Part of what makes Jesus’ teaching on Hell difficult is the severe imagery He uses. In pointing to Hell, he seems to point to its deepest pits. He warns of eternal fire, undying worms, and wailing and grinding of teeth. Rather than lingering on philosophical descriptions or on the more subtle aspects of suffering, Jesus goes to the deepest aspects of the sufferings of Hell.

The undying fire in Hell is not a mere physical one; it is a fire of rage and disgust that consumes as it causes pain. In contrast, the refining fire of God’s love purifies. The souls of the dammed in Hell are seething inside and enduring the heat of the indignation of others.

The worms, real and allegorical, gnaw at and devour what little energy the rage has not already burned away. Unjust anger is ultimately exhausting; it saps life the way worms do. Their gnawing brings weariness and weakness, lethargy and listlessness. Depression is anger turned inward. Indeed, when Dante gets to the pit of Hell he sees Satan, strangely bored and up to his waist in ice! In fact, Satan is so bored that he barely notices the presence of Dante and Virgil. Satan’s anger saps him the way intestinal worms do in the physical body. His wrath consumes what little remains of his energy. For now, he rages, for he knows his time is short. Soon enough he will collapse, dissipated and consumed, a sad and pathetic creature: How you have fallen O Lucifer, O Daystar … Cast down to Sheol, into the pit! (Isaiah 14:12, 15)

As for the wailing and grinding of teeth, this double image makes it clear that it has nothing to do with sorrowful repentance. The wailing is linked to anger, expressed in the grinding of teeth. This is an angry sorrow at having been conquered, having been bested, having lost. The defiant refusal to repent from serious sins and the anger at “being told what to do” are the source of this anger. No, the sorrow is not a contrition leading to repentance, but a kind of anger that grinds away in the gnashing of teeth.