The three pastoral letters or epistles are books of the canonical New Testament: the First Epistle to Timothy (1 Timothy) the Second Epistle to Timothy (2 Timothy) and the Epistle to Titus. They are letters from Paul the Apostle to Timothy and to Titus. They are generally discussed as a group (sometimes with the addition of the Epistle to Philemon) and are given the title pastoral because they are addressed to individuals with pastoral oversight of churches and discuss issues of Christian living, doctrine and leadership. While the title is not technically quite correct in that the Epistles do not deal with pastoral duties in the sense of the cure of souls, yet it is popularly appropriate as denoting the essentially practical nature of the subject matter as distinguished from the other Epistles attributed to Paul. The term "pastorals" was popularised in 1703 by D. N. Berdot and in 1726 by Paul Anton.

Commentaries - Yet more recommendations

Michael de Walt mentions

#1 1 & 2 Timothy and Titus, by Patrick Fairbairn
From the preface by the author. This expository volume on the Pastoral Epistles had its origin in a department of labour connected with my official duties. Till lately, it was for many years my lot to conduct a class of Pastoral Theology for advanced students preparing for the work of the Christian ministry; and a portion of the time during each session was usually devoted to the exposition and illustration of more or less of those Epistles. Practically, it was found impossible to overtake more, in any particular session that a comparatively limited portion of them. But as comments on the whole had been prepared, I have thought that the publication of them might be of some advantage to students of Sacred Scripture, especially those who are either in the position of candidates for the ministry, or without lengthened experiences in the discharge of its duties.

#2 Sermons on 1 & 2 Timothy and Titus, by John Calvin
John Calvin still speaks through timeless works such as this one, where he explores the aging Paul’s pastoral counsel to two younger apostles on church and doctrinal issues. Abridged and adapted for today’s reader.

#3 The Message of 1 Timothy & Titus: The Bible Speaks Today Series, by John Stott
For the postmodern world the very notion of objective truth is open to question if not ridicule. In a cultural climate of soft footings and cracking walls, Paul’s unambiguous commitment to the church as "the pillar and foundation of the truth" is a timely metaphor. It calls us to reconsider the architecture of a truly Christian worldview and to re-examine the gospel and tradition we have inherited. Paul’s burden in these letters to Timothy and Titus is inheritance, the faithful guarding and delivering of the inheritance of gospel truth. Nearing the end of his life, Paul is intent on securing the heritage of gospel truth for the next generation.

#4 2 Timothy: MacArthur New Testament Commentary, by John MacArthur
In the face of spiritual warfare and the daily bombardment of worldly evils, you need a message of encouragement to "fight the good fight." The ammunition? MacArthur’s motivating commentary on doctrinal truths and church life armed with a bibliography and subject, Scripture, and Greek word indexes. About 224 pages, hardcover from Moody.

#5 A commentary upon the Epistle of St. Paul written to Titus, by Thomas Taylor
C. H. Spurgeon said, "The title-page calls Thomas Taylor ‘a famous and mast elaborate divine.’ He was a preacher at Paul’s Cross during the reigns of Elizabeth and James I, and a voluminous writer. This Commentary will well repay the reader."
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Andreas Kostenberger goes for

Johnson, Luke Timothy. Letters to Paul’s Delegates: 1 Timothy, 2 Timothy, Titus. New Testament in Context. Valley Forge, PA: Trinity Press International, 1996.
Knight, George W. III. The Pastoral Epistles. NIGTC. Grand Rapids: Eerdmans, 1992.
Köstenberger, Andreas J. “1 and 2 Timothy, Titus.” EBC. Rev. ed. Grand Rapids: Zondervan, 2006, 487–625.
Marshall, I. Howard. The Pastoral Epistles. ICC. Edinburgh: T. & T. Clark, 1999.
Mounce, William D. Pastoral Epistles. WBC. Nashville: Thomas Nelson, 2000.
Quinn, Jerome D. and William C. Wacker. The First and Second Letters to Timothy. ECC. Grand Rapids: Eerdmans, 2000.
Towner, Philip H. The Letters to Timothy and Titus. NICNT. Grand Rapids: Eerdmans, 2006.
 
Tom Schreiner also recommends Knight, Marshall and Mounce.

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