This is how I always listen to music. However I do not often do it with full songs, just parts from the songs (e.g. a guitar solo), I can listen to parts of songs for days straight and keep myself up at night doing it. They could just be 20 second parts that I would be listening for hours upon hours. Normally I have these parts for all the songs in my library, and whenever I listen a song I do not listen the full song, just the small parts, I could really care less for the songs as wholes.
Like others, I also get stuck on pretty much everything. Once I find something I enjoy and have the time and energy to do I get totally obsessed with it. I get stuck on music, movies, games, books, and pretty much any type of hobbies or activities.
I often watch the same documentaries and movies over and over again, listen to the same music over and over, etc.
After watching a movie for around the 25th time I watch the commentary about 50 times so I can know all about the making of the movie. I prefer movies' commentaries over the actual movies.