My music system has been a part of my existence for so long a time it is more an extension of me than something external that might surprise me.
I have been listening to music on a reasonably good system since 1965...
I did have a few years without one, (being a wayward hippie going to college sort) but that was soon remedied.
So I can certainly say some new to me music has suprised me, and astonished me, but as the equipment goes, it does sometimes give me a bit more than it used to with upgrades and such, but generally I am just happy to find some tweak or new thing that allows me to listen better with less effort.
I really blew a huge wad of cash last Spring on stereo stuff, when I retired, and was a bit nervous about what i did until I felt certain I did not make a mistake. So that was more of an anxiety thing. (Having made mistakes in the past making a big change and hating it: Traded in a fine Hafler DH110 pre for a chunk of crap Sony digital pre.. then dumping that after the hypnotic sheen of the bells and whistles wore off, and got a beautiful Counterpoint 2000 pre, which i loved the sound of, which broke a few times and broke my heart. Then an Adcom for reliability.. then an Audio Research Sp-10 which was no great shakes (probably because of the tubes in it), so I tried an Audio Research SP-15 which was way better, and sold that SP-10 for $$$$ and way more than I paid for it (basically got the SP-15 for free!) then, and for now a Bryston BP-26)
Anyway, I love listening to music, and spend (now that I am retired) about 10 hours a day nearly every day listening to music.