Jude 1:6 - Joseph Benson’s Commentary on the Old and New Testaments

And the angels which kept not their first estate Or, as the clause may be rendered, their first dignity, or principality, (see on 2 Peter 2:4,) namely, the dignity or principality assigned them; but left their own habitation Properly their own by the free gift of God. The apostle's manner of speaking insinuates that they attempted to raise themselves to a higher station than that which God had allotted to them; consequently, that the sin for which they were and are to be punished, was pride and rebellion. He hath reserved Delivered to be kept; in everlasting chains under darkness O how unlike their own habitation! Everlasting chains is a metaphorical expression, which denotes a perpetual confinement, from which it is no more in their power to escape, than a man, who is strongly bound with iron chains, can break them. Unto the judgment of the great day Elsewhere called the day of the Lord, and emphatically that day. In our Lord's description of the general judgment, he tells us that the wicked are to depart into everlasting fire prepared for the devil and his angels; which implies that these wicked spirits are to be punished with the wicked of mankind. Observe, reader, when these fallen angels came out of the hands of God, they were holy, (else God made that which was evil,) and being holy they were beloved of God, (else he hated the image of his own spotless purity.) But now he loves them no more, they are doomed to endless destruction; (for if he loved them still, he would love what is sinful;) and both his former love, and his present righteous and eternal displeasure, toward the same work of his own hands, are because be changeth not; because he invariably loveth righteousness, and hateth iniquity.