I've tried wearing them in different ways now, and the pain is still in the same place.. Is my entire ear supposed to be inside of the cup? If so, my ears are quite a bit too big for those cans.

So, I have my new DT 990's plugged into the E10K. The E10k is meant for 16-150ohm's according to Fiio. However. I would like to know how much the headphones would actually be able to handle from the Fiio E10K, would I be able to flip it to high-impedance mode and crank it to 6-7 without...

  Its the tips of my ears(at the bottom), not the tip/flip w/e you call it, but just right above it.

  Found a random ear picture(thanks google) and marked the area that really hurts. It can hurt so much that my actual jaw start being painful.   http://imgur.com/e8FVlmM

Anyone? 

Hello!   I am fairly new to the "Higher-End" segment of audio. And while I never owner a very good pair of headphones before, I've always enjoyed soundquality. A few days ago, I decided to go buy a pair of Beyerdynamic DT 990 PRO 250ohm with a Fiio E10K DAC/AMP landing on monday.   However...