Broadstone, I've worn hearing aids for just over a dozen years, nothing like Buconero, but long enough to offer some comments.
First off, I agree with him that properly fitted and adjusted aids will enhance your life, not just music listening. And I suspect the two pair you tried were not quality devices. I say that since you consider equalizers out of your price range and then you sold both pair on eBay!
Proper hearing aids must be custom fitted, both physically to your ears and sonically to correct for your specific hearing loss. The size of your canals should not be a problem. And the itching can be cured by prescription medication or Cortisone cream.
In addition, do you always listen alone or do family or friends ever join you? All the well-intentioned advice for speaker set up, equalizers, etc. may result in changes that any other listeners might not be happy with.
Quality hearing aids are not cheap and they must be fitted professionally by an audiologist. The type sold on line or at Sears for a couple of hundred bucks will hardly ever be satisfactory. Some medical insurance may cover part of the costs but unfortunately too many will not.
So forget the suggestions from those who have not experienced this themselves and go for properly fitted devices. They you should be free to pick whatever speakers are most musically pleasing, not those that attempt to fulfill an inappropriate task. Your life will be brighter.
Good luck.