One of the funniest things I've ever seen in my life involved Jeff Dunham. I wanted to prove a point that American and British sense of humour is quite different on some occasions, so I rounded up all the people in my flat (I'm British by the way), sat them in my room and played Achmed the Dead Terrorist.
It was the funniest ten minutes of my life, everyone in the room just kept on giving the computer screen blank stares, then looking at each other, then back at the screen. They honestly could not figure out if it was meant to be funny or not - not a smile was cracked throughout the entire procedings. The silence was so bemued ans awkward I almost had tears rolling down my face. Just thinking about it now makes me giggle.
...really wished I had filmed it now.