Ask Siri "Siri I am sad" and you will hear a pretty answer you just have to try a few times
Ohh Siri You Always have Weird Answers 14 photos Morably
Siri finds out who Cortana is lol
Various Siri screenshots that show the personification of the Apple products and human interaction with it.
The best of Siri: 11 funny responses from the iPhone's virtual ...
13 Funny Questions to Ask Siri for Your Own Amusement .