A lot of the music I like is so old I didn't hear it until years after it was popular so that's not how it works for me.A lot of people's minds get musically stuck at the time when they came of age, and they spend the rest of their lives being nostalgic about those days. There's a ton of research on this. It's why old music dominates radio in formats like Classic Hits and Classic Rock, up to the point where broadcasters cut them off in order to chase the more desirable age demographics.
Those who entered their teens in the 1960s or early 70s heard the favorite music of their lives on AM radio and for those who live in such a nostalgic world, that's how they still want to hear it because it reminds them of their youth.
Not everyone follows the same nostalgic mindset but enough people do that big radio caters to them until they age out of being a useful advertising target.
And I didn't like a lot of the music that was popular when I was a teenager and it just continued to get worse from there.