Over the sweep of (Christian) history, the Apostle Paul has been variously perceived. Whatever else one might know of or think about Paul, by virtue of the fact that thirteen of the twenty-seven documents in the New Testament bear his name, he is widely known as a (skilled) writer (of letters). The purpose of this essay is to orient readers to and to guide readers through the Pauline Letters. Following a succinct introduction to Paul the letter writer, his letters are considered in the following order: Galatians, Romans, 1-2 Corinthians, 1-2 Thessalonians, Philippians, Philemon, Colossians, Ephesians, Titus, 1 Timothy, and 2 Timothy. A brief conclusion follows this contextual, non-chronological treatment of the Pauline Letter corpus, meant both to facilitate and to commend a reading of the letters themselves.