Oscar Grubman (Aaron Stanford) is a 15-year old high school sophomore who is deeply interested in literature and has lately been reading Voltaire. Perhaps in conjunction with or more likely as a result, Oscar has developed a very deep romantic and sexual interest for older women and one woman in particular, his stepmother, Eve Grubman (Sigourney Weaver). When Oscar comes homes for Thanksgiving with his father and stepmother, Oscar has committed himself to break the news to Eve. Before he gets a chance, he gets drunk and, imagining Eve's best friend, Diane Lodder (Bebe Neuwirth), to be Eve because she is wearing Eve's scarf, Oscar has sex with her. Perhaps it wouldn't be a problem except, remember, Oscar is 15 and Diane is over 40 and Eve's best friend. Now Oscar has to convince his dad, Stanley Grubman (John Ritter), that he is a normal 15 year-old and also explain to Eve why he slept with her best friend when he actually wanted to be sleeping with her.
I don't know that my summary did the movie justice. I think I may have made it out to be more malicious than humorous and if that's the case, then you'll just have to see this movie to understand how what might be a seen as disturbing situation is actually a very funny comedy.
The story is superb and the acting is pretty good overall. Bebe Neuwirth and Aaron Stanford are very convincing and Sigourney Weaver is only slightly less so. The only problems with this movie, and I hate to make this criticism because I really do advocate a change from film to digital, are the picture quality and the cinematography. I'm guessing the movie was filmed using lower quality digital cameras. The cameras have a hard time focusing at times and a lot of quick motion turns into blurred motion. I believe digital is the way of the future, but perhaps the technology for anyone to make a major motion picture using their Circuit City bought digital camera isn't quite there yet.
Despite the picture problems, the movie is loads of fun and lots of laughs. I should also point out that young men sleeping with much older women, in case you haven't already realized this, is going to be very disturbing to some people. Well, if you find it very, very disturbing, you may want to skip this one. If you think you can look past that to be entertained by a very enjoyable movie, then you should definitely see this film.