What a fascinating essay, thank you for writing this! I agree with a lot of your points, while I think the title used love and care when handling Sayori and her story line in the first run, a lot of Yuri's story was uncomfortable and seemed to undermine what they were going for.
The one place where my opinion differed was your thoughts on the "True" ending (although I would maybe think of it as more of an Easter Egg), I was not as put off by it as you. But, I think this may come from the way I personally approach visual novels. As a girl who is more hetero-leaning, I play Visual Novels for the stories. My favorite novels have gangs of girls that I love, and I love spending time with them in their world. I have no romantic attraction to them, and sometimes more sex-heavy VNs make me uncomfortable! I see these girls as my friends, with interesting stories that I get joy out of exploring from a first-person perspective.
In that vein, while the story of DDLC was relatively simple, I still found myself caring about these girls. My heart broke reading the letter that Natsuki wrote when she was concerned about Yuri. I wanted to reach through the screen and give Sayori a hug when she talked about her struggle with depression. As I read Yuri's poems, I sympathized her struggle in understanding her sexuality. I cared about these girls, and at the end of the game, it made me sad to think that there was no world where they could just be together, and be friends (even if it's all fictional).
So, in that viewpoint, Sayori giving me a special message at the end was sweet. An acknowledgement reflecting how I felt about these girls. Sure, the in-game main character had selfish goals, but I played all the routes because I just wanted to spend a bit more time in the world where they were alive, friends, and had hope that they could help each other with the safe space that the literature club provided.
Granted, this is a highly personal interpretation, and I agree with your overall point-- the "good" ending does seem to be at odds with the overall message that the story was trying to tell. But, just wanted to throw in my two cents.
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