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3 Marks of True Repentance

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For I know my transgressions,
     and my sin is ever before me.
Against you, you only, have I sinned
     and done what is evil in your sight,
so that you may be justified in your words
     and blameless in your judgment.
—Psalm 51:3–4

True Repentance

Repentance lies at the heart of the Christian message and forms the rhythm of the Christian life. The Greek word metanoia, often translated as “repentance,” speaks of a turning, a genuine change of mind, heart, and life that is not a one-time act but a way of living.1 True repentance is more than simply acknowledging our wrongs and feeling sorry for what we have done; it is turning from our ways and returning to God with conviction of wrongs, contrition of heart, and confession of sin. In doing so, we receive the abundant mercy of God in Christ.

It is important to understand that repentance does not begin with us; it begins with the gracious initiative of God, who turns our hearts from the things of this world back to himself. As Mark Boda writes, “God is in the process of transforming us from within—our behavior, our hearts, and our entire lives.”2 Thus repentance is more than a onetime action; it is a repeated act throughout the Christian life. Martin Luther captured this truth in the first statement in his Ninety-Five Theses: “Our Lord and Master Jesus Christ, when He said Poenitentiam agite [in English, ‘repent’], willed that the whole life of believers should be repentance.”3 Psalm 51:3–4 helps us see that true repentance is marked by clearheaded conviction, brokenhearted contrition, and openhanded confession.

Clearheaded Conviction

David demonstrates clearheaded conviction over his sin in Psalm 51:3 when he sings, “For I know my transgressions.” This knowing is more than the comprehension of information. It indicates that David sees his sin the way that God does. True repentance always begins with seeing sin as God sees it. As Thomas Watson explained, “Sin must be seen before it can be wept for.”4 Clearheaded conviction is a wide-eyed awareness of the holiness of God, the sinfulness of sin, and the separation between them.

Matthew Boswell


Based on sermons from Matthew Boswell, this devotional shares biblical wisdom and practical insights from Psalm 51, teaching readers how to have a heart that is repentant, restored, renewed, and responsive to Christ.

It’s not that David was unaware of his sin beforehand. There was not a single moment as he pursued lust, practiced adultery, or planned murder that he didn’t know that these actions were wrong in the eyes of God. He knew; he just didn’t care. Sin had blinded him to the spiritual reality of his actions. This is what sin always does—it blurs the situation, minimizing the severity of sin and obscuring the consequences for it. But in his great grace, God enabled David to see his sin clearly.

David uses the first-person pronouns “my,” “me,” or “I” five times in Psalm 51:3–4, as if to come face-to-face with what he has done. He sees clearly now. He is not singing of someone else’s sin. He admits his sin, his transgression. He has done what is evil in the sight of God. This acknowledgment reveals an important change of mind.

David’s clearheaded conviction over his sin causes him to use not one, not two, but three different words throughout the psalm to describe what he has done. The first term he uses is “transgressions.” To transgress is to willfully and actively rebel against God.5 It is a mindful act of disloyalty, akin to the actions of a soldier of the crown committing treason. David understands that his transgressions are ultimately acts of treason against the “high King of heaven.”6

The second word David employs is “iniquity.” Iniquity describes an act that is a twisted or crooked perversion from the straight path. Iniquity communicates the idea of going astray or departing from the standard or the way.7 Though in his life experience David knew the blessedness of walking in the light of God’s path, somewhere along the way his heart wandered, and his feet followed.

The final word David uses is simply “sin.” The Hebrew word for “sin” is part of the archery word group and is used to describe an archer missing the mark. David aimed to please God with this life. He drew his bow to hit the target, but he missed the mark. Though he tried, he failed. Perhaps one of the most clear and concise definitions of sin is found in the Westminster Shorter Catechism. It reads,

Q. What is sin?
A. Sin is any want [or lack] of conformity unto, or transgression of, the law of God.8

The question David initially forgot to ask himself was “What has God said about these things that I desire to do?” Only once David saw his actions for what they were—a want of conformity to the law of God—did he understand his sin and turn to God for mercy. It’s important to note that the three synonyms in Psalm 51—“transgressions,” “iniquity,” and “sin”—are not signifying distinct types of wrongdoings. Rather, they are providing layers of meaning to help us understand what it means to commit an offense against God.9

