First, I think your post helps to underscore that different people have vastly different values. There is an element of fine detail that you really enjoy and drives your choices. While details can be good on headphones, most folks find them tremendously compromising… even at levels much higher than yours. Nothing wrong with them or your appreciation. We all have our likes.
I have my main system and headphone system at the opposite ends of adjoining rooms. My main system I referred to as a reference system… a very good one for the $60K and decades it took me to put it together. A few years ago I decided that I wanted to have a high end headphone amplifier using 300B… to really appreciate what the attraction was to so many people.
So I did (you can see it under my ID). My headphones include some of the best… Focal Utopia, Sennheiser HD800… etc. with the addition of the amp and top quality 300B tubes the system went from sterile and highly detailed, to glorious and musical, lush…. with all the details and incredible bass. I realized what I had been missing… nothing to do with details. For the previous ten years I had season tickets to the symphony… so it became obvious how much closer this system was to the real sound of music.
For the first time ever, I sat down to my main system and was disappointed. It sounded mechanical, with the details of the venue stuck in my face and the music taking a back seat. That experience spurred me into a two year upgrade cycle where I changed all components but my Audio Research REF3 Phonostage and ARC REF preamp to tubed components. The change in sound quality was striking… and my main system again gained superiority… except that the character of both systems was now almost identical again.
Anyway, that was my most recent journey. Very expensive… but the result has been two really musical systems.