This is a hard question to answer, which is why I think no one has answered. It requires one to find the happiest moments, which are not so easily ranked, and recall the music they were listening to at the time.

Bryan Adams and Whitney Houston and Michael Jackson remind me of when I was a kid. I went through a phase in high school when I'd listen to a lot of Sinatra. After that I don't have many distinct music memories because algorithmic playlists became a thing and I wouldn't listen to the same music on repeat much.