I would suggest going to some local electronics shops and seeing if any have any of the sennheiser models for you to try on. I have pretty long hair (longest it's been is past my shoulders while i've owned the headphones) and i've never had problems with it grabbing my hair (except after i dropped them and it got a little chip that would snag my hair but after i taped it up that never happened again).
All sennheiser headphones also have a 2 year warranty and at least the HD-280pros are EXTREMELY durable. I've dropped mine a good 20-30 times (i wear them to sleep a lot and wake up with them on the floor) and they have gotten the head arc chipped but still work perfectly.
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