The Matsuno brothers try to adapt their show to contemporary times, with mixed results.

Wanting to become the main protagonist of the franchise again, Iyami holds a bizarre kart race to determine who the protagonist of Osomatsu-san will be.

The Matsuno Brothers travel to the future and see they're going to get fat, greedy and finally beaten up by angry girls. They make an effort to change their ways, but they are destined to be beaten up.

Noticing Matsuzou acting strangely, the siblings discover that he is worried that there's not enough spark in his marriage with Matsuyo. Feeling he should return to a more innocent time, the boys give Matsuzou a masterlcass in being a virgin, albeit with no success. Matsuzou inevitably resorts to getting a love potion from Dekapan, but ultimately decides against using it, managing to sort things out with Matsuyo by himself.

Jyushimatsu befriends a young boy named Eitarou but gets called in by Eitarou's mother when he starts imitating him. Contrary to Jyushimatsu's fears, however, she asks him to teach Eitarou jokes so he can make friends at school. Later, Dayon steals Dekapan's underwear, forcing him to give chase all over the city while butt naked.

Iyami comes across a blind flower girl named Okiku and, despite being poor himself, tries to help her raise money for eye surgery. Failing to win a wrestling match due to interference from Chibita, who develops a crush on Okiku, Iyami begins working an earnest living to raise the money. With Iyami still falling way short of the surgery bill, Chibita tries to give the remaining money under the pretense of a robbery, only to wind up getting him implicated as an actual robber. However, the rest of the town comes to Iyami and he manages to get the money over to Okiku before he gets caught. Years later, after finally being released from prison, Iyami is relieved to see Okiku now living a normal life as a florist.

The brothers get rowdy while getting drunk at a restaurant. Unemployed office lady Totomi ends up taking a job at a strange establishment that offers some peculiar services. After being visited by a salesman, Matsuyo contemplates sending off one of her sons to a NEET correctional facility, asking Choromatsu to help her decide which one to send away.

Osomatsu and his friends decided to go on an overseas trip by Hatabo's plane. However, the plane crashed on the way, and I arrived at the place .

Osomatsu's big announcement to his brothers is interrupted when Iyami crashes a plane into their house, killing them all and sending them to the underworld. Brought before King Enma, the brothers fail to come up with a good reason why they should go to Heaven and ultimately wind up in Hell. Just as the brothers realize they are still virgins, Totoko and the others, aided by the spirit of Fujio Akatsuka, dive into Hell to bring them back. Receiving further help from other dead allies, the brothers manage to escape Hell and return to life, although they are not exactly happy with the state of their bodies.