My HD 599 are the most comfortable. Followed by the Xm3. Though, to be fair, I rarely use the xm3 as the sound quality is absolutely dire. My Grado make the xm3 sound as if I am listening underwater. What a waste of money they were.

Because I can afford it.

I treat all my electronics like delicate flowers, and they all seem to last for years and years.

Grado 80x, Grado Gw100x, Ew200 IEM, Hifiman Sundara, AKG K271 mkii. Yamaha mt5.

I generally listen to early 70s Prog and rock. Groups like Yes, Led Zeppelin, Pink Floyd, Wishbone Ash, Ten Years After, Rush, Rory Gallagher, Camel, Clapton, Hendrix. Stuff like that. I also listen to opera, preferably Italian, but also some German. Mozart, Puccini, Verdi, Rossini, etc.

I recently bought the 80x (already have the 80e and 325e and gw100x). I can’t vouch for the 60x but comparing the 2 80s, I feel the x is not quite as bright as the e. Sometimes on the e (depending on the track) I found that they could be a little shrill at times, less so on the x. In my opinion the x is definitely an improved sound, I am very impressed with them.

I get the weird and unpleasant feeling too. Sort of like when a plane takes off and you feel the pressure build up in your ears. I generally turn off anc. Saying that, though, I prefer wired anyway and only use bluetooth headphones at a push.