My first enlightened moment came when I was visiting a Nantucket Sound store in the mall where I worked. 1982 or '83 timeframe. I heard some noise from a back room, accessible via a closed glass door.
As I headed back, the noise got a little louder, and JUST as I opened the door, it stopped....only to start again in spades with HUGE bangs on a Tympani, and a maelstrom of brass and strings! Those Tympani hits actually blew my hair back a bit, a la the Maxell tape ad.
Those speakers were Snell A-3's, and the music was Stravinsky "Rite Of Spring." After that experience, it was mid-fi up to hi-fi, then to head-fi.
And my first head-fi enlightenment came when I took my fairly old Senn 580's, which I had for a couple years but didn't use much, and played them on my Ray Samuels XP-7. Organic sound was what I gushed on this forum shortly thereafter.
I was "forced" to go to headphone listening because of a young child and a wife who doesn't want loud noise at night - the only time I can really listen often. But I realized that the sound through headphones is unique, beautiful, and just as musical as listening through speakers. Different, yes; but enjoyable and enlightening in many different ways!
But I would LOVE to go back in time, and re-experience that feeling in the store. It was incredible! Aural S*x!