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This is not the subject and you can't really compare but you miss : dynamic,imaging,realistic soundstage,natural crossfeed,comfort, natural sound etc...
I take any low end speakers over uber high-end headphone any day.
Tiny drivers stick to your ears can't compare to big speakers.
Just my point of view.
It's not really that simple--it's a lot more complicated if you know all the factors that are involved.
The most glaring problem with speakers, no matter how great they are or how amazingly neutral they sound, is the acoustic space. You will have room modes that you cannot correct, no matter how much acoustic treatment you throw at the problem, or even if you use room correction products like the ARC System (or the hardware ones from JBL and KRK). I've seen plenty of photos of listening spaces posted at head-fi and 99% of the members here are clueless about proper speaker placement in relation to the room dimensions and acoustics, and add to that the lack of any acoustic treatment, you'd be getting very skewed sound from your speakers, even though you might not know it.
There are probably egregious peaks and nulls caused by the room modes that you aren't aware of. If you do a simple log sweep (google for "Bink Audio Test" and you can download the entire CD's worth of test tones) played through your speakers, I bet you will hear some drastic peaks and nulls throughout the audible frequency range as it sweeps from 20Hz to 20KHz.
Then there are time-domain problems like non-symmetrical room layouts and speaker placements, reflections from walls and ceiling and desks, echoes (clap your hands and you'll hear the flutter echoes in an untreated room), and so on.
There's also the inherent comb filtering cancellation of just the speakers radiating sound backwards to the wall behind them and then bouncing back to cause comb filtering that will result in nulls.
One more problem is the listening position--how many people here understand how to calculate the most ideal listening position in your room based on the room's dimensions and layout? This makes a huge difference--just a few inches of difference could completely change the overall sound balance, and we're talking about very dramatic changes too.
Now, consider how headphones have NONE of those problems. If you include headphone crossfeed / room sim products like Isone Pro and Redline Monitor into the equation, or hardware implementations on amps like Phonitor, M902, Symphony.2 and so on, then it tips the balance even more in the favor of headphones.
As for tiny drivers, that's not an issue. IEM's are tiny yet they are capable of reproducing deep sub-bass. A headphone like the Audez'e LCD-2 can reproduce down to 20Hz and remain ruler flat. How many speakers out there can even get close to that?
The ONLY thing that speakers have the potential to be better at is the sense of dimension (which includes stereo imaging and soundstage) and visceral impact, due to the sound interacting with the air in an acoustic space. But noticed I said "potential," and it's not guaranteed. If we're talking about reference studio monitors that costs thousands of dollars, then yes, but if we're talking about typical consumer bookshelf speakers, then no. Also, most people tend to use small to medium sized speakers, and they can't reproduce sub-bass well at all. You just can't expect 5" drivers to be kicking ass below 45Hz--it's just not going to happen. Most people remedy that with a subwoofer, but as soon as you introduce a sub into the system, you are dealing with additional complications like crossover problems, which is a real PITA. It's very easy to tell a system that uses small to mid sized speakers and a sub because you always hear the crossover frequency problem. If you play sine wave test tones at the crossover frequency, you'll hear it as clear as day. The exceptions are if it's a very well designed system to begin with and has practically seamless sub integration.
For headphones, you can get a Buttkicker and still have that visceral impact, and with something like the Isone Pro, even the dimensionality is greatly increased if you turn all the features on. It may still be a little bit less satisfying than a high-end speaker system in an acoustically treated room (and we're talking extensive treatment), but when you compare how much you need to spend on a high-end speaker system and proper acoustic treatment (or if you even have the proper space required for such a listening room) to how little money for a high-end headphone system, it's really a no-brainer.
But there's always that issue of comfort and convenience. Sometimes, you just don't want something on your head, and you want to walk around doing stuff in your room, or easily share an experience with friends and family in the room. This is something headphones just can't address. But the opposite is true when you don't want to disturb anyone or be disturbed by others--that's when there's no substitute for headphones.