... I don't care what gear you use, "bulky" or otherwise; there's a vast difference between a pair of halfway decent speakers spaced 8-10ft. apart playing at a good volume in a quiet, reasonably damped room and earbud headphones...
There's simply two different types of people, active listeners and multi-taskers. The techy bits are a side issue. If you really love music I cannot fathom how all the convenience of modern gadgets jammed in your ear canal can possibly compete with the palpable, visceral experience of loud speakers. I just don't get it...
Well, I hate to be contrary, but I think my Shure E3's sound mighty nice connected to my MacBook or to my iPod. I spend more time listening to this than I do my hifi. Yeah, the sound quality is a
bit behind (classic understatement), but it cost an order of magnitude less, doesn't eat tubes, and doesn't break down on a semiannual basis. I view it as a way to enjoy music everywhere -- to provide a soundtrack for part of the day -- and I cannot fathom how a music lover could dismiss portable sound today. It's wayyy better than it was 10 years ago, and far more convenient. My iPod+earphones will never replace my hifi, but I certainly can't lug 300 lbs of gear on an airplane, or to a diner, or to my office, etc.
I almost wonder: with younger (mid-20's-to-mid-30's) people listening to increasingly high quality portable gear, $$$ earphones with fancy amplification, serious decoders, etc., will they move towards conventional home hi fi after they buy homes and bigger apartments? Are iPods and "better" earphones a gateway drug to real hifi? Look how big head-fi.org has become.

Finally, a guilty secret: I'd rather listen to music on my Shures on an airplane than I would on my stereo. No other place can I focus and enjoy a favorite album better than on a plane, where I have nothing better to do but stare out a window and listen. My second choice for no-obligations music listening: my long-retired '88 Mazda. Full range paper drivers, iPod through the cassette deck (hopefully someone else to operate it), no distractions. Rather than thinking about whether the bass sounds sloppy or wondering if the upper-midrange is too glassy, I can pay attention to what matters. I guess I'm a lousy audiophile

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