I am looking for a nice set up portable headphones. My main listing preference is classic rock. The devices I listen on are Ipod classic, Ipod touch, Iphone 4, I also recently purchased a Cowon Z2 so that will probably become my main device. When I rip my music I primarily rip at 320 but recently have been ripping to flac's and using the flac player app on my touch and iphone. The Cowon handles flac's natively but I have been using poweramp on the Cowon to play the flac files.
I also have a fiio E17 which I purchased a couple months ago but haven't played too much with it.
Typically I haven't had much luck with in ear devices. I never seem to get the fit right so i would like to stay away from inner ear models if possible. Are there any portable phones out there that compare to the IE80's that are not in ear models?
I would like to keep the purchase below $500.
All suggestions are welcome.