The Parable of the Two Sons
Matthew 21:28-32
Context
Our passage today from Matthew 21 is the first of three parables that Jesus spoke to the chief priests and elders in Jerusalem. We have already seen in Matthew 21 how Jesus’ actions and words have provoked the religious leaders in Jerusalem. First, Jesus rode into the city of Jerusalem on a donkey’s colt while the people declared Him to be the Messiah and King (Matt. 21:8-11). He had purposefully arranged the details carefully to fulfill the prophecy of Zechariah 9:9, thus, proclaiming Himself to be the King of the Jews (Matt. 21:1-7). Next, Jesus entered into the temple and overturned the tables of those buying and selling there, saying “It is written, ‘My house shall be called a house of prayer,’ but you have made it a ‘den of thieves.’ ” (Mat. 21:13). In so doing, Jesus stood against their hypocrisy and false worship.
Jesus then showed what true faith in God looks like when He healed the blind and lame in the temple and received the praise of children over the objections of the chief priests and scribes (Matt. 21:14-16). Then, He cursed the fig tree as a sign of God’s judgment coming on the Israelites for their lack of fruit and lack of faith.
In Matthew 21:23, the chief priests and elders in the temple pushed back, confronting Jesus in the temple and asking Him, “By what authority are You doing these things? And who gave You this authority?” It was an insincere question designed to trap Jesus and accuse Him. But Jesus, knowing their unbelieving hearts, didn’t fall for it. Instead, He turned the tables on them and asked about John’s baptism, was it from heaven or from men? (Matt. 21:25). Jesus said if they answer His question, He would answer theirs (Matt. 21:24). In fact, if they truly answered Jesus’ question, it would answer their own question because John had testified that Jesus was the Christ and the Son of God. But they did not want to recognize Jesus’ authority, so they answered, “We do not know” (Matt. 21:27). Therefore, Jesus would not tell these unbelieving leaders the answer to their question either.
Yet Jesus doesn’t simply drop the matter. Instead, He tells a series of parables and continues to question them in order to highlight the real issue, namely their stubborn refusal to repent and believe. Blomberg says of these three parables, “in sequence they depict God’s indictment, sentence, and execution of the present Jewish leadership.”[1] Let’s look at this first parable together today.
1. Simple Parable: Two Sons (Matt. 21:28-30)
Jesus begins by asking them, “But what do you think?” (Matt. 21:28). Jesus is compelling these unbelieving religious leaders to think about their own attitudes. In telling this story and asking them to give the judgment, Jesus will force them to indict themselves—much like the prophet Nathan did with King David (2 Sam 12).
The story is really quite simple. Jesus said, “A man had two sons” (Matt. 21:28). He tells each of them to go and work in the vineyard. One says no, but then changes his mind and goes anyways. The other says yes, but then doesn’t go. Working in the vineyard is a picture of doing the Father’s will. The question that Jesus asks the religious leaders about the parable is, “Which of the two did the will of his father?” (Matt. 21:31).
The first son is a picture of …
A. Repentant Obedience
We recognize the attitude of this son immediately. At first, he rebelled and disobeyed his father. “He answered and said, ‘I will not,’” (Matt. 21:29a). He didn’t want to submit to his father’s authority. But then something changed in him. Jesus says, “but afterward he regretted it and went” (Matt. 21:29b).
The key word here is the word translated “regretted”. It is the Greek verb metamélomai, which can have one of two senses: 1) It can mean “to have regrets about [something], to be sorry, or to express remorse”; 2) It can mean “to change one’s mind about [something], or have second thoughts” (BAGD3 #4851, BibleWorks).
This word doesn’t always mean repentance in the New Testament unless it leads to a genuine turning of heart and action (metanoia). Judas regretted (metamelomai) betraying Jesus, but he was by no means repentant (Matt. 27:3). Paul demonstrates the difference between regret and repentance in 2 Corinthians 7, writing,
10 For godly sorrow produces repentance leading to salvation, not to be regretted; but the sorrow of the world produces death. 11 For observe this very thing, that you sorrowed in a godly manner: What diligence it produced in you, what clearing of yourselves, what indignation, what fear, what vehement desire, what zeal, what vindication! In all things you proved yourselves to be clear in this matter.” (2 Cor. 7:10-11).”
True repentance is not just being sorry that I got caught, or regretting the consequences of my decisions. It is a change in my mind and heart that results in a change in my attitude and behavior. In the case of this reluctant first son, his regret led to a change in his behavior. So, I believe that the first son indicates the attitude of repentance and conversion. We will see this more fully below in Jesus’ explanation.
If the first son is a picture of repentant obedience, the second son is a picture of…
B. Hypocritical Profession
Jesus said that the father then, “came to the second and said likewise. And he answered and said, ‘I go, sir,’ but he did not go.” (Matt. 21:30). One preacher said this second son is the Eddy Haskel of the group.[2] If you remember him from Leave It to Beaver, he was always polite and respectful to adults but always scheming and devious behind their backs. This son’s words and his actions do not line up. Unlike the first son who disrespectfully said, “I will not”, this second son’ words were outwardly respectful and compliant. He addresses his father as “sir”, a word that is often translated, “Lord,” a title of honor and reverence. This son says all the right things. The only problem is that it is all words without actions. And so, the second son is an example of empty profession and hypocrisy.
