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While playing Paper Mario & The Thousand Year Door on the GameCube to complete it 100%, I reached floor 100 in the pit of trials on my first attempt, which faces you against the last boss.
I had it all under control, with only 1 of my characters still alive. Boss was close to dead and so was I.
I performed a weak attack on the Dragon, thinking it was going to be enough, but it wasn't, his HP bar showed 1 HP left and he instantly killed me on his next move.

You couldn't save there in between floors, so I had to go through it all over again, but did so a few months later, since I was so frustrated about it and reaching the last level was a tedious and long task which also required a bit of luck in some of the battles.

Proud poster of the 10000th reply at the Official Smash Bros Update Thread.

tag - "I wouldn't trust gamespot, even if it was a live comparison."

Bets with Conegamer:

Pandora's Tower will have an opening week of less than 37k in Japan. (Won!)
Pandora's Tower will sell less than 100k lifetime in Japan.
Stakes: 1 week of avatar control for each one.

Fullfilled Prophecies