Back in 2001 on my druid I was outside Dalnirs Crypt and I had just gotten my level 19 healing spell. It enabled me to heal for groups inside of Dalnirs and I was happy because I would finally get an invite. Then on the way in one of those ape things killed me and I deleveled to 18. I attempted to kill one to get back to 19 and I did. Then I died again and hit 18! This repeated about 5 or 6 more times.
Edit - Although I'm not sure if that would be considered my WORST day. Just the more annoying one I can remember.
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