Every "performance" is different.
For instance, there is a big difference between watching a 3 man folk piece in a small venue and a full blown Hans Zimmer concert with a full orchestra and all kinds of electronic elements fused together....Or go to a metal concert or maybe you’re watching some North African or Asian musicians who are singing in a language you may not know or playings instruments you don’t know about....How a listener may get into such different performances (accommodates it in his physical/mental space) is its own phenomenon.
You may want to use familiar pieces to tune/tweak your rig, of course. But, if it is a constant thing, it could imply that one’s playlist is a bit restricted, i.e., isn’t too big or eclectic enough. There’s a saying, "familiarity breeds contempt"....i.e., if someone’s listening to the same familiar piece over and over, he may not appreciate the performance all that much anymore and get too focused on nitpicking the audiophile parameters.
Is it because I was a singer / vocalist in my youth? Is it because I was around musicians who shared the joy of "music"? Is it because at a very early age, I was introduced to big band music ....
I’ve been playing a violin since i was single digits old, i am an instrument enthusiast, but, not a pro, i.e., it isn’t my livelihood. But, I hang out with a couple of pro musicians (it is their livelihood). We may get together out of nowhere and be in a creative space together. But, if i were to record some of it and try to listen to it, it typically is a let down...because it rarely captures that creative moment. But, if it was some random recording from an unknown artist, i.e., i wasn’t there when it was recorded, I can accept it as is and enjoy it for what it is... unless there are glaring errors with how it was mastered or something. Musicians need to get paid and i can live without nitpicking someone else’s music.