I couldn't help but think about this, David. It struck me as a particularly challenging, and rightly asked question... But I wonder if anyone is truly qualified to respond, but here is a suggestion (that's all it is).

Much of Jesus' mission was based on moving peoples' focus from OT commands to NT values ("you have heard it said... but I tell you...). But the change Jesus was bringing was change that was previously unavailable. In Jesus' case, it would have been impossible for him to work with desires that were grounded in the way things were when his death on a cross was just about to ignite radically new possibilities. Surely Jesus was both leading and serving, more than any of us ever could. But he's just in a totally different and incomparable category to the rest of us.