Jack,
Wearing diapers does become easier with time as we come to accept our medical situation, become more adept at managing our incontinence, and become more accustomed (you might say "hardened") to coping with the realities of incontinence.
You mention being "pragmatic." There is nothing wrong with that. Being "pragmatic" is essential to coping effectively with incontinence. It is "doing what must be done."
Regarding "diaper dependency," it is unlikely that you are truly physically "diaper dependent." Rather, over the years you probably have accepted your need for diapers, adapted to that situation, and now feel more comfortable when you need to use them for their intended purpose.
To keep what control you have left, and possibly regain some control, you might consider performing Kegel exercises and practicing timed voiding every day (if possible) for a limited period of time. This is my current practice. It does not turn back the clock on aging, but it helps.
You are not alone in this as I am double incontinent and wear diapers 24/7, cloth at night.
--John