I have some SR60s that I've owned for about 15 years (when I bought them, nobody had heard of them). I still like them, they don't disappoint as such, they are very listenable, but the open back is a bit of a problem (both ways) as a lot of my listening is at work and on public transport.
I also have a set of IE8s which despite my trying to love them, just haven't grabbed me (and I've EQd out the mid-bass hump). It could be argued that my expectations are too high, but #180 for a set of IEMs that barely wow me, isn't value in my book. Sure, they sound good, I probably prefer the dynamics to the SR60s, and of course they aren't open-back ;) but still, I don't think they're for me.
So I'm considering selling both and going for some Beyerdynamic DT-250s or AT M50s. I should even be able to have a little cash left over.
I currently don't use a headphone amp, but I might buy a small portable one at some point in the future. Sources are currently my work laptop and HTC Desire HD phone, with music encoded to high enough bitrates that I can't tell a difference from lossless. I generally listen to (all kinds of) rock, folk, prog, fusion etc. I don't like to be bored, nor fatigued. ;)
Given what I've said above, does the font of all knowledge think I'd be satisfied with DT-250s / M50s, or are there other better options?