My first set of headphones was in 1972....bought a pair of big blue Stanton closed phones. Looked great...sound...mehh! 10 years later I bought a pair of AKG 240's, but didn't use them much. About 4 months ago...I dug them back out. Oh my! Since then I've bought several pair of phones...Fischer Audio FA-011, Sennheisser hd650, Sennheiser HD598 and several headphone amps., both tube and solid state.
Now that I'm older, I have some HF loss and tinnitus. I found that with good headphones at moderate volume, I heard so much more detail than with my home system(s). (and I've had some pretty high quality stuff over the years) I don't get the same depth and soundstage, but there's enough to satisfy. I listen to headphones now at least 75% of my listening.
Hibuck...