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I was going along with the joke swell before that incident. Everything was smooth sailing, he occasionally showed up and I smirked as I rolled my eyes, it was a good time.

But with that sense of easy joking, comes with a rubber band effect. When he came in and ruined my world, I felt it deeper because I was higher in delight. If that makes sense.

In other words, the joke went too far.

If you want to put it that way, yes. It went a bit too far.

A possible way to take a bit of the sting out of this game is to maybe give the player a bit more of a safety zone towards the end. If the last 30 seconds are indeed protected, then you could increase it a bit. Not to a full 60 seconds (or maybe you do), but like 35 to 45 seconds depending on how benevolent you feel like being. That way he can't totally ruin the fun.