pootie tang and zoolander
I know this is really odd, but I think that there are a lot of comparions to be made between these two movies. Both are really odd/zany comedies. They have similarly strange villains (dirty dee and mugatu). They are both packed with a cast of their own click (zoolander-ben stiller, owen wilson, will ferrell etc. pootie tang- Dave Attel, David Cross, Wanda Sykes, Chris Rock, etc. etc. comedy central more or less) Both Zoolander and Pootie Tang are truly unattractive actors, but are both heralded in their respective movies to have been carved by the Gods. A large amount of the humor for both movies is the ridiculousness in the speech in their respective main characters. Finally, in both cases the movie is either loved by viewers or considered to be too stupid for words. i'm sure there's lots more, but i'm just adding them as they come to mind.
"it's a sad and beautiful world"