Chapter 3 examines Anthony Comstock’s legacy and the birth of the “censor’s dilemma.” Although no censor before or since has wielded such power or had the same level of influence as Comstock, his achievements were washed away by cultural and legal evolution. Even in his time, his crusades did as much to promote the popularity of “forbidden” works, and since his time, the profession of censor has been forever tarnished. The legal doctrine on which Comstock depended was reversed by the development of First Amendment law through the twentieth century, particularly the law of obscenity. To the extent that Comstock is remembered today, he is the subject of derision and scorn.