For Meiling, it would probably be when she convinced Zaknafein to run into a brick wall repeatedly by telling him he would pass through the wall into CandyLand. Close second would be when she somehow tricked Zak into thinking he died and went to heaven. By covering his eyes.
For Moltres it would be when he and Suicune found an old man's house, explored it and then stomped it flat.
So post! What strange things have your characters done?