Like David, we are often initially numb to our offenses because of our sin nature. Our minds grow dull and our eyes grow dim to the ways we have broken God’s holy law. But when the Lord graciously shows us the seriousness of our sin, we come into agreement with him. Jerry Bridges explained, “The truth is, all sin is serious because all sin is a breaking of God’s law and, in fact, a despising of His law. And it is important that we understand and acknowledge this.”10

Perhaps there is a sin pattern in your life that you have convinced yourself is not a big deal in the eyes of God. Maybe you maintain a habit or a set of actions that you know deep down is wrong, but you choose not to see it as God does. Ask the Holy Spirit to search your heart and reveal anything that Scripture would call transgression, iniquity, or sin. Then humbly ask the Lord to renew your mind and reshape your thoughts in light of his truth. As C. S. Lewis rightly observed, “A man who admits no guilt can accept no forgiveness.”11 Only when we admit our guilt before the Lord are we on the path to knowing the blessing of his forgiveness.

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Brokenhearted Contrition

David not only comes to see his sin as God sees it, but he also feels deep sorrow over it. In Psalm 51:3 he acknowledges, “My sin is ever before me.” The memory of his iniquity haunts him. The record of his wrongs plays over and over in his mind. He lies down at night to whispers of accusation running through his thoughts. He rises in the morning with dark clouds of shame threatening to hide each day’s new mercies. From this place of sorrow comes what Andrew Bonar called “the broken-hearted sinner’s cry to the God of grace.”12 David’s words push past mere acknowledgment of sin and express the weight hanging on his heart. He knows his fallenness in his mind, and he feels it in his bones. This is brokenhearted contrition. The word contrition comes from a Latin term meaning “crushed to pieces.”13 David’s heart is crushed to pieces over what he has done. He not only feels guilty for wronging Bathsheba; he grieves it. He not only regrets what he has done to his friend Uriah; he is broken over it. He not only acknowledges betraying his faithful God; he laments it. David bends beneath the burden of all his sin. And as he recognizes that each offense was ultimately directed heavenward, he cries out in Psalm 51:4, “Against you, you only, have I sinned.”

At first glance we might wonder if David has lost his mind! Did he really just say that he has sinned against God only? Instinctively we reach for a dry-erase marker of our own to make a list of all the parties he has wronged. He has sinned against Bathsheba through adultery. He has sinned against Uriah by orchestrating his death. He has sinned against Uriah’s family and against Bathsheba’s parents, whom David likely knew well because Bathsheba’s father was one of David’s mighty men. As Israel’s king, he has sinned against the entire nation entrusted to his care.

So is David minimizing his sin with this statement? Not at all. He is painfully aware of the many ways he has sinned against others. And while his offense toward each of these parties is serious and needs to be confessed, he understands that all the evil he has done is not only known by God but also against his God.14The theological truth we learn from his confession is that every time we sin horizontally, our sin always has a vertical degree as well (Lev. 6:2). David is not downplaying his guilt; he is lifting it up for all to see, showing how high his sin has reached. He has sinned against the King of heaven. He stands guilty before the highest court. And this reality breaks his heart.

David’s sorrowful response illustrates one kind of grief that we may experience when we sin, but a second kind exists as well. The apostle Paul drew a defining distinction between godly grief and worldly grief in 2 Corinthians 7:10: “Godly grief produces a repentance that leads to salvation without regret, whereas worldly grief produces death.” This verse reveals not only two kinds of grief but also the contrasting outcomes that accompany them. Godly grief leads us to God, to repentance, to salvation, to life, and to peace. Worldly grief turns us inward and sends us away from God with our heads hung in shame. Worldly grief may cause sorrow, but it leaves our souls unturned and ultimately leads to death. David’s confession in Psalm 51:4 is steeped in good and godly grief. It is more than regret over his actions or the consequences of his sin. He experiences Spirit-wrought sorrow before Go.

