I had two funny moments I can think of...
1) First time I read a scroll of Icarian flight to see what it did and jumped halfway across Vvardenfell... of course I died.. but its was so funny to realize why that bosmer fell from the sky and I fell for it.
2) I started making creative spells just to try things out... best time was I made a spell that did 1 hp of damage in a very wide area with a long duration levitate spell on others. I cast a very long levitate spell on myself then cast the damage/levitate spell in the center of Balmora. There must have been 20 NPCs chasing me up into the sky... then their levitate wore off. I could almost imagine the looks on their faces as they all fell.
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