Legally BlondeLegally Blonde is one of those rare films that you can watch over and over without getting sick of it.
It follows the story of Elle Woods, a blonde sorority girl, who decides to go to Harvard after her boyfriend breaks up with her, saying that if he wants to be a senator by the time he's thirty he needs to marry a Jackie, not a Marylin.
It is evident from the start of the film that Elle is smarter than she seems. However, when she finally gets into Harvard, she is looked down upon because she comes across as a ditz, in an interesting example of reverse stereotyping (the nerds picking on the cheerleader, although Elle is too nice to even think of it that way). Elle finally manages to prove herself, making this film incredibly satisfying. Everyone against her is proved wrong - to put it bluntly, they get owned. As I said, incredibly satisfying.
This film has great actors, great soundtrack, and a good plot. It's funny, satisfying, and leaves you feeling better about the world in general. What's not to like?