The self-realization challenge that Striker did was a good exercise in breaking the fourth wall. I don't really chat with my characters. I'm just the stenographer for their conversations amongst themselves. I do however sometimes wonder how any given OC would handle a particular situation I meet in RL as an exercise in finding the differences between them. The weirdest thing I've done is probably giving my two main characters the Meyer-Briggs personality test. I fell pretty much directly between them, which implies some slightly scary things about my mental stability.