I taught this book to juniors, and when I did I became frustrated with a student when I introduced it, because he let his classmates know that he'd already read it and it sucked. I'm happy to report, now that we've finished it, that his comments didn't seem to hurt the class's opinion of the book too badly. In fact, that student himself said it was pretty good and that he'd only skimmed it the last time he read it. Lousy kids.... Another student said it was his favorite book that we'd read so far. And that it made him want to quit school and start living. I guess that's praise for the book... 
 The book is divided pretty neatly into thirds, and that's how we broke it up as a class. The first third is the main character (who is a contemporary of Siddhartha Gotama, the Buddha) as a youth; he is smart and talented and loved by all. He's a prodigy in all things intellectual and religious, but he's not satisfied, he's not happy. So he ends up pursuing a spiritual path through extreme self-deprivation. This part is easy enough for my students, as they're young themselves, and part of Siddhartha's growing up is leaving home and striking out on his own path. They're really (I hope) in much the same circumstance, starting to find a path for themselves that may be independent from their parents. 
 The second portion of the novel is harder. Siddhartha gives up his ascetic way of life and now indulges in all the pleasures he formerly eschewed. He learns all about sex from a courtesan, he becomes a wealthy businessman, eventually he becomes a conoisseur of fine food and wine, and a heavy gambler to boot. He loses himself in this life and eventually realizes how unhappy he is. His religious training, of course, always told him that these things were worthless, and he finds that these comforts do not, in fact, make him happy. I figured the students would find this far harder to relate to than I did, but as so often I am, I was wrong. By and large, they seemed to like this section as well as--or better than--the first. Maybe it was all the sex (not that it was even remotely graphic), even though they didn't actually know what a courtesan is. Many of them come from wealthy backgrounds, so maybe they have first-hand experience (sort of) in the ways that wealth isn't really satisfying. Or maybe they've just heard that over and over in our culture, that money doesn't buy happiness. Anyway, they seemed to like it well enough. 
 The third section was almost certainly a harder sell. It was hard for me to sell myself on it! But Siddhartha leaves his life of luxury, nearly commits suicide over his unhappiness, and ends up becoming a simple (or not-so-simple) ferryman on a river. This section is far more full of more-or-less eastern (a touch of curry: it's eastern-flavored, with strong hints of Nietzsche as well) thought and spirituality. It's tougher to really understand or get into, though the essence isn't that hard: you have to experience things for yourself, and real wisdom can be the result of this experience, but it's not really possible to communicate that wisdom. That's your Reader's Digest condesnsed version, which I shouldn't even give because it's necessarily a distortion. Read the book if you want to know it. Anyway, to round out my discussion of class discussion, I think the momentum from the earlier parts of the book carried us through, as they seemed to like the book as a whole and liked even the more dense third section as well.