Agreed... uncomfortable and heavy headphones can get really fatiguing.
I have tried quite a few headphones before arriving at my destination cans. I use my headphones mainly with my portable, at work and elsewhere. I do occasionally use them at home although not nearly as much any more. Here is a list of headphones I have owned; if anyone interested I would be happy to expand upon what I did and did not like about each of these.
McIntosh MHP1000, Audeze EL-8, KEF M500, Sennheiser HD800S, Mr. Speakers Ether, Focal Clear, Audeze iSINE 10, Audeze iSINE 20, Audeze LCDi4, Abyss Diana Phi; hmmmm, I feel I am missing some but that is all I can remember at this time.
The Diana model from Abyss is their more portable version. Their top model, to me, is too large and I do not believe would work well with a portable player. The Diana does! It is definitely a destination headphone for me and works beautifully with both my portable and my T+A DAC at home. They also worked very with the Bryston headphone amp that I had, but I did not use it enough and a friend had a need for it... soooo... it is now in his hands

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It is amazing how good a nice portable can work with a top notch set of headphones. If you have any use for taking music with you I highly recommend trying a really nice portable such as the Astell & Kern models. I love my new one but also found the one I had been using for a couple years to be quite outstanding. (ps... it is still available for a really cheap price if anyone wanted to try something such as this).