Do whatever you want. Musical tastes are subjective and personal. I'm not telling anybody that they aren't entitled to love "It's A Wonderful World."

Does the draw of a song wane if it is overplayed? Yes. Is the degree of wear-out constant across all songs? Of course not. It depends on factors such as how much a particular song is enjoyed by a particular individual and possibly the complexity of the music, which drives a host of neurological responses. Michael Bonshor, a music psychologist at University of Sheffield, has done work in this area.