And I will put enmity between {o} thee and the woman, and between thy seed and her seed; it shall bruise thy {p} head, and thou shalt {q} bruise his heel.

(o) He chiefly means Satan, by whose action and deceit the serpent deceived the woman.

(p) That is, the power of sin and death.

(q) Satan shall sting Christ and his members, but not overcome them.

Wesley's Notes

3:15 And I will put enmity between thee and the woman - The inferior creatures being made for man, it was a curse upon any of them to be turned against man, and man against them. And this is part of the serpent's curse. A perpetual reproach is fastened upon him. Under the cover of the serpent he is here sentenced to be,
(1.) Degraded and accursed of God. It is supposed, pride was the sin that turned angels into devils, which is here justly punished by a great variety of mortifications couched under the mean circumstances of a serpent, crawling on his belly, and licking the dust.
(2.) Detested and abhorred of all mankind: even those that are really seduced into his interest, yet profess a hatred of him.
(3.) Destroyed and ruined at last by the great Redeemer, signified by the bruising of his head; his subtle politics shall be all baffled, his usurped power entirely crushed. A perpetual quarrel is here commenced between the kingdom of God, and the kingdom of the devil among men; war proclaimed between the seed of the woman, and the seed of the serpent, Rev 12:7. It is the fruit of this enmity,
(1.) That there is a continual conflict between God's people and him. Heaven and hell can never be reconciled, no more can Satan and a sanctified soul.
(2.) That there is likewise a continual struggle between the wicked and the good. And all the malice of persecutors against the people of God is the fruit of this enmity, which will continue while there is a godly man on this side heaven, and a wicked man on this side hell. A gracious promise is here made of Christ as the deliverer of fallen man from the power of Satan. By faith in this promise, our first parents, and the patriarchs before the flood, were justified and saved; and to this promise, and the benefit of it, instantly serving God day and night they hoped to come. Notice is here given them of three things concerning Christ.
(1.) His incarnation, that he should be the seed of the woman.
(2.) His sufferings and death, pointed at in Satan's bruising his heel, that is, his human nature.
(3.) His victory over Satan thereby. Satan had now trampled upon the woman, and insulted over her; but the seed of the woman should be raised up in the fulness of time to avenge her quarrel, and to trample upon him, to spoil him, to lead him captive, and to triumph over him, Col 2:15.

Scofield Reference Notes

[2] thou shalt bruise his heel

The chain of references which begins here includes the promises and prophecies concerning Christ which were fulfilled in His birth and works at His first advent. See, for line of unfulfilled promises and prophecies: "Christ (second advent)" Dt 30:3. See Scofield Note: "Acts 1:11" "Kingdom" Gen 1:26-28 Zech 12:8 "Kingdom (N.T.)" Lk 1:31 1Cor 15:28 "Day of the Lord" Isa 2:10 Rev 19:11

Jamieson-Fausset-Brown Bible Commentary

15. thy seed-not only evil spirits, but wicked men.

seed of the woman-the Messiah, or His Church [Calvin, Hengstenberg].

I will put enmity between thee and the woman-God can only be said to do so by leaving "the serpent and his seed to the influence of their own corruption; and by those measures which, pursued for the salvation of men, fill Satan and his angels with envy and rage."

thou shalt bruise his heel-The serpent wounds the heel that crushes him; and so Satan would be permitted to afflict the humanity of Christ and bring suffering and persecution on His people.

it shall bruise thy head-The serpent's poison is lodged in its head; and a bruise on that part is fatal. Thus, fatal shall be the stroke which Satan shall receive from Christ, though it is probable he did not at first understand the nature and extent of his doom.

Matthew Henry's Concise Commentary

3:14,15 God passes sentence; and he begins where the sin began, with the serpent. The devil's instruments must share in the devil's punishments. Under the cover of the serpent, the devil is sentenced to be degraded and accursed of God; detested and abhorred of all mankind: also to be destroyed and ruined at last by the great Redeemer, signified by the breaking of his head. War is proclaimed between the Seed of the woman and the seed of the serpent. It is the fruit of this enmity, that there is a continual warfare between grace and corruption, in the hearts of God's people. Satan, by their corruptions, buffets them, sifts them, and seeks to devour them. Heaven and hell can never be reconciled, nor light and darkness; no more can Satan and a sanctified soul. Also, there is a continual struggle between the wicked and the godly in this world. A gracious promise is here made of Christ, as the Deliverer of fallen man from the power of Satan. Here was the drawn of the gospel day: no sooner was the wound given, than the remedy was provided and revealed. This gracious revelation of a Saviour came unasked, and unlooked for. Without a revelation of mercy, giving some hope of forgiveness, the convinced sinner would sink into despair, and be hardened. By faith in this promise, our first parents, and the patriarchs before the flood, were justified and saved. Notice is given concerning Christ. 1. His incarnation, or coming in the flesh. It speaks great encouragement to sinners, that their Saviour is the Seed of the woman, bone of our bone, Heb 2:11,14. 2. His sufferings and death; pointed at in Satan's bruising his heel, that is, his human nature. And Christ's sufferings are continued in the sufferings of the saints for his name. The devil tempts them, persecutes and slays them; and so bruises the heel of Christ, who is afflicted in their afflictions. But while the heel is bruised on earth, the Head is in heaven. 3. His victory over Satan thereby. Christ baffled Satan's temptations, rescued souls out of his hands. By his death he gave a fatal blow to the devil's kingdom, a wound to the head of this serpent that cannot be healed. As the gospel gains ground, Satan falls.