I can't really imagine anything that would elicit these sorts of emotions between two mentally healthy parties communicating by text-only terminals
There's no particular reason why you should assume both parties are mentally healthy, given how common mental illness is.
Some people cry over sad novels which they know are purely fictional. Some people fall in love over text. What's so surprising?
It's that I can't imagine this game invoking any negative emotions stronger than sad novels and movies.
What's surprising is that Tuxedage seems to be actually hurt by this process, and that s/he seems to actually fear mentally damaging the other party.
In our daily lives we don't usually* censor emotionally volatile content in the fear that it might harm the population. The fact that Tuxedage seems to be more ethically apprehensive about this than s/he might about, say, writing a sad novel, is what is surprising.
I don't think s/he would show this level of...
AI Box Experiment Update #3
Tuxedage (AI) vs Alexei (GK) - Gatekeeper Victory
Tuxedage (AI) vs Anonymous (GK) - Gatekeeper Victory
I have won a second game of AI box against a gatekeeper who wished to remain Anonymous.
This puts my AI Box Experiment record at 3 wins and 3 losses.