The Anglican prayer of general confession expresses the heart of godly grief in its opening lines:

Almighty and most merciful Father, We have erred and strayed from thy ways like lost sheep. We have followed too much the devices and desires of our own hearts. We have offended against thy holy laws. We have left undone those things which we ought to have done; And we have done those things which we ought not to have done; And there is no health in us. But thou, O Lord, have mercy upon us, miserable offenders.15

The language of this confession echoes David’s psalm. In the spirit of contrition, the prayer laments that we have followed “the devices and desires of our own hearts” and that “we have offended against thy holy laws.” In simpler terms we might say, “We have sinned in many ways, and in every way we have sinned against the Lord.” Yet for those of us who are in Christ, though we have known the misery of sin, we also know the mercy of God. We are sinners who have been justified by grace alone and have found peace with God through Christ alone.

As Thomas Watson insisted, “Repentance depends upon a change of heart.”16 Yet we cannot change our own hearts, much as we might try. Our hearts must be remade, reformed, and reshaped by the kindness of God that leads us to repentance. It is Christ who turns the heart and reorders its loves. He widens the heart to hold more love for God than for the things of this world. He redeems the heart to love what God loves. He fills the heart to overflowing with gratitude. When the heart drinks deeply of Christ in true repentance, it is quenched by an all-satisfying, ever-flowing stream of grace.

Openhanded Confession

As David experiences clearheaded conviction and brokenhearted contrition, he confesses his sin without reservation and confesses that he deserves judgment for it. In Psalm 51:4 he sings out his confession with a purpose:

so that you may be justified in your words
     and blameless in your judgment.

While David sings this confession with poetry here, we read the same confession in prose in 2 Samuel 12. When the Lord sent Nathan to call David to repentance, he also sent him to pronounce God’s righteous judgment on David’s sin. When David heard God’s judgment, he made no excuse. He simply confessed, “I have sinned against the LORD” (2 Sam. 12:13).

Repentance begins with looking honestly at our sin with clearheaded conviction.

Still, David’s words in Psalm 51:4 communicate more than just confession; Matthew Henry pointed out that with these words, David also acknowledges that God is justified “in the threatenings he had spoken by Nathan.” In essence David says, “Lord, I have nothing to say against [your] justice. . . . I deserve what is threatened, and a thousand times worse.”17 He not only acknowledges the depth of his wrongs but also accepts that “God is free to do what he wishes when he passes judgment.”18

About a thousand years later, the apostle Paul quoted this verse in his letter to the Romans:

Let God be true though every one were a liar, as it is written,
“That you may be justified in your words,
     and prevail when you are judged.” (Rom. 3:4)

In quoting David, Paul communicated the unchanging truth that true repentance acknowledges the perfect justice of God. The repentant heart not only says, “I have sinned,” but also says, “God is right.”

The Call to Repentance

Repentance begins with looking honestly at our sin with clearheaded conviction. It causes us to feel deep sorrow over our offenses in brokenhearted contrition. It prompts us to come clean before the Lord in openhanded confession. And yet true gospel repentance doesn’t leave us staring at our sin. In fact, it doesn’t leave us looking at ourselves at all. It ends with a lifting of our gaze to the one who has “made an end of all [our] sin.”19 Robert Murray M’Cheyne once wrote, “For every look at yourself, take ten looks at Christ. He is altogether lovely. Such infinite majesty, and yet such meekness and grace, and all for sinners, even the chief!”20

This clearheaded, brokenhearted, openhanded repentance is not unique to Psalm 51. It is the message of the entire Bible. From Genesis to Revelation, Scripture issues a steady, urgent call: Return to the Lord. The prophets echoed this refrain over and over. Isaiah cried out,

Seek the LORD while he may be found;
     call upon him while he is near;
let the wicked forsake his way,
     and the unrighteous man his thoughts;
let him return to the LORD,
     that he may have compassion on him. (Isa. 55:6–7)

Hosea pled with Israel,

Return, O Israel,
     to the LORD your God,
for you have stumbled because of your iniquity. (Hos. 14:1)

John the Baptist continued the prophetic message, calling, “Repent, for the kingdom of heaven is at hand” (Matt. 3:2). Jesus issued the same call as he delivered the good news, saying, “The time is fulfilled, and the kingdom of God is at hand; repent and believe in the gospel” (Mark 1:15). And when Peter preached at Pentecost, the Spirit-filled invitation of his sermon was the same simple and clear call: “Repent and be baptized every one of you in the name of Jesus Christ for the forgiveness of your sins” (Acts 2:38).

