I used to wear headphones regularly. But now I only used them sometimes at work.

My favourite phones would have to be Brainwavz HM5

Very clean and unbiased. Avoid these if you like overly harsh, bright, flat or the patented Sennheiser 'heavy mud bass .' Don't have much of an opinion on earphones, though. Just that they make me feel like an 80 year old with how little they give in terms of clarity & depth .

Edit: I also used to use Alessandro MS1, basically the Grado 125. If you like metal/rock, get these. My favourite brights. Not for the faint of ears...