Well really a reason I don't want in or on ear is that I'm under the impression that they would either a) hurt my ears more with prolonged use or b) not sound as good when compared with around ear, so ideally I'd be getting this for serious music listening sessions. When just going portable like walking to class I'd be using my same ol same ol in ear phones...although maybe getting a new pair of in ears would be good for the portable part anyway...idk I'm green on this subject.
Oh thanks for the link and guides, i'm scanning those now.
The problem is that you shouldn't assume that all in ear or earbuds sound like the shitty headphones that come with your ipod. Once you start getting into the higher end stuff, you get a pretty good range of clarity, especially with the in ear ones. Of course, its hard to beat the sound of a really nice closed-back around the ear headphone though, just because they have the possibility of a larger speaker, and generally would be cheaper in terms of sound quality per dollar that you spend on them.
As for the comfort, the in ear ones can be a bit uncomfortable at first, but you get fairly used to them after a while, although hearing the movement of your cord can be a bit grinding at first (but once you actually start listening to music with it, will go away very quickly. Doesn't go away as quickly if you are watching a movie or something though, but that is just the nature of those types of headphones.
But really though, if you spend 200 dollars on a pair of in ear headphones, you will be pleasantly surprised with just how nice they sound (and then complain about the fact that you are listening to 128kbps mp3 files)