Your post scared me, OP, because I could have easily written the same thing. I even have that image as my desktop wallpaper.
That song is an old favorite of mine. It hits me hard for the same reasons. You've gotta be careful of what you listen to when you go through stuff like that, or it can ruin a lot of things for you afterwards. That was my takeaway from my bad experience.
Anyway, here is my contribution to this thread.
Bôa - Duvet (Acoustic)https://www.youtube.com/watch?v=WBff4F5egLc
I found this nearly a decade ago while I was in community college. That was a difficult time for me. My mom had gotten pretty sick in the head and had to be hospitalized, so I was living by myself and relying on school financial aid to cover rent and not end up homeless; then my only close friend abruptly cut me off and started accusing me of stalking them and other weird paranoid garbage. Taking the bus home from community college was a 45 minute trip, and I remember listening to this song a lot back then. The anime it's from never really resonated with me much, but I liked the OP. When I found the acoustic version and the intro part started, there was something about that initial strumming that almost made me cry for no reason. I can't explain it very well. Now that things are going better, I can't help but hear this song and think about that time and get a bit anxious, specifically when the song starts up.
Vienna Teng - Recessional https://www.youtube.com/watch?v=AGKicxfFtsw
This as well, the lyrics about someone who reunites with someone and doesn't recognize them anymore, hit really hard with me in a time where a close family member's mental illness made them into a different person, and a close friend was suddenly acting extremely different. I played this on repeat a lot. The campus had a nice nature trail and I'd just walk it and play this on repeat between classes. I still love this song but I can't listen to it like I used to or I get depressed.