A bitter cup of poison is handed to the sinful city, and she is forced to drink it down to the very last drop. The imagery paints a vivid picture of a disaster that grows progressively worse in stages, moving from drinking the liquid, to shattering the cup itself, and finally ending in horrific self-mutilation driven by total despair and a complete loss of senses.
The first stages involve drinking and completely draining the cup of destruction. The primary approach among commentators is that this represents aggressively sucking out every last drop and residue left at the bottom. The subsequent and most extreme stage involves gnawing on the broken earthenware shards. Driven to madness, the city chews and breaks the clay pieces with her teeth, much like tearing meat from a bone, desperately trying to extract even the few drops of wine that seeped into the material [רש״י, רד״ק, מצודות].
Beyond the physical description, commentators offer deep symbolic meanings for the breaking of this clay cup. One approach views it as a symbol of Jerusalem's total destruction. Once the people have perished, Jerusalem remains as the final vessel holding the bitter drink. She will be smashed to pieces and burned to exhaust the remaining disaster [מלבי״ם]. Conversely, another perspective finds a measure of hope in the specific choice of a clay cup. Because a shattered clay vessel cannot be repaired, it suggests that once the suffering ends and salvation arrives, this cup of agony will be permanently destroyed and will never again be served to Israel. This stands in stark contrast to the nations of the world, whose cup of punishment is compared to an unbreakable golden goblet [רש״י].
The climax of this despair and insanity is a shocking act of self-harm. Overcome by drunkenness, confusion, and agonizing pain, the city will use the sharp clay shards to mutilate herself and tear off her own breasts [מצודות, ביאור שטיינזלץ]. This severe physical description carries a profound metaphorical meaning regarding the state of the nation. One explanation compares Jerusalem to a nursing mother who provided physical and spiritual nourishment to the surrounding cities of Judah. Mutilating the breasts symbolizes the end of this vital nourishment, representing the loss of the monarchy, the priesthood, the Temple service, and the prophecy that once flowed from the city [מלבי״ם]. Another approach suggests that the breasts represent the Written and Oral Torah. Their removal symbolizes the tragic forgetting of the Torah and the abandonment of God's commandments that will result from the overwhelming troubles and the harsh reality of exile [רד״ק].
The prophecy concludes with God's firm declaration that He has spoken, serving as a final seal that this divine decree is absolute and will certainly come to pass [מצודת דוד].