One of my favorite search ads that appeared in the mid 2000s happened when I was bored. I searched "grandpa" without any context just to see what would come up, because I really was that bored. One of the ads that appeared was one of those where they just shove your search in the title verbatim so someone not paying attention might think it was what they wanted.
It said something like "Looking for grandpa? Find great deals here!" I don't remember exactly what the second part said, but the "Looking for grandpa?" part made me bust out laughing. I then started searching other random stuff to try and get something equally stupid, but it didn't capture me quite the same way. Either way, my boredom was alleviated.