17. Advanced Dungeons & Dragons (Season 2, Episode 14)

I never thought fantasy role-playing could be so entertaining. From Chang as a dark elf to Pierce becoming the villain, its an episode that engages your imagination so much from just the study group sitting around and talking. The sound effects are top-notch and make the episode. However, it is the inclusion of Fat Neil and the dark edge very subtly referred to that make this episode. Oh, as well as Troys awkwardness (OohNeil) and Annies seduction of a maiden.
16. Documentary Filmmaking- Redux (Season 3, Episode 8).

Why havent I included the original Documentary filmmaking? Because whilst it is amusing, and LevarBurtonis awesome in it, this just trumps it. It takes the whole concept to a new level, features awesome cameos by Luis Guzman and Jeff Garlin (WTF?), gives us Jeffs impression of The Dean, but most importantly is focused on Dean Pelton as he goes into full-on meltdown mode. This shows The Dean at his best, and why he completely deserved the upgrade to a series regular in the opening titles.