The old Abbott and Costello “Who’s On First?” routine is used by Theory of Knowledge teachers around the world to illustrate how language can be used to discourage understanding. Jimmy Fallon also did a remake with famous comedians. You can see them both here.
The New York Times recently shared a sad, but funny, video, What Is A Photocopier?, that can be used for the same purpose:
It reminded me of the famous Bill Clinton deposition during the Monica Lewinsky scandal about the meaning of “is.”
You can read about it here and see the famous few seconds in the first video below. I’ve embedded a second video that provides a little more context, though the video itself is of poor quality: