From the Digital Box Set: This week, we explore the increasingly blurred line between advertising and porn. There has always been a line advertisers wouldn’t cross to promote their wares - but now some marketers have tiptoed over that line to advertise on porn sites. From food companies to fashion brands to Hollywood movies, marketers have breached the final frontier in their search for bigger, more affordable audiences. And on the other side of the tracks, porn sites are beginning to advertise in mainstream media. It’s a big risk for these strange bedfellows. This is an archived episode that aired originally on May 5, 2016.