No song reminds me of middle school. Music was part of life outside of school. But here are the first songs that came to mind when I thought of myself being middle-school-aged and not just middle-aged:
What I am most interested in is how much, if at all, your tastes have changed.
For me, music has changed. There is so much more of it in my life now and so accessible and easy to find. It's amazing. So tastes have grown to include much more.
I cannot think of a song that I liked once and now no longer like -- although as I listen more deeply to some words, I hear more in them - and some of what I hear might not be as pretty as it once was. Ask me for an example if you're interested.
Is there a song that you once liked and now can't stand?