I have been using Klipsch in ear headphones with my Ipod, I think the Image S3 model. They are comfortable and the quality of sound seems better to me than the cheaper ones I have found at Wal-Mart. I have also been able to use Sennheiser HD 280 which fits over and surrounds the ear when at the computer. I do have to fiddle with these to avoid the feedback whistle. I have also seen ads for something called a temple transducer that is supposedly developed by the military and fits against the temple instead of in or over the ear. I have no idea how comfortable or effective this technology may be but it does sound tempting. Would like to know if anyone has tried this.

Klipsch in ear

Transducer