Perhaps you both are talking past each other. The way I understood Iscool’s statements was that Jesus preached to sinners where they were, but neither consorted with them, approved of them, or participated in what they were doing. I know, I know you were not claiming that either. But Jesus went there because like Matthew there were people who WANTED to hear what Jesus had to say.
I give no credence to those who go to strip bars, drink and stuff singles in garters saying they are going there to preach the Gospel. I even question the types who go in to places like that and scatter a few Jack Chick tracts on the tables and in the bathroom. Now if someone set up a soap box outside and proclaimed the Gospel and those who were spiritually sick came forward to hear, that is a different matter.
Exactly the point I was making. THANK YOU!