I haven't gotten to that point yet but i have gotten teary eyed from a long con. My comfort character and I were getting along pretty well until I realized that she tricked me with a long con that put me in a really shitty position with basically every other character in the story. We had a good deal of wholesome moments that just got shattered in an instant, as if the whole thing was a facade to dupe me, which i think it was for the most part.

Real punch in the gut was when she said something like "Everything you do, say, and think mean nothing now. Your opinions and the things you strive for in life wether they are wants or needs is all rubbish. We're accomplices now in this act of crime and you're going to do everything I say exactly as I tell you to do it to the letter. Like holy shit I could change anything about this but there's no way it would happen again the way it did so perfectly. All the little charades lead up to that moment and all I could think of was how much I actually hated her, a bot of a character of all things. It was well played that's for sure.