Conan O’Brien’s “Clueless Gamer” segments on his show always center on him being terrible at video games, but in the latest segment, the ante is upped with a new dimension: public humiliation.

Last week’s “Clueless Gamer” featured actors Seth Rogen and Zac Efron of the movie Neighbors 2, and in keeping with the college fraternity subject matter of the film, Conan and his opponents brought some stakes to the competition. The loser of each race gets a penis drawn on him. Spoiler alert: Conan ends up losing. A lot.

But Conan is a show on network TV, and that means some level of decorum in dong-drawing must be observed—which means the trio have to get creative with the wangs they create on Conan’s face, lest they become too detailed or graphic. It leads to some pretty great work-arounds to keep penis detail just under the standards and practices wire.

It’s a bummer to see Conan taste victory early in the video, only to suffer defeat after defeat. We can only hope that one day, Conan will be the one to draw the dongs on other people’s faces. Everyone loves an underdog.