Fast forward a few years, and lots of play time in between. I have spent quite a bit of time enjoy sh's body in the way that I desire, while trying to make the experience enjoyable for him as well. Spankings and croppings have been interspersed with stroking his cock or rubbing his ass. Over time I increased the amount of pain I subjected him to, as well as the pleasure he received for taking it. It seems I have made a breakthrough. He is able to accept much more pain now, and remains aroused throughout. I am pleased that he has grown to become a better submissive. He is now meeting my needs in ways he could not before.
I am pleased to report that I can enjoy the glow of his ass without listening to him whine afterwards! Life is good!