I think this is wrong thinking. As He was walking through the City, and maybe even visiting one of cool furniture store owners in the Castro, he'd say, "follow me" and he'd leave the castro. He never made his home in the midst of sin, and He always called people away from their sin. He never winked at it. He never condoned it. He had people choose to be "forgiven and healed" and to "go and sin no more." There wasn't usually long discussion of it either, He gave a choice and let people go that didn't want to leave their sin. I think you're right though, that a lot of our churches (and Christian Schools) would wrinkle their noses at who Jesus befriended and changed along the way.
Clearly, there are people who do not want to leave their sin. But do we give up? I have heard statistics that people have to hear the gospel an average of seven times before they accept it.
Oh, and thank the Lord that people did not give up on me when I was in the pit of hell, doing things that I am not proud of. My sin was never winked at, but longsuffering people recognized that I was still a person who needed Christ and was at least willing to associate with people who knew Him as Savior.
Are you for real>???? He was constantly challenged that he spent time in the homes of sinners. He was asked why? He said it is the Sick that need the physician...
Buddy the Christ I believe in probably wouldnt be recognized by you today..... in the same way he wasnt recognized 2000 years ago. You better look again at WHO Jesus came to save. Ask yourself the question as you read....." If I was a charicter in and around the stories of Christ who would I most likely be? Would it be the tax collector that cried out humbly in the synagog "Father forgive me a sinner" Or the pharesees that were constantly nippin a Christ trying to trap him???and figure out why they didnt have to change their behavior.