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Why did Judas betray with a kiss?

Now the betrayer had arranged a signal with them: “The one I kiss is the man; arrest him and lead him away under guard.” Going at once to Jesus, Judas said, “Rabbi!” and kissed him. The men seized Jesus and arrested him. Mark 14:44-46

            The kiss acted as a signal to the arresting party who may or may not have known what Jesus looked liked (everyone dressed alike in those days).  Instead of pointing “this guy” in front of everyone, Judas chose a traditional greeting.  A Proverb also speaks (prophesies) of this betrayal.

Wounds from a friend can be trusted, but an enemy multiplies kisses. Proverbs 27:6

            The contrast of a kiss being both affection and betrayal is symbolical here also.  Jesus was betrayed by people close to him which added to the pain of cross emotionally.