Digital technology is challenging established legal doctrine concerning sexually-oriented expression, an area of relative stability for the past thirty years. Following an (1) Introduction, this paper examines: (2) COPA and the viability of "community standards" to assess obscenity; (3) CPPA and the emergence of the "secondary-effects" doctrine as rational for censoring sexual expression; (4) concludes by identifying the fundamental implications these two cases pose for the First Amendment.