Yes, familarity can breed contempt, so to speak! I burned out on quite a few recordings and learned the hard way. I now have many treasured pieces that I rarely listen to so when I go back to them they are still fresh. Eva Cassidy is a great example (for me) I think.
Do you ration your favorite music?
When I find some new music that is outstandingly good and that is also exceptionally well recorded, I find myself rationioning my listening to it. I try to avoid over playing it to make sure I dont spoil it for myself. I think this might be one of the drivers for the size of my collection. How about you?