I like comedies myself, in no order:

The Big Lebowski
Team America
Beavis and Butthead do America
Bill and Ted (1 and 2)
Dumb and Dumber
South Park Movie (best ending ever)
Monty Python and the Holy Grail
many of Mel Brooks' movies..
Waynes World 1 and 2
Austin Powers 1, 2, and 3

well thats a little more than 5 but those are my favorites