Why this movie floped, and is hated so much
I actually like this movie. It reminds me of a modern breakfast at tiffany's, still the movie flopped at the box office, and generally has a negative view from people.
I see 2 main reasons for this.
1. Jason Biggs was bad casting. Don't get me wrong, he surprisingly did well, but this role was outside what people expected from him. When this came out he was Jim from American Pie. The public wasn't ready to watch him as the lead in a light comedy love story.
2. It was marketed badly. Check out one of the trailers http://www.youtube.com/watch?v=Xn11SLihQAU Basically the marketing made this out to look like a slapstick comedy about a goofy loser (Paul) & a loser girl (Dora) always doing stupid things (for laughs). They even added a joke I don't remember ever seeing in the movie (the one about the BSB at the very end).
Add in the fact that again Jason Biggs was the lead, I think people were expecting an American Pie type comedy. Going in expecting that, and then seeing a very light hearted comedy / love story it isn't any wonder why the masses were disappointing. I know myself I thought it was a slapstick, and then I heard people say it wasn't funny, so I never bothered seeing it. Years later I saw it on HBO, and been a fan since.