Don't Be A Menace to South Central while drinking your Juice In Da Hood is hilarious. Anything by the Wayans, Mel Books, and the Zucker brothers (Airplane, Naked Gun series) are the best I can think of for spoof movies.
Welcome to The Crappies the award show to the bad side of movie. Create your own categories and nominess (along with mine) then on Febuary 5th 2009 will be the first annual Crappies. I will post a video giving the awards out.