36 And one of the Pharisees desired him that he would eat with him. And he went into the Pharisee's house, and sat down to meat.
37 And, behold, a woman in the city, which was a sinner, when she knew that Jesus sat at meat in the Pharisee's house, brought an alabaster box of ointment,
38 And stood at his feet behind him weeping, and began to wash his feet with tears, and did wipe them with the hairs of her head, and kissed his feet, and anointed them with the ointment.
39 Now when the Pharisee which had bidden him saw it, he spake within himself, saying, This man, if he were a prophet, would have known who and what manner of woman this is that toucheth him: for she is a sinner.
40 And Jesus answering said unto him, Simon, I have somewhat to say unto thee. And he saith, Master, say on.
41 There was a certain creditor which had two debtors: the one owed five hundred pence, and the other fifty.
42 And when they had nothing to pay, he frankly forgave them both. Tell me therefore, which of them will love him most?
43 Simon answered and said, I suppose that he, to whom he forgave most. And he said unto him, Thou hast rightly judged.
44 And he turned to the woman, and said unto Simon, Seest thou this woman? I entered into thine house, thou gavest me no water for my feet: but she hath washed my feet with tears, and wiped them with the hairs of her head.
45 Thou gavest me no kiss: but this woman since the time I came in hath not ceased to kiss my feet.
46 My head with oil thou didst not anoint: but this woman hath anointed my feet with ointment.
47 Wherefore I say unto thee, Her sins, which are many, are forgiven; for she loved much: but to whom little is forgiven, the same loveth little.
48 And he said unto her, Thy sins are forgiven.
49 And they that sat at meat with him began to say within themselves, Who is this that forgiveth sins also?
50 And he said to the woman, Thy faith hath saved thee; go in peace.
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The story that took place in the house of the Pharisee, a man who was undoubtedly deeply religious, shows us once again how paradoxical the Kingdom and its life must have seemed to the religious mind. For a religious person, sin is something objective and absolute. To him, a sinner is only a sinner, and fellowship with that person is inadvisable for anyone striving to live righteously; sin can be caught like an infectious disease. To the religious mind, sin is a spiritual and moral classification that makes a person unfit for spiritual life as that mind understands it. Following this logic, Jesus should have driven away the sinful woman who approached Him, regardless of any repentance. All the more so because in this case the sin must have been not accidental but entirely deliberate, and its consequences insurmountable even if the sinner repented.
Jesus sees the situation differently. For Him, sin is not a person's spiritual and moral classification but his ordinary condition after the Fall. The issue is not whether a person is worthy to enter the Kingdom. Here everything is obvious: after the Fall no one can be worthy. The only question is whether a particular person can be saved, whether a particular sinner can be brought into the life of the Kingdom.
Naturally, to do this the sinner will have to cease being a sinner, and he will be able to enter the life of the Kingdom only to the extent that he can accomplish this task. Yet in principle it can be accomplished, if only the person himself wants it. The sole question is whether someone seeking the Kingdom resolves to enter a relationship with Jesus, who brought the Kingdom into the world. The woman who wept as she embraced Jesus' feet clearly had such a relationship. The Pharisee... it is hard to say with certainty. But he is plainly not drawn to Jesus as the woman in the evangelist's account is. After all, he thinks that everything is generally in order with him, not yet knowing that he is mistaken. The woman no longer thinks so; her sins are more obvious to her. She has something to ask of the Teacher.
And so, paradoxically, the one who has sinned more proves closer to the Kingdom than the one who has sinned less. Not because sin brings a person closer to the Kingdom, of course. It is simply that an evident and serious sin, once recognized, forces a person to think seriously about his destiny and to hold more tightly to the One who can help him. This really does bring a person closer to the Kingdom, despite the sins he has committed.