The role of a comedian is to make the audience laugh at a minimum of once every 15 seconds,” Lenny Bruce once remarked. The infamous satirist wielded his comedy like a saber, decapitating necessary targets—things like facism, anti-Semitism and the Ku Klux Klan. Despite the heavily political nature of Bruce’s stand-up, his ultimate goal was to always tickle the funny bone. If he were still alive today, could he have made safe-sex funny? And even if he could, would he?