In the article, “Jesus, Friend of Sinners: But How?” Kevin DeYoung states, “Jesus was a friend of sinners not because he winked at sin, ignored sin, or enjoyed light-hearted revelry with those engaged in immorality. Jesus was a friend of sinners in that he came to save sinners and was very pleased to welcome sinners who were open to the gospel, sorry for their sins, and on their way to putting their faith in Him”
Jesus didn’t join in sin in order to win over sinners, and neither should we. But he did go out of his way to break social norms in order to meet people where they were.
Source: https://www.thegospelcoalition.org/blogs/kevin-deyoung/jesus-friend-of-sinners-but-how/