[Commix]

So I'm about to leave town for about half a year and as a result, need to leave my home setup of The Headroom Desktop Amp and Audiotechnica W5000 behind for a while. I'm looking to buy a pair of IEM's but I've never bothered buying a quality pair because I've always had comfort issues. In general, I like headphones with a nice and clear mid like most of the audiotechnica can models. Something that sounds good with IDM/classical/japanese and anything with prominent female vocals is my preference. Its looking like I'll be purchasing either the ODac/o2 combo or the audioquest Dragonfly for my laptop, and I currently have a cmoy I constructed using the board from JDS labs. Any ideas on a brand/model of IEM's I should start off with? My budget is a flexible $400. 

 

[SpringBiscuit]

You can consider Final Audio Design and Ortofon, they are presented in crispy and clear on all spectrum, giving you fun experience.
If you prefer ATH sound, how about CK100pro?
If you like mid with nice solid control, SE535 will be my recommendation.

 

[Commix]

Thanks for the recommendations! Any idea how comfortable the Final Audio Design and Ortofon models are? Some of those brass models from FAD look like they could be pretty rough.

 

[SpringBiscuit]

EQ7 and FAD Heaven S are ok, they are more direct insertion, which pretty easy and provide comfortable tips.
So far i didnt see any complains about their fitting (beside their PF series).