I was never much into cans + stretched string, but was into headphones big time for a few years. The real madness began when I bought a secondhand pair of Stax SR-5's, and then got the tubed driver unit (worked off a line-level output) to replace the usual transformer (worked off speaker-level outputs). It was so good, that I could hear singers open their mouths prior to singing - seriously. I joined Head-Fi, racked up >3200 posts, attended Head-Fi meets, bought more headphones, found that I loved Sennheisers, and hated Sonys.
Then someone posted on Head-Fi a statement by some rock superstar, that it's not the big loudspeakers on stage that kill your hearing, it's the recording studio headphones. My headphone use then went into a long slide, and I eventually sold my Stax, and my best Sennheisers. I gave away my Yamaha YF-1 headphones, which were truly great for non-Stax. I sold my MF X-Can unit too.
Still, it was good times, I still own some good headphones, and still drop in at Head-Fi from time to time. BTW, some of my best personal audio playback has been with headphones. It's like a friend said about motorcycles: they give you all the thrills of a Ferrari at 1% of the cost.