Deuteronomy 28:52
And he shall besiege thee in all thy gates, until thy high and fenced walls come down, wherein thou trustedst, throughout all thy land: and he shall besiege thee in all thy gates throughout all thy land, which the LORD thy God hath given thee.
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EXPOSITORY (ENGLISH BIBLE)
(52) And he shall besiege thee in all thy gates.—The siege of the last two “fenced cities” by Nebuchadnezzar’s army is mentioned in Jeremiah 34:7. The siege and capture of Jotapata by the Romans, in spite of all the efforts of the Jews to defend it, is specially recorded by Josephus.

Deuteronomy 28:52. He shall besiege thee in all thy gates — Thus did Shalmaneser, Sennacherib, and Nebuchadnezzar. See 2 Kings 18:9-10; 2 Kings 18:13, and 2 Kings 25:10. But this prediction was especially fulfilled by the Romans, to whom the best fortified places in Judea were forced to yield, as may be seen in Josephus’s History of the Jewish war, which is the best commentary on this part of the prophecy. And the Jews might well be said to trust in their high and fenced walls; for they seldom ventured to fight in the open field. In particular, they confided in the strength and situation of Jerusalem, as the Jebusites, the former inhabitants of the place, had done before them, 2 Samuel 5:6-7.

28:45-68 If God inflicts vengeance, what miseries his curse can bring upon mankind, even in this present world! Yet these are but the beginning of sorrows to those under the curse of God. What then will be the misery of that world where their worm dieth not, and their fire is not quenched! Observe what is here said of the wrath of God, which should come and remain upon the Israelites for their sins. It is amazing to think that a people so long the favourites of Heaven, should be so cast off; and yet that a people so scattered in all nations should be kept distinct, and not mixed with others. If they would not serve God with cheerfulness, they should be compelled to serve their enemies. We may justly expect from God, that if we do not fear his fearful name, we shall feel his fearful plagues; for one way or other God will be feared. The destruction threatened is described. They have, indeed, been plucked from off the land, ver. 63. Not only by the Babylonish captivity, and when Jerusalem was destroyed by the Romans; but afterwards, when they were forbidden to set foot in Jerusalem. They should have no rest; no rest of body, ver. 65, but be continually on the remove, either in hope of gain, or fear of persecution. No rest of the mind, which is much worse. They have been banished from city to city, from country to country; recalled, and banished again. These events, compared with the favour shown to Israel in ancient times, and with the prophecies about them, should not only excite astonishment, but turn unto us for a testimony, assuring us of the truth of Scripture. And when the other prophecies of their conversion to Christ shall come to pass, the whole will be a sign and a wonder to all the nations of the earth, and the forerunner of a general spread of true christianity. The fulfilling of these prophecies upon the Jewish nation, delivered more than three thousand years ago, shows that Moses spake by the Spirit of God; who not only foresees the ruin of sinners, but warns of it, that they may prevent it by a true and timely repentance, or else be left without excuse. And let us be thankful that Christ hath redeemed us from the curse of the law, by being made a curse for us, and bearing in his own person all that punishment which our sins merit, and which we must otherwise have endured for ever. To this Refuge and salvation let sinners flee; therein let believers rejoice, and serve their reconciled God with gladness of heart, for the abundance of his spiritual blessings.Fourth series of judgments, descriptive of the calamities and horrors which should ensue when Israel should be subjugated by its foreign foes.

Deuteronomy 28:49

The description (compare the marginal references) applies undoubtedly to the Chaldeans, and in a degree to other nations also whom God raised up as ministers of vengeance upon apostate Israel (e. g. the Medes). But it only needs to read this part of the denunciation, and to compare it with the narrative of Josephus, to see that its full and exact accomplishment took place in the wars of Vespasian and Titus against the Jews, as indeed the Jews themselves generally admit.

The eagle - The Roman ensign; compare Matthew 24:28; and consult throughout this passage the marginal references.

52. he shall besiege thee … until thy high and fenced walls come down—All the fortified places to which the people betook themselves for safety were burnt or demolished, and the walls of Jerusalem itself razed to the ground. No text from Poole on this verse.

And he shall besiege thee in all thy gates,.... That is, in all their cities and walled towns, which had gates and bars for security:

until thy high and fenced walls come down, wherein thou trustedst,

throughout all thy land; the Jews had several cities well fenced and strongly fortified, besides Jerusalem, which was fortified both by art and nature, and in which they greatly put their trust and confidence; but these were broken down, particularly by the battering rams of the Romans:

and he shall besiege thee in all thy gates, throughout all thy land,

which the Lord thy God hath given thee; this is repeated for the certainty of it, and that it might be taken notice of, and abate their trust and confidence in their outward strength. Now all this was fulfilled, partly in the siege of Samaria by the king of Assyria, who went through all the land of the ten tribes, 2 Kings 17:5; and in Sennacherib's taking the fenced cities of Judah, 2 Kings 18:13; and in the siege of Jerusalem, and breaking down the walls of it by Nebuchadnezzar, 2 Kings 25:10; and, last of all, in the siege of Jerusalem, and battering down the walls of it, by the Romans; at which time also all their strong and fenced cities throughout the land were taken and demolished.

And he shall besiege thee in all thy gates, until thy high and fenced walls come down, wherein thou trustedst, throughout all thy land: and he shall besiege thee in all thy gates throughout all thy land, which the LORD thy God hath given thee.
EXEGETICAL (ORIGINAL LANGUAGES)
52. in all thy gates] Deuteronomy 12:17; come down, Deuteronomy 20:20; wherein thou trustedst, so Jeremiah 5:17.

Verses 52-57. - (Cf. Leviticus 26:29; 2 Kings 6:24-30; Jeremiah 19:9; Lain. 2:20; 4:10.) Deuteronomy 28:52This foe would consume all the fruit of the cattle and the land, i.e., everything which the nation had acquired through agriculture and the breeding of stock, without leaving it anything, until it was utterly destroyed (see Deuteronomy 7:13), and would oppress, i.e., besiege it in all its gates (towns, vid., Deuteronomy 12:12), till the lofty and strong walls upon which they relied should fall (ירד as in Deuteronomy 20:20).
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