Dumb question but what's the difference between headphones and over the ears? I looked it up but I'm still confused
+1 though for the thought that the medium makes the biggest part of the sound quality.
Also read positive things about the moondrop old fashioned, to mention an alternative to the porta pro in a very close form factor, not the strange ear clips that are the KSC 75.
I'd argue that the additional space should give the form factor an advantage, though sure, being closer to the ear might also be one. And no doubt, given the huge popularity of IEMs the technology must have seen a lot of progress, so I might be wrong.