[Quadrophenia]

After spending years buying and replacing cheap headphones within a matter of months, I have decided to step it up a notch, and get a decent pair of iems. The main problem is that I have very sensitive ears, and can't stand having to push the phones in too deep to get a good seal, I had to return a pair of turbines because I found them too uncomfortable, even though the sound was good.
I listen to all kinds of music, and expect to put comply foamtips on whatever I end up using. Here is what I am hesitating between:

-Sony mdr series
-Maximo Im-590
-nuforce 7
-I am also open to any other suggestions.

Thanks!!

 

[pekingduck]

Shure SE series is comfortable with the supplied olives.
 
Westone IEMs should be quite comfortable as well.

 

[Young Spade]

Westone IEMs are the pinnacle of comfort IMO. 

 

[ljokerl]

Soundmagic PL50, though I'm not quite sure what size Complys will fit on them.

 

[DaveSt]

The Maximo IM-590s are pretty comfortable with Sony Hybrid tips, and they are fairly shallow insertion IEMs..  I found the stock tips to be very hard on my ears however, but the hybrids make the sound better anyhow.  The Comply tips are also fairly comfortable but they get disgusting after a few days of use.