TruTV’s Billy on the Street returns this week for a fifth season and not a minute too soon, as in these dark times we need a man with a microphone yelling in our collectives faces more than ever. As we previously noted, this season is going to feature a veritable cornucopia of guest stars, including John Oliver, Seth Rogen, Lupita Nyong’o, Aziz Ansari, and Jon Hamm, who appears in this preview for Tuesday’s premiere.
Doubling down on his “Would You Have Sex With Paul Rudd?” game from a few seasons ago, this time Billy Eichner takes the Mad Men star through the streets of New York City and asks random passersby, “Would you have have a threesome with me and Jon Hamm?” Surprisingly, not everyone they encountered jumped at the chance to do a threesome with Billy Eichner and Jon Hamm, as the two were at times forced to even break out their negotiating skills.
“I know he doesn’t have great buzz at the moment but he’s still a handsome fella,” Eicher told one woman who said no on account of being married with children. “I used to! Imagine if it were 2009,” Hamm chimed in. “Yes, okay! A Threesome with 2016 Billy Eichner but 2009 Jon Hamm,” Eichner counter-offered, which the woman begrudgingly accepted. We could all use a threesome with Billy Eichner and Jon Hamm right now.