Jesus’ “Sermon on the Mount”. . . Matthew 5:33–42

    “Oaths” and “An Eye for an Eye”

Our previous study showed that Jesus is concerned not only with visible actions, but also with the desires and attitudes that lie beneath them. In Matthew 5:27–32, he confronted lust, sexual sin, and the careless breaking of marriage vows. Now, in vv. 33–42, he turns to truthfulness and retaliation. Once again, Jesus shows that kingdom righteousness isn’t satisfied with outward compliance alone; it reaches into the heart, shapes our speech, and transforms the way we respond when life is unfair.

In this section of his Sermon on the Mount, Jesus continues to reveal the heart-deep righteousness of God’s kingdom. He now addresses two common areas in which self-interest, anger, and the desire for control can easily shape our conduct: the words we speak and the way we respond when others wrong us.

In vv. 33–37, Jesus challenges the practice of swearing elaborate oaths by God, heaven, earth, Jerusalem, or one’s own head in order to make a promise sound more binding. His point isn’t that truthfulness requires special religious language, but that a person’s ordinary word should be trustworthy. A disciple of Jesus shouldn’t need dramatic promises, evasive wording, or carefully chosen loopholes in order to be believed. A simple “Yes” or “No” should be sufficient because his or her life is marked by honesty, integrity, and faithfulness.

In vv. 38–42, Jesus addresses the familiar principle, “Eye for eye, and tooth for tooth.” This Old Testament law limited retaliation and restrained vengeance; it didn’t authorize personal revenge. Jesus goes further by confronting the natural impulse to strike back, demand payback, preserve personal honor, or match another person’s wrongdoing with wrongdoing of our own. He teaches his followers not to be ruled by retaliation, but to respond to personal wrongs with courageous, generous, and creative peacemaking.

In today’s ten-verse passage, we’ll explore how Jesus reveals God’s wisdom underneath Old Testament laws about oaths and retaliation. Jesus teaches that peacemaking begins with honesty, and he encourages his followers to respond to personal injustice with creative nonviolence rather than revenge. Here you can watch an exceptional video clip from BibleProject titled “What Does Peace Cost?” (8 minutes).

Jesus’ command, “Do not resist an evil person,” isn’t a call to approve evil, remain in danger, enable abuse, or deny the need for justice and wise protection. Rather, in the examples that follow — an insulting slap, a lawsuit, forced labor, and a request for assistance — Jesus teaches his disciples how to refuse the cycle of personal revenge. Instead of returning insult for insult or injury for injury, they’re to live in a way that exposes evil without becoming shaped by it.

These teachings are challenging because they reach into ordinary conversations, promises, disagreements, injuries, and disappointments. Jesus calls us to become people whose words can be trusted and whose responses to wrong reflect the character of our Father. Such obedience may be costly, but it bears witness to a kingdom in which truth is stronger than manipulation and peace is stronger than revenge.

“Oaths” Meaning and Purpose (5:33–35)

Jesus calls us to be people whose ordinary speech can be trusted. Integrity isn’t shown only when we make solemn promises; it’s revealed in everyday conversations, explanations, commitments, and “small” promises that no one else may remember.

“Again, you have heard that it was said to the people long ago, ‘Do not break your oath, but keep the oaths you have made to the Lord.’ But I tell you, Do not swear at all: either by heaven, for it is God’s throne; or by the earth, for it is his footstool; or by Jerusalem, for it is the city of the Great King” (vv. 33–35, NIV).

In these three verses, Jesus addresses the subject of oaths — solemn statements or promises made to assure another person that one is telling the truth or intends to keep one’s word. The Old Testament didn’t treat all oaths as inherently wrong. Rather, it commanded God’s people not to swear falsely and to fulfill vows made to the Lord. Truthfulness and faithfulness were the central concerns: if a person gave his word before God, he wasn’t to treat that promise lightly or break it when keeping it became inconvenient.

