After Chris and Swagmaster caught killing the prisoner, they got promoted to prison guards.
The blooper opens with Chris and Swag chasing after a prisoner. The prisoner pulls out a rifle and shoots Chris, making Swag destroy him with a rocket launcher. Sergeant Mark (who is apparently back from the dead) appears and is impressed with their work (despite the fact they needed to take the prisoner alive), and promotes them to prison guards.
While they are guarding, a prisoner is torn to shreds. A prisoner starts screaming, revealing himself to be Mario, who is begging to be let out. Meanwhile, Wario, in an opposite cell, starts laughing at him. Mario lights Wario on fire, making a second prisoner casualty. Meanwhile, the Crazy Woman kills 12 more prisoners. Suddenly, a cell explodes, and Luigi comes out riding his kart (death staring at the prisoners). He then crashes and explodes, killing another 88 prisoners. While Chris finds himself trapped with an "autistic bear" that is really an angry Teletubby. Swag takes selfies, causing the Teletubby to die of swag overload. Chris says that he's a bad guard, so Swag tries to cheer him up. He brings him a new prisoner named Gavin, and says they're going to make him happy. They think of how to react to Gavin's annoyances, which they do semi-well. When they go back to their post, an Old Man is banging on the cell door. He breaks out and attacks Chris, though Swag is oblivious. Suddenly, Swag notices that a prisoner was missing. Chris and Swag frantically search the facility. Suddenly, the prisoner (Steve) bursts through a wall riding Luigi's kart (which he stole). He runs over Chris and begins speeding towards Swag. Swag moves out of the way at the last second and Steve misses him. Chris and Swag chase after Steve. They corner him, and Swag shoots his tires, which causes him to crash into the wall. Suddenly, Steve hits a ? block and obtains a Star, and flies into the sky while flashing rainbow colors. Swag realizes that they're probably fired for letting the prisoner escape. Swag then suggests they draw pen*ses all over Sergeant Mark's desk, which Chris happily agrees to.