My favorite "he knows what'll happen if we crash" moment was Alonso overtaking Schumacher at 130R in 2005. When asked how he knew Michael would be respectful and keep things tidy during such a daring attack, he responded with something to the effect of "well, he's got kids, so...".
I'm all for the grey areas in the regs. Exploiting a driver's psyche is just as much a part of it all, and battles are that much better for it, in my opinion.
Edit: for those that haven't seen the balls on this guy
Was there every a video from Schumacher's car?