If I find myself overplaying certain songs, I sometimes have to force myself to take a break because when I don’t, I usually end up ruining/disliking the song. I hate when this happens because perfectly good songs that I love end up irritating me because I have heard it too much. Do you stop listening to those songs or just play it as many times as you like?
EDIT: changed title to be open-ended.
I have my own playlist, 5000+, wide variety: pop, rock, alt. (Separate list for jazz and metal).
I keep that on “random”. I frequently add music. Either a classic I hadn’t heard in a while or new music. About once a month I listen to Top 10 charts for: pop, rock, alt.
I also discover new artist through the show called: “Tiny Desk” from NPR. It’s a great show. Music from all genres. Mostly stripped down to basics. Gives a good sense of what the artist can do.