and all of a sudden he's popular again -- just like that? Don't get me wrong, but I remember what it was like when I was in high school, and it takes time to build a reputation; you don't all of a sudden become popular overnight. That plot hole aside, it doesn't make up for what happens when Rob does manage to get Josie "in" -- all of a sudden, Josie realizes how to act normal! Again, almost overnight, without anyone giving her any sort of instruction, she knows exactly what to say, exactly how to act, exactly how to dress. Amazing! If only I could've woken up one morning in high school and been able to do the same! In a matter of weeks she's gone from class dork to -- predictably -- homecoming queen. Yes, high school students are fickle, but considering just how much of an outcast Josie was at the beginning, this is still somewhat of a stretch. The scene where she finally reveals to the entire school at the prom that she wasn't really a student, but a reporter feels so forced it isn't even funny. People just aren't that preachy, just don't stop everything that's going on and bare their soul like that. She's a reporter; she knows her job; she'd know better than to reveal everything like that and ruin her entire story. Now she's just wasted all this time and money to no avail, with no story -- in real life, you could get fired for something like that.
The whole subplot with the teacher (Michael Vartan), yeah, it's kind of cheesy, but, for the purposes of the story, it probably made more sense than some of the things I listed above. Though I must say, the way the story wrapped up, well, that just didn't work, either. Josie doesn't get fired, of course, but gets the chance to write a column in which she requests a "certain teacher" meet her on the high school baseball field and give her her first real kiss (in her life she's "never been kissed" -- get it?). Again, very unrealistic -- Josie must already be in hot water for blowing the original intent of the story; such an individualized request would *never* make it past the editors in a *real* paper, especially coming from a reporter in such a situation as Josie's. This is a NEWSpaper, after all, not an editorialized gossip column or a tabloid -- it just doesn't make any sense.
Overall, the film had potential, but ultimately failed because of an embarrassingly poor plot. A note to teens who have professed to love this film: I'm sorry, but real life just doesn't work like this. Watch Ever After if you want a Cinderella story with Drew Barrymore -- a much better film -- and at least there, in a fantasy world, you can suspend disbelief.
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