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.
Matt, Jack, & Jon are three eloquent young gents. They philosophize, externalize, and harmonize on the most pressing subjects of the modern age. Actually, they mostly just talk about movies and current events, but the presentation is what counts.