I've seen my best friend put two hooks from a treble hook through his hand in the bow of my canoe, I caught a boot once that I was CONVINCED was a monster walleye (hooked it off the sloping point campsite on Silence). Hmm, my other paddling buddy was trolling once and gave up because he wasn't getting anything and we were almost to camp. He reels up to find a 25" laker enjoying a ride :P  As for crazy stuff that has happened to me, other than the boot.....I can't think of anything personally that humbled me too too much. My uncle once hooked a bass and somehow managed to backlash a spinning reel (alcohol MAY have been a factor), when he finally fixed it the bass was still on. OH! I just remembered. I hooked a good sized trout on a lake in NY. The rod I was using had a line splice in it about 20 ft or so from the lure. Of course the knot broke and I lost the fish (it was a tournament to boot, and I'm fairly certain that fish would have EASILY won the big fish section). About 15 mins later we were trolling by the same area and on the depth finder, we marked a fish that had a long "string" trailing from it. Not 100% sure obviously, but I like to think that was my fish trailing the line and the sonar picked it up.