This call to repentance still echoes today. Right now, even in this moment, you can turn to the Lord. Ask the Lord Jesus to renew your mind, soften your heart, and transform your life by the power of his Spirit. Repentance is not the end but the beginning of beautiful restoration to right relationship with God.

Notes:

  1. J. P. Louw and E. A. Nida, eds., Greek-English Lexicon of the New Testament: Based on Semantic Domains, 2nd ed. (United Bible Societies, 1996), 1:509, Logos.
  2. Mark J. Boda, Return to Me: A Biblical Theology of Repentance, New Studies in Biblical Theology 35 (InterVarsity Press, 2015), 31.
  3. Martin Luther, “Ninety-Five Theses,” trans. C. M. Jacobs, in Works of Martin Luther: With Introductions and Notes, ed. Henry Eyster Jacobs and Adolph Spaeth (A. J. Holman, 1915), 1:29.
  4. Thomas Watson, The Doctrine of Repentance, in All Things for Good; The Doctrine of Repentance, Puritan Classics (Banner of Truth, 2020), 11.
  5. Christopher Ash, The Psalms: A Christ-Centered Commentary, vol. 3, Psalms 51–100 (Crossway, 2024), 9.
  6. “A Prayer,” trans. Mary E. Byrne, in Ériu: The Journal of the School of Irish Learning, Dublin, ed. Kuno Meyer and John Strachan (School of Irish Learning, 1905), 2:89–91. Today we know this hymn by the title “Be Thou My Vision,” but it’s a tenth-century Irish poem that was labeled simply “A Prayer” when translated to English in 1905.
  7. Allen P. Ross, A Commentary on the Psalms, vol. 2, 42–89, Kregel Exegetical Library (Kregel Academic, 2013), 181.
  8. The Westminster Confession of Faith and Catechisms: As Adopted by the Presbyterian Church in America; With Proof Texts (Christian Education & Publications Committee of the Presbyterian Church in America, 2007), 363.
  9. Willem A. VanGemeren, Psalms, vol. 5 of The Expositor’s Bible Commentary, ed. Tremper Longman III and David E. Garland, rev. ed. (Zondervan, 2008), 312.
  10. Jerry Bridges, Respectable Sins: Confronting the Sins We Tolerate (NavPress, 2007), 21.
  11. C. S. Lewis, The Problem of Pain (Macmillan, 1967), 122.
  12. Andrew Bonar, Christ and His Church in the Book of Psalms (New York, 1860), 163.
  13. Chad Brand, Charles Draper, and Archie England, eds., Holman Illustrated Bible Dictionary (Holman Bible Publishers, 2003), under “contrite.”
  14. Ross, Commentary on the Psalms, 2:186.
  15. Samuel L. Bray and Drew Nathaniel Keane, eds., The 1662 Book of Common Prayer: International Edition (IVP Academic, 2021), 3.
  16. Watson, Doctrine of Repentance, 11.
  17. Matthew Henry, Matthew Henry’s Commentary on the Whole Bible, vol. 3, Job to Song of Solomon (Hendrickson, 1991), 352.
  18. Ross, Commentary on the Psalms, 2:185.
  19. Charitie Lees Smith, “Within the Vail with Jesus” (1863), in The Praise of Jesus, ed. William Reid (London, 1863), 140. Today we know this hymn by the title “Before the Throne of God Above.”
  20. Quoted in Andrew Bonar, Memoir & Remains of Robert Murray M’Cheyne (Banner of Truth, 1966), 293.

This article is adapted from Create in Me a Clean Heart: Experiencing God’s Abundant Mercy in Psalm 51 by Matt Boswell.



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