I moisturise my ear canals with emu oil (not for everyone, I know, due to ethics) I've found it best to put the oil on a cotton bud and then use that to gently rub over the dry skin. Obviously you have to be mindful not to push the cotton bud too far into the ear canal but I find it works better than trying to drop the oil in or trying to use a finger. My husband also has dry skin in his ears and does the same.
Suzie