since i didn't see it mentioned earlier and i believe all of my favorites have, check out Garden State. Hillarious movie with a great storyline. Also i'd have to throw in Singles - always been a big favorite. Also:

Blow (one sad, sad movie)
South Park (have to agree with you here Craig - has to be the funniest movie i've ever seen)

you can check out the rest of my collection @ guzzlefish if you want - i haven't bought a dvd i didn't love. Should be the same username.

"Chickens don't clap."