One of the insults hurled at Jesus was that he was “a friend of sinners” (Matt. 11:19; Luke 15:2). But what does that mean? Does it mean that He didn’t care what they did, but just enjoyed spending time with them? Does it mean that He approved of what they did? The non-believer will make that statement to Christians, trying to say that we should not “judge” anyone. Even some Christians use the same kind of reasoning at times.
So, what does it mean that Jesus is “a friend of sinners”? Kevin DeYoung has written an excellent article that answers the question. You can read it here.