Shachi's manga drawings have been found out by the prison nurse. To his surprise, she likes it and Shachi develops a crush for her. He asks his fellow artist, Gintoki, for help wooing her and Gintoki suggests to use his manga to ask her out.
Shachi visits the prison nurse Narutaki desiring to sleep on the bed because of his bowel problems. Although reluctant, she allows him to sleep on infirmary beds. Shachi, however, was feigning illness in order to be able to finish his manga project. The next morning, the nurse finds out about Shachi's manga and tells him she likes it. This causes Shachi to develop feelings for the nurse and wants to transform his manga into a romantic comedy. Gintoki voices his disdain over the idea, calling it stale. Furthermore, this would explain why his female characters have started to wear glasses. Leveling with Shachi, the two develop a new manga together that would act like a confession to Nurse Narutaki. The process is an arduous endeavor as Gintoki convolutes the story dramatically. In the end, Narutaki rejects Sahchi's feelings.
Shachi gets his big break when Jump gives him a manga slot to start his manga. But he has a very limited time to complete it before the editor takes it the next morning. Gintoki gathers a group of prisoners to help put the chapter together. But are they enough to finish it by morning?
Sakata informs Shachi that they're going to make their debut in JUMP. However, their debut is simply filler as another series called "Gintaman" is having a week break. Furthermore, they have until the next morning to finish a 19-page manuscript. So to help the belabored Shachi, Gintoki infiltrates the prison compound with 3 skilled assistants. Much to Shachi's dismay, they start working on the manga and the results are as to be expected... not great. The idiosyncrasies of the assistants and Gintoki's interference, cause much discord in the group. When morning finally comes, Shachi reads a note left by Gintoki saying that the manuscript was finished and has been submitted. Eventually, Shachi talks with his editor who was impressed with the manga. The only problem he notes is that the heroine's face was covered up in the last 4 pages.
- The part where Gintoki spills some ink on manga page and he tries to fix the manga page with Liquid Paper until it worst the paper is a Reference to Mr. Bean Movie, "Bean the Movie".