By Jesus’ day, however, some religious teachers had developed complicated distinctions about which oaths were fully binding. An oath made directly in God’s name might be regarded as binding, while an oath made “by heaven,” “by earth,” or “by Jerusalem” could be treated as less serious — or even as a possible loophole. Such distinctions could make speech sound deeply sincere while leaving room for a person to evade responsibility later. Jesus exposes that kind of verbal maneuvering. Heaven is God’s throne, the earth is his footstool, and Jerusalem is the city of the great King; therefore, no one can use these things to speak as though God weren’t involved.

Jesus’ purpose isn’t to encourage careless speech or to tell his followers that promises don’t matter. It’s exactly the opposite. He calls his disciples to such steady truthfulness that they don’t need elaborate religious language to persuade others to believe them. Their ordinary words should carry weight. When they say “yes,” people should be able to trust that they mean yes; when they say “no,” people should know that no hidden qualification, exaggeration, or deception stands behind it. Matthew 5:33–37 therefore reaches beyond courtroom promises or formal vows and into everyday conversations, commitments, explanations, and agreements.

This teaching searches our everyday use of language. Do we over-promise because we want to impress someone? Do we shade the truth to avoid embarrassment, escape consequences, or preserve an advantage? Do we make commitments quickly but fulfill them reluctantly? Jesus calls us to become people of integrity — people whose speech is plain, dependable, and governed by reverence for God. In a world where words are often cheap, a truthful “yes” or “no” is a quiet but powerful expression of kingdom righteousness.

“Your ‘Yes’ and Your ‘No’” — 5:36–37

Jesus calls us to be people whose ordinary speech can be trusted. Integrity isn’t shown only when we make solemn promises; it’s revealed in everyday conversations, explanations, commitments, and “small” promises that no one else may remember. When we say “yes,” others should be able to rely on us. When we say “no,” they should know that we mean it. A simple, truthful word honors God because it reflects a heart committed to honesty.

“And do not swear by your head, for you cannot make even one hair white or black. Simply let your ‘Yes’ be ‘Yes,’ and your ‘No,’ ‘No’; anything beyond this comes from the evil one” (vv. 36–37, NIV).

Jesus continues his teaching about oaths by addressing a promise made “by your head.” A person might have thought that this was a lesser oath because it didn’t directly invoke God’s name. But Jesus reminds his listeners that even our own lives aren’t fully under our control: We can’t make a single hair white or black. We don’t possess ultimate authority over ourselves, our future, or the world around us. Therefore, we shouldn’t speak as though we can guarantee outcomes or make our words weighty by invoking things we don’t truly control.

Verse 36 is a quiet reminder of human limitation and God’s sovereignty. Heaven, earth, Jerusalem, and even our own heads belong under God’s authority. Jesus isn’t merely correcting a careless religious custom; he’s calling his disciples to humility. Our speech should acknowledge, even when we don’t state it aloud, that we’re accountable to God and dependent upon him. We should be cautious about making sweeping promises or presenting ourselves as more certain, powerful, or dependable than we really are.

Jesus then gives his simple, memorable instruction: “All you need to say is simply ‘Yes’ or ‘No’” (v. 37). He calls his followers to plain, honest, and direct speech. A “yes” should mean yes; a “no” should mean no. We shouldn’t need exaggeration, dramatic assurances, religious phrases, evasive wording, or hidden qualifications in order to persuade people that we’re telling the truth. The goal is not bluntness or harshness, but integrity — speech that’s both truthful and gracious.

The purpose of this teaching is to form people whose ordinary words can be trusted. Such integrity is tested not only in formal promises, contracts, or public statements, but also in everyday matters: arriving when we say we’ll arrive, honoring a commitment, admitting a mistake, giving an accurate account, declining a request honestly, and refusing to make promises we don’t intend or aren’t able to keep. When a follower of Jesus becomes known for dependable speech, his or her simple “yes” and “no” become a quiet witness to the truthfulness and faithfulness of God.

Nonviolent Resistance: “An Eye for an Eye...” (5:38–40)

Jesus doesn’t ask us to pretend that evil is good or that injustice doesn’t hurt. He calls us to refuse the instinct to repay wrong with wrong and to look for wise, courageous ways to pursue peace without surrendering to bitterness or revenge. In vv. 38–42, Jesus directly addresses the “eye for an eye, and a tooth for a tooth” Old Testament law, and tells his followers, “do not resist an evil person.” Learn the source and relevance of this law.

