8. The Aristocrats
These days, the Internet seems to be caught up in a holy war about what comedians are allowed to say, and how they are allowed to say it. This film savors not just crossing that line, but sh*tting all over it. The premise here is simple: Filmmakers Paul Provenza and Penn Gillette simply ask the world’s greatest comedians to tell their version of ‘The Aristocrats,” a famously dirty joke that changes every time it’s told. Everyone from George Carlin to Jon Stewart to Carrot Top takes their turn, stating, “a man walks into a talent agent’s office,” before letting loose with the filthiest filth humanly possible. A look at how the minds of some of the best comedians of our time work, this film was a sensation for being rip-roaringly hilarious, while also challenging the very premise of political correctness in comedy.
7. Winnebago Man
How many of us have watched some bizarre viral video, of some crazy person doing some crazy thing, had a laugh and then completely forgotten about it? This documentary doesn’t forget. Instead, the filmmakers dig deep, tracking down the star of an odd RV infomercial from the ’90s whose R-rated outtakes became a sensation on the Internet. A look at the real world just underneath our bite-sized culture, the man they find is every bit as entertaining as his one bad day two decades ago would suggest.