Wisdom and the "foolish woman" Proverbs 9:13 speak from the same places and to the same class - the simple, undecided, wavering, standing at the diverging point of the two paths that lead to life or death.

She hath sent forth her maidens - The wisdom of God has made use of the most proper means to communicate Divine knowledge to the inhabitants of the earth; as a good and gracious Creator wills to teach them whence they came, how they are supported, whither they are going, and for what end they were formed. It is a custom to the present day, in Asiatic countries, to send their invitations to guests by a company of females, preceded by eunuchs: they go to the doors of the invited, and deliver their message.

She hath sent forth her (d) maidens: she crieth upon the highest places of the city,
(d) Meaning, true preachers, who are not infected with man's wisdom.

She hath sent forth her maidens,.... Not moral virtues, or good works, which subserve the interest of Christ and religion, adorn the Gospel and its professors; nor the liberal arts and sciences, said to be handmaids to divinity; nor angels, ministering spirits to Christ; but the ministers of the Gospel, who being so called does not suppose or encourage women's preaching; but have the name to keep up the decency of the parable, and the propriety of the allegory: for since Wisdom is represented as a lady, a princess or queen, it is proper that her attendants should be maidens, or that she should employ such in inviting her guests; as Rebekah, Pharaoh's daughter, Esther, and others, are said to have their maidens to wait upon them: and besides, it very fitly expresses the character of Gospel ministers; as that they are the servants of Christ, followers of him, obsequious to him, humble and modest, incorrupt in doctrine, pure in conversation, and whose voice is soft, pleasant, and delightful: being not the rough voice of the law, but the still, small, musical voice of the Gospel; a voice of love, grace, and mercy; of peace, pardon, and righteousness, liberty, life, and salvation; very charming, alluring, and drawing. These Christ has a property in; he chooses and calls them, and fits them for his service; and they give up themselves to him, and willingly engage in it. And these he "sends forth": from him they have their mission and commission to preach the Gospel; to invite persons to the Gospel feast, to partake of the provisions he has made: he sends them forth publicly into the world, into all places where his people are, into the streets and lanes; yea, to the hedges and highways, to invite, and even to compel them to come in. And this supposes superiority in him, and authority given to them;
she crieth upon the high places of the city; this is to be understood of the preaching of the Gospel, both by Christ himself in person, in the city of Jerusalem, in the temple, and other public places; and by his ministers, and by him speaking in them there or elsewhere; and which is not a mere whisper, but a cry, a proclamation made aloud, and to be delivered with fervency and earnestness: the "city" may mean the church of God, and the "highest places" the ordinances thereof; and may in general denote the publicness of them; which are in the church, as the wings or pinnacles of the higher parts or buildings of a city are in that, as the word (l) signifies.
(l) "super alas"; Montanus, so Ben Melech; "super pinnis", Piscator, Amama; "in pinnnaculis": Cocceius; "super convexitatibas", Schultens.

maidens--servants to invite (compare Psalm 68:11; Isaiah 40:9).
highest places--ridges of heights, conspicuous places.

The verb קרא, when a feast is spoken of, means to invite; קראים, Proverbs 9:18 (cf. 1-Samuel 9:13, etc.), are the guests. נערותיה the lxx translates τοὺς ἑαυτῆς δούλους, but certainly here the disciples are meant who already are in the service of Wisdom; but that those who are invited to Wisdom are thought of as feminine, arises from the tasteful execution of the picture. The invitation goes forth to be known to all far and wide, so that in her servants Wisdom takes her stand in the high places of the city. Instead of בּראשׁ, Proverbs 8:2; Proverbs 1:21, there is used here the expression על־גּפּי. We must distinguish the Semitic גּף (= ganf), wings, from גנף = כנף, to cover, and גּף (= gaff or ganf), the bark, which is derived either from גּפף or גּנף, Arab. jnf, convexus, incurvus et extrinsecus gibber fuit, hence originally any surface bent outwards or become crooked (cf. the roots cap, caf, קב כף גף גב, etc.), here the summit of a height (Fl.); thus not super alis (after the analogy of πτερύγιον, after Suidas = ἀκρωτήριον), but super dorsis (as in Lat. we say δορσυμ μοντις, and also viae).

Maidens - Her servants to invite the guests, ministers of the word whom he calls maidens for the decency of the parable; for wisdom being compared to a great princess, was fit to be attended upon by maidens. Highest places - From such high seats as those from which judges delivered their sentences, and officers made proclamations.