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That's when you play them the weirdest shit in your music library. It circles back around to wizardry.
Any time I start music in the car, I ask my phone to play something embarrassing. That way, if it plays some Wax Fang or Flobots, I can be pleasantly surprised, and if it plays Sorairo Days or Just One Life, I can say it's exactly what I asked for
I used to feel uneasy shame sharing certain music that I liked. I think it's a matter of self-acceptance and loving yourself.
I know that my musical taste is esoteric. I no longer feel any embarrassment sharing my weird music with people. I don't have a new feeling in its place. The shame just disappeared.
This may not apply to you. But if it does, work on loving yourself. You can get there.