If you're into comedy, or rather stupid comedy, then you should love Anchorman. The movie is about Ron Burgundy, San Diego's #1 anchorman. His life and career are great until Veronica Corningstone comes to San Diego to be another anchor. Will Ferrell is the center of the movie. He commits to his jokes so well that even if it is stupid, you can't help but laugh. The movie features tons of cameos by other comedians. Luke Wilson and Ben Stiller are other anchormen that participate in a rumble that all the news stations have. Jack Black plays a motorcycle man that get hits with Ron Burgundy's burrito, and then Ron's life takes a turn for the worst. The outtakes and other special features are great to watch too.
If you like this movie then I'd also recommend Zoolander, Dodgeball, Talladega Nights, Wedding Crashers, The Best of SNL: Will Ferrell.