I agree with Sidssp, the 580 and 600 are very comfortable. For me they were the most confortable and best sounding of any traditional headphone I tried. Problem was I needed isolation (580 and 600 are open-air type) so I went with the Etymotic ER-4P. You might consider the Etymotic if you have problems with traditional headphones, but be forewarned they can't really be used while you are moving due to microphonics and some people do not like anything stuck in their ear!