Jesus then asks the religious leaders: “Which of the two did the will of his father?” (Matt. 21:31). Remember, Jesus asked them at the beginning of the parable, “What do you think?” (Matt. 21:28). Now He asks for their judgment on the two sons. Remember how the religious leaders tried to trap Jesus in His words earlier? Now Jesus is about to trap them in their own words.
The answer is obvious, and the religious leaders are forced to answer, “The first,” that is, the one who changed his mind and actually did what his father told him to do.
Jesus then turns their own judgment into an indictment against themselves. Notice His …
2. Strong Rebuke (Matt. 21:31-32)
Jesus tells them, “Assuredly, I say to you that tax collectors and harlots enter the kingdom of God before you” (Matt. 21:31). The words Jesus uses here are even stronger and can carry the sense of, “The tax collectors and prostitutes go instead of you into the kingdom of God.” In other words, they are entering God’s kingdom, and you are not.[3]
It’s hard for us to comprehend just how insulting and offensive this was to the chief priests and elders in the temple. “Tax-collectors”? “Harlots”? To these proud chief priests and elders, those kinds of people were the worst of sinners, the scum of the earth! As far as they were concerned, they were the least likely to enter God’s kingdom. Was Jesus actually saying that such people as that would come enter the kingdom before they would? Yes! These notorious sinners enter the kingdom because these …
A. Sinners Repent and Believe
In Matthew 21:32 Jesus says, “For John came to you in the way of righteousness, and you did not believe him; but tax collectors and harlots believed him; and when you saw it, you did not afterward relent and believe him.” Jesus says that John the Baptist came “in the way of righteousness,” that is, he came preaching the righteousness of God and that sinners must repent. Many of the tax collectors and harlots were among those who repented and believed John’s message. They believed what John preached, that the kingdom of God was near, that the Messiah was coming, and that they must repent.
These sinners did not enter the kingdom of heaven because they were more worthy, holy, or deserving. They entered because they did what the first son in the parable did. Jesus even used the same word to describe what the tax-collectors and harlots did that He used to describe what the first son did: they “relented”; that is, they changed their thinking, turned from their sins, and believed what John said concerning Jesus Christ. Luke 7 tells us,
29 And when all the people heard Him, even the tax collectors justified God, having been baptized with the baptism of John. 30 But the Pharisees and lawyers rejected the will of God for themselves, not having been baptized by him. (Luke 7:29-30).
The chief priests and elders who were trying to discredit Jesus and would eventually condemn and execute Him that week, had also rejected John’s baptism. So we see the …
B. Leaders’ Refuse to Repent and Believe
Jesus says that the reason they would be excluded from the kingdom is because they had not obeyed God’s message through John. They did not “relent and believe him” (Matt. 21:32). They had multiple opportunities to repent and believe, but they refused. They had heard the preaching of John the Baptist. They had seen the miraculous works of Jesus. They had heard His teaching. And they had seen the lives of tax collectors and harlots radically changed by repentance and faith in Christ. But they still did not repent and believe!
They were like the second son in the parable. They professed to love God and obey the law of God, but instead, they hated the Son of God and would not believe in Him. Jesus implies that they should have repented and believed. Even as He speaks this parable, He is calling them to repent and believe once again.
What can we learn from this parable? First, entrance into the kingdom of heaven, the way of salvation is only by repenting and believing in Jesus. Religion won’t save you. Empty profession won’t save you. An outward show of righteousness won’t save you. You must repent and believe in Jesus. John the Baptist’s message was, “Repent and believe!” (Mark 1:15). The message of Jesus is the same. Have you repented? Have you had that change of mind and heart that results in a change in direction? Have you believed in Jesus Christ? He is the Son of God who came into the world to save sinners by giving His life on the cross to pay the debt we owed to God for our sin. He was raised from the dead, is alive forevermore, and saves everyone who repents and believes in Him.
You may be like the first son and the tax collectors and harlots. You have lived a life of rebellion and sin. You have disrespected God, broken His law, and spurned His love. Is there hope for you? YES! Jesus said that He came to seek and to save that which was lost (Matt. 18:11). Christ Jesus came into the world to save sinners (1 Tim. 1:15). You can never be too sinful that Jesus cannot save you. Ask God to grant to you repentance and faith in Christ Jesus today. He will save you and transform you into a child of God.
Or you may be like the second son and the religious leaders. You think you are right with God because of your outward goodness. But God looks at the heart. He knows your inward rebellion and sin. The remedy for you is the same: repent and believe. Turn from your self-righteousness and trust in the death and resurrection of Christ to save you.
The second lesson is this: Your actions should line up with your words. Jesus isn’t interested in hearing people say that they will follow God. He is interested in those who actually follow God. In Matthew 7, Jesus said, “Not everyone who says to Me, ‘Lord, Lord,’ shall enter the kingdom of heaven, but he who does the will of My Father in heaven.” (Matt. 7:21). Outward profession without inward repentance and faith is worthless.
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[1] Craig Blomberg, Matthew, vol. 22, The New American Commentary (Nashville: Broadman & Holman Publishers, 1992), 320.
[2] Rory Mosley, The Authority of Jesus (Matthew 21:23-32), https://fbcspur.org/authority-jesus-matthew-2123-32/.
[3] D. A. Carson, “Matthew,” in The Expositor’s Bible Commentary: Matthew, Mark, Luke, ed. Frank E. Gaebelein, vol. 8 (Grand Rapids, MI: Zondervan Publishing House, 1984), 450.