“You have heard that it was said, ‘Eye for eye, and tooth for tooth.’ But I tell you. Do not resist an evil person. If someone strikes you on the right cheek, turn to him the other also. And if someone wants to sue you and take your tunic, let him have your cloak as well” (vv. 38–40, NIV).

Jesus gives four brief examples: a slap on the cheek, a lawsuit involving clothing, forced labor for a Roman soldier, and a request for help. In each case, he teaches his disciples to reject the instinct for personal payback. Turning the other cheek, giving more than an opponent demands, going a second mile, and giving generously aren’t pictures of cowardice or helplessness. They show a freedom that refuses to let another person’s wrongdoing dictate one’s own character. Jesus calls his followers to resist evil’s power to create more evil, responding instead with a surprising strength shaped by truth, mercy, and peace.

Going the Second Mile and Giving Generously (5:41–42)

Jesus continues with two more examples of what it means to refuse personal retaliation and to practice a righteousness shaped by generous love rather than self-protection.

“If someone forces you to go one mile, go with him two miles. Give to the one who asks you, and do not turn away from the one who wants to borrow from you” (vv. 41–42, NIV).

The first example would have been especially meaningful to Jesus’ original listeners because they lived under Roman occupation. Roman soldiers could compel local people to carry military equipment for a prescribed distance. It was a visible reminder that the people of Israel lived under foreign authority and often had little power to resist it. Jesus doesn’t praise the injustice of Roman occupation, nor does he tell his followers to pretend that forced labor is fair. Instead, he teaches them to respond in a way that refuses both violent revenge and inward defeat.

To go a second mile is to take an imposed burden, answering it with a voluntary act of freedom: The first mile may be forced; the second is freely chosen. In this way, the disciple refuses to let an oppressor determine the condition of his or her heart. Rather than responding with resentment, hatred, or a desire to humiliate the other person in return, the follower of Jesus acts with surprising generosity and moral courage. Jesus’ command doesn’t make injustice good, but it demonstrates that evil doesn’t get the final word over the character and conduct of God’s people. Roman soldiers could compel civilians to carry a load for one mile; Jesus’ example speaks into that setting of occupied Judea.

The final example concerns giving and lending: “Give to the one who asks you, and do not turn away from the one who wants to borrow from you.” Jesus calls his disciples away from a tightfisted, self-protective spirit. God’s people are to be generous, attentive to need, and willing to help rather than immediately looking for reasons to refuse.

This command doesn’t mean that Christians must give cash in every circumstance, ignore the needs of their own families, enable destructive behavior, or place themselves in an unsafe situation. Scripture also commends wisdom, stewardship, discernment, and care for those entrusted to us. But it does mean that we mustn’t use caution as an excuse for selfishness. A disciple of Jesus should be known for asking, How can I help wisely? rather than only, How can I protect what’s mine?

Sometimes generous giving may mean providing food, transportation, clothing, a meal, practical assistance, or help locating trustworthy community resources. Sometimes it may mean lending an item, giving time to someone in need, or quietly helping a person through a temporary hardship. Jesus calls us to see people not as interruptions, inconveniences, or threats to our comfort, but as neighbors whom God has placed before us.

Understanding “Do Not Resist an Evil Person” Jesus’ command, “Do not resist an evil person,” must be read in the context of the examples he immediately gives. He’s addressing personal insults, personal retaliation, the desire for payback, and the temptation to return wrong for wrong. He isn’t commanding his followers to call evil good, cooperate with abuse, remain in danger, ignore criminal wrongdoing, or refuse appropriate legal protection for themselves or others.

There’s an important difference between seeking revenge and seeking justice. Revenge says, You hurt me, so I want to hurt you back. Justice seeks truth, protection, accountability, and the good of those who’ve been harmed. A Christian may report a crime, seek legal counsel, establish boundaries, leave an abusive setting, protect children or vulnerable people, and ask others for help. Such actions needn’t be revenge. They can be wise, loving, and necessary responses to evil.

