Palmfish: My sister has had hearing aids her entire life, and will probably be completely deaf sometime later in life. So I'm semi-knowledgable about hearing aids-including the DSPs that all the digital ones have nowadays-whereas hey used to be primarily analog. A lot of hearing aids have numerous DSPs to choose from, each suited towards different things by default-and almost always programmable by the audiologist. I'd suggest telling him your exact situation with headphones-and see if there's a way he can get a DSP specifically for that use-that won't change/compress like the other DSPs used for everyday circumstances. Shouldn't be that difficult assuming he is willing to put forth a little effort-and not blatantly tell you to never listen to HPs again like I'm sure would be the common knee-jerk reaction by a lot of people...keep us updated!
You are quite knowledgeable about hearing aids!
Yes, my audiologist is very good and he did set up a "music program" for mine which minimizes or eliminates much of the DSP and compression. It's a fine line though because, as you know, you cannot turn everything off and feedback has to be controlled - and it has been a problem with this mode. I have more fittings ahead to fine tune and I am hopeful that I can improve their performance with music.
I will definitely keep you posted and continue to participate here.