1) Walk around naked in Milo's presence. How would he react? Is Milo into women or men?
2) Drink beer in the presence of Milo. Would Milo care for some and if yes, can Milo become drunk?
3) Mess with Milo's logic.
4) Scare Milo by saying that it was created by Microsoft and therefore is evil.
5) Teach Milo to fart.
6) Tell Milo he is a pirated version.
7) Convert Milo to a religion.