Jesus’ teaching also doesn’t require a victim of abuse to remain near an abuser or to submit to continued harm. A person in immediate danger should seek safety and contact appropriate emergency services or trusted authorities. Churches and Christian leaders have a responsibility to take reports of abuse seriously, protect vulnerable people, and never use Jesus’ words to pressure someone to endure violence or coercion in silence. At the same time, Jesus calls each of us to examine the revenge that can grow within our own hearts. When we’re insulted, ignored, cheated, embarrassed, or treated unfairly, our instinct may be to strike back with angry words, public humiliation, gossip, social-media attacks, bitterness, or a carefully planned desire to “get even.” Jesus offers another way. He calls us to resist evil without becoming evil ourselves; to pursue peace without surrendering truth; and to answer personal wrongs with a courage and generosity that reflect the mercy of our Father.

Practical Application of This Sermon Passage (5:33–42)

Today’s passage brings Jesus’ kingdom righteousness into ordinary life. It reaches into the words we choose, the promises we make, the arguments we enter, the injuries we carry, and the needs we encounter.

† Let your ordinary speech be dependable. Avoid exaggeration, manipulation, evasive answers, and promises made only to escape an uncomfortable moment.

† Keep commitments when you can, and speak honestly when circumstances change. A humble explanation is better than an excuse, a disappearance, or a misleading promise.

† When someone wrongs you, pause before reacting. Ask yourself whether your response is seeking truth and peace — or simply trying to make the other person feel the pain you felt.

† Establish wise boundaries where wrongdoing continues. Forgiveness doesn’t require pretending that destructive behavior is harmless or permitting repeated harm.

† Look for one practical way to “go the second mile.” It may be an undeserved kindness, patient listening, an act of service, a refusal to answer a harsh word with another harsh word, or generosity toward someone in genuine need.

† Ask God to make you both truthful and merciful: a person whose word can be trusted and whose strength is expressed not through retaliation, but through love.

Application message: Jesus calls his followers to live with an integrity that can be heard in their words and seen in their responses to wrong. He doesn’t want us to use religious language to cover dishonesty, exaggeration, manipulation, or broken promises. He calls us to become people whose simple “yes” and “no” can be trusted because our lives are shaped by truthfulness, humility, and reverence for God.

He also calls us to refuse the cycle of personal revenge. When we’re insulted, treated unfairly, burdened, or asked for help, our natural instinct may be to protect ourselves, insist on our rights, strike back, or withdraw into bitterness. Jesus teaches another way: courageous non retaliation, generous service, wise boundaries, and practical mercy. This isn’t weakness. It’s the strength of a person who trusts that God sees, God judges rightly, and God is able to bring good even from painful circumstances.

For all of us, this passage invites honest self-examination. Are my words dependable? Do I make promises I don’t intend to keep? When I’m hurt, do I seek peace and justice — or do I quietly nurture resentment and plan my response around getting even? Is there a practical need before me that I’ve dismissed because generosity would inconvenience me?

A disciple of Jesus learns to value truth over impression, peace over retaliation, generosity over self-protection, and God’s approval over the temporary satisfaction of winning an argument or gaining revenge. As we bring our speech, our anger, our wounds, and our possessions before God, he can form in us the integrity and mercy that bear witness to his kingdom.

Personal response: This week, where do I need to make my speech more truthful, release a desire for personal revenge, establish a wise boundary, or take a practical step of generosity toward someone in need?



It Makes You Wonder . . .
  • Q. 1  In what situations are you most tempted to exaggerate, make vague promises, soften the truth, or say what another person wants to hear rather than speak honestly?
  • Q. 2  When you feel insulted, mistreated, or treated unfairly, what’s your usual response: retaliation, avoidance, bitterness, self-protection, wise boundary-setting, prayer, or peacemaking? What might Jesus be calling you to do differently?
  • Q. 3  Toward whom in your life or community could you take a “second-mile” step this week through patient service, undeserved kindness, practical help, or generous giving?


Are you ready to take Warren’s 25-question Sermon on the Mount quiz? Answers with Bible references are included with your grade.

†  Watch this video of chapter 5 created by Jesus Film Project (vv. 1–48; 8 minutes).