Index: Pastoral Letters, Philemon
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These are personal epistles (letters to individuals). For a defense of the authenticity of the Pastorals, check this article.

1 Timothy 1:4
Is this a slam against Matthew and Luke's geneaologies?
1 Timothy 1:8-10
Does this passage give an un-Pauline view of the law? Also, does it condemn homosexuality?
1 Timothy 2:5
Reply to Jehovah's Witnesses by "Nick P."
1 Timothy 2:8
Doesn't Paul contradict Jesus in Matthew 6:5-6 here when he tells us to lift up their hands while praying? No, because Jesus' words are an instruction against public prayer, done for the purpose of being noticed ("that they may be seen of men"). 1 Timothy 2:8 has nothing to do with modes or positions of prayer.
1 Timothy 2:11-14
Is Paul degrading women here? See also our comparative position piece.
1 Timothy 3:1-4
Is this a polemic against the doctrine of the virgin birth? [Off Site] -- part of a larger article
1 Timothy 5:19-20
Does this contradict Matthew 18:15?
1 Timothy 6:13
Is this verse an interpolation?
1 Timothy 6:15-16
1 Timothy 5:23
Is the Bible contradictory about wine?
2 Timothy 1:7
Do we fear God, or not?
2 Timothy 2:24
Should we contend, or not? -- also, does this forbid the use of satirical tactics?
Titus 1:7
What's the relevance of this, when Jesus says that what goes in a man does not defile him? There is no relevance -- Jesus is explaining that it is not the external that makes a person unclean, but the internal (what one thinks, says, does) that makes a person unclean. Paul is not saying wine is bad, but that the abuse of it (internal problem) is not quality a bishop can have.
Titus 1:12-14
Is this passage really inspired?
Titus 3:1
Should we obey secular authorities, or not?
Titus 3:5
Does this verse teach that baptism is needed for salvation? -- part of a broad article that also touches on the general faith-works relationship question.