He evil entreateth the barren - The woman who has no children to comfort or support her. He increases her calamity by acts of cruelty and oppression. To be without children, as is well known, was regarded, in the patriarchal ages, as a great calamity.
And doeth not good to the widow - See the notes at Job 24:3. Notwithstanding all this, he is permitted to live in prosperity, and to die without any visible tokens of the divine displeasure.

He evil entreateth the barren - I believe the original word ולה should be translated he feedeth, and so the Vulgate understood the word: Pavit enim sterilem. He has been kind to the barren woman; but he has done no good to the widow. He has shown no mercy to large families; he has been an enemy to the procreation of children. Though he may, for particular reasons, have provided for a barren woman; yet the widow he has not comforted, she being old or infirm, or such as might not suit his purpose.

He (x) evil entreateth the barren [that] beareth not: and doeth not good to the widow.
(x) He shows why the wicked will not be lamented, because he did not pity others.

He evil entreateth the barren, that beareth not,.... Here Job returns, to give some further account of the sins of some wicked men, who prosper in this world, and go through it with impunity; and speaks of such that use their wives ill because they are barren, upbraid them with it, and are churlish to them on account of it; or use them ill that they may be barren, and bear no children, having no pleasure in them, as not in vineyards, before, Job 24:18; and some interpret this of deflowering virgins, who never bore children, and of using methods to make them abortive, when with child; the word we translate "evil entreateth" sometimes signifies joining to, or being a companion of others, as in Proverbs 13:20; hence various senses are given; some, he joins himself to a barren woman, that he may have no children, being not desirous of any; others, he, joins himself to, and is a companion of harlots, who are commonly barren: and like the prodigal, spends his substance among them. Some interpreters take this verse and Job 24:22; as expressive of the punishment of wicked men: so Mr. Broughton renders the words, "he adjoineth the barren" (d), and gives the sense of them thus; God sends after him a barren wife, that he shall have no help by children; but, though a numerous offspring has been reckoned an outward happiness, and not to have any an infelicity, yet it has been the case of many good men and women to be childless; wherefore love and hatred are not known hereby: besides, such a sense is contrary to the scope and design of Job, which is to prove that wicked men often go unpunished in this life; wherefore, rather the meaning is, that a wicked man uses ill such, who having not only lost their husbands, but having been barren, and so childless, have none to take their part, and to protect and defend them from the abuses of such men; the Targum renders the word, "he breaketh", and so some understand it (e); he breaketh the barren, tears them to pieces, ruins and destroys them, as to their outward substance, because they have no children to help them; with which agrees what follows,
and doth not good to the widow; does not make her glad and cheerful, as Job did, who made the widow's heart to sing for joy, Job 29:13; does not relieve and assist her when in distress, either by counsel and advice, or by administering to her necessities; but, on the contrary, afflicts and oppresses her; takes her ox, or her raiment, for a pledge, and plunders her house, and devours the substance of it; for more is intended than is expressed.
(d) "consociat ei sterilem", Junius & Tremellius. (e) Pagninus, Montanus, Bolducius, Piscator, Mercerus, Drusius.

The reason given by the friends why the sinner deserves such a fate.
barren--without sons, who might have protected her.
widow--without a husband to support her.

He - He here returns to the declaration of his farther wickednesses, the cause of these judgments. Barren - Barrenness was esteemed a curse and reproach; and so he added affliction to the afflicted.