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.

The siblings try their hand at internet streaming. Later, Iyami uses an experimental detergent to keep his suit clean, but it's drunk by the siblings and makes them invisible.

Choromatsu and Ichimatsu struggle to make conversation with each other. Later, Totoko takes part in an eating contest but keeps getting distracted by the brothers.

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.

A series of summer-themed skits. Jyushimatsu takes part in radio exercises, Iyami and Chibita try to beat the heat, Todomatsu keeps finding himself exiled by his brothers, Karamatsu tries to inject summer into everyone's lives, and the sextuplets attempt to talk to girls on the beach.

Iyami goes to sextuplets for help after falling on hard times and Hatabou searches for a friend.

In a parody of Romance of the Three Kingdoms, Emperor Osomatsu and a group of bizarre generals attempt to take over the country. Meanwhile, in the real world, Osomatsu joins Todomatsu at a mixer, struggling to keep his perverted instincts in check.

Dayon uses Dekapan's latest invention to merge various people together into new beings, with a fiendish end goal in mind. Jyushimatsu becomes determined to get a job at a sea park as an actual dolphin, receiving strict training from a female trainer. Meanwhile, Totoko and Nyaa encounter each other at Chibita's oden stand.

Ichimatsu struggles to get any sleep with his brothers being noisy all night and refusing to turn off the light. Unable to take anymore, Ichimatsu starts monitoring the brothers' courtesy towards each other, leading Osomatsu to get criticized the most. Later, Iyami proves his skills at the arcades by playing games at their highest difficulty.

Karamatsu tries to take on various requests from everyone to look like a reliable brother, only to take on more than he can handle, so Choromatsu tries to teach him how to refuse. Totoko begins working at a company, proving to be a handful for her superior Todomatsu. Later, a pair of seiyuu attend a dubbing session of an episode of Mr. Osomatsu, witnessing how the sextuplets do their work.

Already angered over the siblings gambling instead of paying off their oden tab, Chibita vows revenge on them after they pluck out his one-and-only hair. That night, Chibita begins taking out the siblings on by one, shaving all of their hair and stuffing oden in their faces.

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.

A series of end-of-year skits. Osomatsu and Choromatsu try to do one thing that could make them say they had a good year. Ichimatsu gets persuaded to take part in a lottery, Dekapan and Dayon pound mochi together, Hatobou gets pestered by some greedy Jizou statues, Choromatsu sends some untruthful New Years' cards. Todomatsu is fired from the Matsuno family and is forced to try out for a reserve team.

Sanematsu wakes up in Osomatsu's world as the seventh Matsuno brother. After spending several weeks of happiness with the siblings, Sanematsu eventually realises it was all a delusion he had been experiencing after ending up in a car accident. Jyushimatsu, Iyami, and Hatabou go on an expedition to find a Super Mongolian Death Worm. Choromatsu changes up his image by dying his hair brown, making it hard for his brothers to tell him that it's doesn't actually make him look cool.

The brothers struggle to remove the lid off of a particularly stubborn jar. Karamatsu runs his own taxi service, proving to have no idea what he is doing when he picks up an office lady. Finally, Totty holds a quiz for his brothers, containing several questions without right answers.

A group of aliens pursue the legendary space pirate, Shazarr. Displeased with Chibita's oden, Matsuzou serves up his own brand of oden, only for noone to show up. Later, the sextuplets become enamored by their new neighbor, Kinko Inuyama, prompting jealousy from Totoko when they go on a date with Kinko instead of her.

Ichimatsu becomes paranoid when lucky things happen to him all day, so he and Jyushimatsu try to punish themselves to balance things out. A lovey-dovey couple go to a hot spring inn that's haunted by a zashiki-warashi named Osoma.

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.

After Dekapan becomes president, his secretary Todomatsu tries to keep him from pressing the Big Red Button. Iyami attempts to pull off a sham ventriloquism scheme by having Chibita and Hatabou act as his puppets. On Valentine's Day, the brothers try in vain to get some Valentine's chocolate from someone.

Yet another collection of random skits. Chibita tries selling some sextuplet meats buns, Choromatsu files his taxes, Osomatsu accuses his brothers of stealing his wallet, a fierce wave of pollen hits town, Totoko tries to escape a creepy maze, Jyushimatsu becomes a raccoon, Todomatsu tries doing something crazy, kindergartners visit a bread factory, the Proper-Rangers prepare to set off, and Osomatsu takes part in a skeleton event.

