However by making fun of his fashion sense, blaming it on his underlings, and making it clear he doesn’t squeal, he manages to win them all over and become their boss. The leader of which Shachi, appears to be one of the prisoners from Katsura’s own prison stunt in episode 110. Due to his good behaviour there’s also the chance that his sentence could be reduced but he still has to last one more week, and unfortunately in an attempt to get back at Gintoki the warden has paid off a gang to pick a fight with them. So feeling like he owes him now he tries to take his pudding as payment, but the old man loves his pudding and refuses, telling him that he just wants to make amends with his son and that his letters are all he lives for nowadays. And of course Gintoki can’t just sit back and watch this, so he intervenes by snatching the letter from the old man’s son. The old man also bides his time writing letters to his son, however even though he’s been broken the warden uses it as a way of making a bit of extra change on the side.
So due to this he gets stuck with some false accusations and gets thrown in the slammer, and in his cell he meets an old man with a pretty long sentence who explains that the warden can do whatever he likes here.
Gintoki just didn’t expect him to be an actual warden, a corrupt one at that. This time Gintoki manages to successfully pull off the stunt in the opening, and in the episode itself the Yorozuya are commissioned to help out a brothel with a client who doesn’t pay, having a thing for roleplaying as a prison guard. Understanding that the punishment will be fatal if they are caught, Gintoki disguises himself by putting on pajamas. With his underling Shachi in tow, Gintoki skips his menial labor duties to search the warden's room for anything incriminating. Gintoki gets thrown in prison after being framed, and while he's made an enemy of the warden, he's managed to become the boss of the prisoners.