How would owl react to you sharing your favorite songs with him? Is he bopping or is there a look of judgment as he realized your mentally ill?
Nightowl has absolutely no room to talk about people's music taste lmao. Hyperpop, tiktok thirst trap audio lookin ass man. However, he probably would get a kick out of seeing you have a taste in music that doesn't really match your look. He likes that he gets to see all the different sides of you.
Also, I feel like he'd pay attention to the common threads in your music, like if a lot of the songs you listen to are about insecurity or self sabotage, he'd notice. I don't think he would say anything about it to you, just notice that certain behaviors are more are less salient in your life based on what you connect to.
But yeah, carpool karaoke with some psychoanalysis is the general vibe :)