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.

Matsuzou becomes hospitalized, leading the brothers to seriously think about their lives and get proper jobs to support their family. As Osomatsu starts to find this new life boring, Totoko encourages him to think for himself.

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.

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

The Matsuno brothers struggle to find employment. Later, Osomatsu tries to take an interest in his brothers' lives but winds up being a nuisance to them.

This week's episode is the tidbits collection. Everything from Dekapan-man, to what happens if you try to horde your pachinko winnings, to a bath house quiz.

The Matsuno brothers compete to ensure their divorcing parents will care of each of them. Meanwhile, Totoko asks the brothers for help in a crisis.

Karamatsu gets kidnapped, but his brothers don't do anything. Later, a cat gets to speak and read minds, which causes mayhem for the Matsuno brothers.

The Matsunos are invited to Hatobou's birthday part. Meanwhile, Iyami discovers that his buckteeth contain a rare metal.

Todomatsu starts to work at a stylish cafe. His brothers try to disturb his fulfilling life. / Dekapan and Dayon enjoy a carefree travel together toward north.

Captain Choromatsu waits a man while he carries out a murder case investigation with Detective Todomatsu. / Totoko wants to be a popular idol, but reality is so cruel.

Karamatsu ends up as Chibita's apprentice at his oden stand. Meanwhile, Jyushimatsu falls in love and his brothers try to help him achieve his romance.

Iyami and Chibita dress up as girls, and trick the Matsuno brothers into falling in love with them. It's only a matter of time before this plan goes bad.

A series of Christmas-themed skits. Ichimatsu takes on the role of a Black Santa interrupting a romantic couple's date, while Karamatsu finds himself on a date with an unfortunate ending.

Osomatsu and Totoko host an end of year special broadcast, looking back on previous episodes to determine which of the brothers is the biggest loser.

A salaryman named Sanematsu takes care of his six siblings, the Matsuno brothers become girls and argue, and a fight between Choromatsu and Osomatsu occurs.

The brothers all catch colds. Later, the brothers question Todomatsu about all the things he hasn't told them about his personal life. Choromatsu is a paranoid vice-principal overly worried about plans for his school's cultural festival.

Jyushimatsu goes to a job interview, proving to be a total nuisance for the interviewers. Chibita is asked out on a date by the fairy of a flower he saved.

In an apocalyptic world, the Idol Matsunos battle against Iyami and Dekapan, who are robbing the dry-skinned citizens of all of their lotion. Ichimatsu is forced to pretend to be Karamatsu after Osomatsu catches him wearing his clothes.

Jyushimatsu carries out incredible feats. Meanwhile, the other brothers try to find out when Jyushimatsu developed his odd personality.

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.

A series of skits take place, set during the Sengoku era. Back in the present, Choromatsu decides to quit being an idol and pursue a job.

Hatabou starts his own catering service. Later, Osomatsu and Karamatsu play as delinquent high school students competing to see who's the toughest. Afterwards, Iyami starts a comedy class hoping to earn a quick buck.

On a rainy evening, the brothers play a game of mahjong. Later, the brothers suddenly find themselves joined by a seventh brother, Godmatsu, who was allegedly born from the goodness that fell out of the brothers' hearts.

Todomatsu holds auditions to take one of his brothers with him to a mixer, struggling to find anyone worth taking. Meanwhile, Iyami meets a kung-fu master who believes him to possess a special technique.

When the family heater runs out of kerosene, the brothers to force each other to get a refill. Meanwhile, Osomatsu, Karamatsu, and Choromatsu find themselves in an underground village populated by a tribe of Dayon people.

Totoko is jealous when people start getting more success than her. Meanwhile, Choromatsu manages to land a job and moves out of the house, with the other brothers soon following suit, leaving just Osomatsu alone.

The brothers quickly abandon their new lifestyles upon learning they have been invited to a baseball tournament for the finale.

Episode 3.5 of Season 1, this OVA replaced Episode 1 on the Season 1 home DVD/BD release.

A collaboration with the Japanese Racing Association.