I'm playing PM2 again, I'm at Cortez. Now, I just got the poison mushroom thingy (x.X), then Cortez decides to steal half the audience as usual, and he only takes one. It may not sound funny but I cracked up.
That seems like it'd be pretty funny. It gets all dramatic, and Cortez takes a giant breath... and then sucks up one person. :P
In Chapter 2, I don't remember how, but I somehow lost a Puni through some kind of glitch. (I think it was by slipping through one of those jail cells where all the Punis are locked away and one got stuck). If you tell the Puni elder that you lost some Punis, he'll call them back, but if you haven't lost any he'll basically call you crazy. Apparently the game didn't register that I had lost the Puni, so the elder asked me if I was hearing voices in my head even though it clearly said I was missing one on the fraction bar thingy. It was pretty funny. :P
Speaking of Punis, I remember accidentally losing some without noticing right before the trap where it locks up all the Punis, then I left to get the boots and some were just waiting in some random spot, it was kinda funny =P