Now we who are strong ought to bear the weaknesses of the weak, and not to please ourselves. Let each one of us please his neighbor for that which is good, to be building him up. For even Christ didn’t please himself. But, as it is written, “The reproaches of those who reproached you fell on me.”
I think that it is safe to interpret this to mean that Jesus didn’t find pleasure in dying for our sin. In fact, the Bible tells us that he despised the shame of it. This may come as a bit of a shock to some, but we need to be careful here. Jesus didn’t despise saving us, but bearing our sin was the despicable requirement. It would be wrong for any perfect man to desire to be sin before God. There is nothing good about being sinful in the presence of a Holy God, especially if you love God like a father. We made Jesus do something horrible because of our sin and there is no way to glorify it. It was dirty and ugly. The only pleasure we read about regarding Jesus death in the Bible, was that God was pleased to crush Him. This is because Jesus was wearing our sin and it was good to punish it!
We may not feel good temporarily giving up some of our freedom in order to help a weaker brother, but it will never add up to the reproach that Jesus had to bear to die for us. Jesus’ example gives us no room to live selfishly. Instead, we need to “bear with the weaknesses of the weak.” We can do this in the Holy Spirit, remembering the mercy that has been given to us.