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Kenology said:
The Pit of 100 Trials made me a man.

Toughest boss in the game easily. I had to come out a couple of times because the earlier floors really trick you into underestimating the later ones. This side-quest was the last thing I did before going on to finally beat the game, so I was pretty nicely leveled too.

I did most of the Pit before I cheesed and abused Danger but when I did it I made it a point to always come out after finding something good.  I forget which enemies they were but a few had some nasty attacks that could end your game in one turn while there was nothing you could do about it.