Matthew Henry on Proverbs 20:16
Two sorts of persons are here spoken of that are ruining their own estates, and will be beggars shortly, and therefore are not to be trusted with any good security: - 1. Those that will be bound for any body that will ask them, that entangle themselves in rash suretiship to oblige their idle companions; they will break at last, nay, they cannot hold out long; these waste by wholesale. 2. Those that are in league with abandoned women, that treat them, and court them, and keep company with them. They will be beggars in a little time; never give them credit without good pledge. Strange women have strange ways of impoverishing men to enrich themselves.
Jamieson-Fausset-Brown on Proverbs 20:16
Take his garment--implies severe exaction, justified by the surety's rashness.
a strange woman--by some readings "strangers," but the former here, and in Pro 27:13, is allowable, and strengthens the sense. The debauchee is less reliable than the merely careless.
John Gill on Proverbs 20:16
Take his garment that is surety for a stranger,.... Which a man is cautioned against, Proverbs 6:1; but if a man will be so weak and foolish, others ought to take care of him, and be cautious how they trust him; for he is in danger of being ruined by his suretyship, and therefore nothing should be lent him without a pledge, without a proper security; for though it was not lawful to take the garment of a poor man for a pledge, at least it was not to be kept after sunset, Exodus 22:26; yet it was right to take such a man's garment who had or would be thought to have such an abundance as to be surety for a stranger. Some think these words are to be taken as a prophecy of what would be the case…
Read the whole note in the consoleKeil & Delitzsch on Proverbs 20:16
16 Take from him the garment, for he hath become surety for another;
And for strangers take him as a pledge.
The same proverb Pro 27:13, where קח, with the usual aphaeresis, here interchanges with it the fuller form לקח, which is also found at Eze 37:16. To this imperative חבלהוּ is parallel: take him as a pledge (Theodotion, Jerome, the Venet. and Luther); it is not a substantive: his pledge (Targ.), which would require the word חבלתו (חבלו); nor is it to be read with the Syr. חבלהוּ, one pledges him; but it is imperative, not however of the Piel, which would be חבלהוּ, and would mean "destroy him;" but, as Aben Ezra rightly, the imperative of Kal of חבל, to take as a pledge, Exo 22:25, for…