In our sin, we need the desperation of the prodigal son who, after he squandered all his inheritance, recognizes his only hope is to return to his father (Luke 15:17–19). Or like the psalmist who calls to the Lord for mercy from the abyss of his sin (Psalm 130:1–2), we too must turn to God with hope-filled pleas for mercy. “For with the Lord there is steadfast love, and with him is plentiful redemption” (Psalm 130:7). We have been led by the insanity of sin to run from our Father, but he is ready and eager to run to us, brimming with forgiveness.

At various points in my Christian life, I’ve felt my cheeks burn with shame as I’ve faced my sin. I’ve felt humiliated, disappointed, and sometimes disgusted with what I’ve done.

Perhaps you’ve felt a similar anguish. You can’t believe those ugly words just came out of your mouth. You look back with a sense of embarrassment over how you acted so foolishly toward your parents. You’ve all but despaired over some ongoing sin that you cannot seem to confess.

As Christians, we have all looked at ourselves and felt sorrow over sin. But have we ever deeply considered why we do it in the first place? Why do we sin?

Searching Our Past Sins

In Confessions book 2, Augustine (354–430) probes for an answer to why we sin by considering moments in his own life. But he does so cautiously, clarifying that he looks back on his past sin “not for love of them but that I may love You, O my God” (2.1.1). He does not peruse past sins like we muse over old photos on our phone, but rather, like a doctor dissecting tissue to locate a cancerous tumor, Augustine remembers sin in order to discover its root cause. With Augustine, we should gaze at the darkness of past sin only to better understand our own hearts and, most importantly, to see the brightness of Christ’s mercy more clearly.

Augustine takes us back to his teenage years when his “delight was to love and to be loved.” Yet he “could not distinguish the white light of love from the fog of lust” (2.2.2). As he recounts how his “youthful immaturity” swept him away into “the madness of lust,” we expect him to stop and analyze the sinful motives behind his lusts. But he doesn’t. He turns instead, almost abruptly, to a very different kind of teenage sin: stealing pears with his pals as a prank (2.4.9).

Augustine labors to understand this seemingly trivial sin to such an extent that some have worried he veers into scrupulosity. Yet he is not troubled with doubts about whether he sinned, as the overly scrupulous are. Rather, he struggles with understanding why he committed the sin at all. What motivated his teenage self to steal with such senseless disregard for God’s law against theft (Exodus 20:15)?

Why Steal Pears?

Augustine makes clear right away that the problem with his theft of the pears was that the pears themselves were not the problem. He had no desire for the pears. The pears were not lovely, and he had even better ones back at home. Nor did he steal because he was hungry: he and his buddies just threw them to the pigs after they had stolen them. So, why did he do it? Why steal something you don’t even want and won’t even use?

Before Augustine describes two motives for why he stole the pears, he considers what usually entices us to sin: disordered desire for otherwise good things. Our attraction to beauty, our delight in physical pleasures, and our satisfaction in success all become distorted when we love them apart from God. Like the prodigal son demanding his inheritance so he could run from his father (Luke 15:11–32), we sin when we spurn the Giver and selfishly love his gifts.

We can discern in disordered desires a certain logic to sin, even to a heinous sin like murder. Augustine points to Cataline, the archetypal Roman villain, to underscore that even in committing murder “he loved some other thing which was his reason for committing [his crimes]” (2.5.11). In our selfish pursuits, we may even commit murder to get what we want or protect what we’re afraid to lose.

But in Augustine’s case, he wasn’t motivated by a nefarious goal beyond the robbery or by distorted love for the sweetness of the pears. Rather, he says, he desired the sweetness of sin itself.

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