History Heartwarming / OsomatsuSan

* The Ugly Flower Fairy being the babysitter.

[[AC: Episode 16: SaneCop et al.]]
* Karuoko helping Sanematsu ([[RoboCop SaneCop]]) to regain his memory.

[[folder: Manga]]
* In the manga, even though Totoko doesn't even like the boys [[ChildhoodFriendRomance that way]], and despite the fact that she rejected them earlier in the second chapter, she still decides to give them obligatory chocolates after thinking about it.
* The tribal girl Iyami was supposed to marry actually seemed to like him, up until he does his Sheeeh pose (which, in her culture, is blasphemy).

[[folder:The Movie]]
* The second "Warm Up Act" video, "Leave it to Me", has Karamatsu justify to Choromatsu why he thinks the movie will be a success. His first two points are all about him and how cool he thinks he is, but the third surprisingly is saying that he finds Choromatsu cute enough to be a selling point. This catches Choro completely off guard, leading him to try and butter up Karamatsu for more compliments. Of course the moment is ruined, but that's par for the course here.

[[folder:Meta]]
* This [[https://cdn.animenewsnetwork.com/thumbnails/max1000x1500/cms/interest.2/144671/osomatsu_black-clover-collab.jpg visual]] of [[Manga/BlackClover Asta]] and Osomatsu fist-bumping for the {{Crossover}} is quite heartwarming, especially for fans of both series.

* Ichimatsu's turn at taking care of his sick brothers, even if it was a little... ''strange''. He at least shows that he [[JerkassFacade cares about them]] more than he appears to (yes, even towards [[IrrationalHatred Karamatsu]]).

* The second "Warm Up Act" video, "Leave it to Me", has Karamatsu justify to Choromatsu why he thinks the movie will be a success. His first two points area all about him and how cool he thinks he is, but the third surprisingly is saying that he finds Choromatsu cute. This catches Choro completely off guard, leading him to try and butter up Karamatsu for more compliments. Of course the moment is ruined, but that's par for the course here.

* The brothers thanking the audience for getting them this far at the end of "Osomatsu-kun Returns". Combines with CrowningMomentOfFunny, as the entire talk reads like a last episode commentary.

** He's also pretty torn about choosing a brother for the mixer (in part because they [[FunnyMoments fucked up even on a practice date]]), and, as the God of Mixers points out, he couldn't just resort to taking them all like he planned on doing. Even if he needed someone to make himself look good, he still cares about his brothers.

* While "Letter" is much DarkerAndEdgier than the rest of the episodes, it still has a fair share of HeartwarmingMoments:

* Osomatsu and Choromatsu's bonding at the public bath. According to Choromatsu, their efforts to become a reformed individuals speeds up their father's recovery.

** [[Really, the sextuplets working together, protecting each other and bring hell to those who try to tear them apart, all to get the chance to live once more is a sight to behold.]]

** Remember in season 1, episode 23 and season 2 episode 11 when [[spoiler: Choromatsu fell down and Karamastu said he'd save him even though Karamatsu just kept running? Karamatsu finally helped Choromatsu, when he fell down and saved him when Choromatsu was about to be bashed by one of King Enma's men.]]

* Chibita refuses to accept that the sextuplets are dead, scavenging the picture of Akatsuka-sensei at the debris of the Matsuno residence and alongside Dayon, Dekapan, Hatabou and Totoko, they pray for Akatsuka-sensei to do something to bring the sextuplets back.

* [[spoiler: And their prayers are heard indeed: Akatsuka-sensei saves the day. He brings Chibita, Totoko, Dekapan, Dayon and Hatabou to the Underworld to give the sextuplets, who just regained a HeroicSecondWind, to escape and bring themselves back to life by fighting back King Enma and his men.

* As opposed of the first season, the second season has the brothers more willing to compromise and work together. While they still have their own squabbles, it's not as vitriolic as the initial season.

* Remember Eitaro of Episode 12? The child that idolized Jyushimatsu? He is now playing with other child at the park. It seems that Jyushimatsu's company really break him out of the shell after many years of transferring schools that he was unable to make friends.

* While Osomatsu is feeling down about changing and not hanging with his brothers as much, Totoko arrives and allows him to vent his feelings.

* Remember Eitaro of Episode 11? The child that idolized Jyushimatsu? He is now playing with other child at the park. It seems that Jyushimatsu's company really break him out of the shell after many years of transferring schools that he was unable to make friends.

** The three youngest siblings are quite reluctant to say something bad at Choromatsu's hairdo is hilariously sweet, given how the three are usually blunt at the shortcomings of other people, but not at their older brother as responsible at Choromatsu.

** When Karamatsu tells her that he and his brothers are virgins, you probably expect Kin-chan to be creeped out. She still befriends them and unlike other moments of degrading the sextuplets for being virgins throughout the series, she doesn't think of them less despite of that revelation. No wonder the sextuplets become fond of her because of her kindness (and simple application of basic social niceties).

** The three youngest siblings are quite reluctant to say something bad at Choromatsu's hairdo is hilariously sweet.

** Choro [[TheGrovel apologizes]] to his younger brothers once Osomatsu and Karamatsu is away. [[spoiler:That doesn't stop his younger brothers from stomping on him though]].
** The fact that Osomatsu and Karamatsu act like brothers worthy of respect, and especially working together deserve a mention as well.

* The sextuplets interact with Inuyama Kinko (Kin-chan), the title character, sweetly and in an entirely sensible way. In the cast full of dark and sociopathic-levels of humorous characters save for a few, Kin-chan is a refreshing change since she also brings the best for the sextuplets as well.
** When Karamatsu tells her that they're virgins, you probably expect Kin-chan to be creeped out. She still befriends them and unlike other moments of degrading the sextuplets as virgins throughout the series, she doesn't think of them less despite of that revelation. No wonder the sextuplets become fond of her because of her kindness.

** Kara [[spoiler:blaming the younger brothers for setting Choro up rather than believing Choro having done it himself]], too bad that [[SubvertedTrope actually hurts more]].
** Oso buying Kara's interpretation without questioning.
** [[BitchInSheepsClothing Totoko]] being BrutallyHonest at first, but [[OutOfCharacterMoment offers condolence]] upon knowing Choro's [[spoiler:"being set up"]].
** Choro [[TheGrovel apologizes]] to his younger brothers once Oso and Kara is away. [[spoiler:That doesn't stop his younger brothers from stomping on him though]].
** It should be noted that Choromatsu seem to started frequently calling Karamatsu,"Karamatsu Nii-san" (older brother).

** Totoko [[OutOfCharacterMoment offers condolence]] on a dejected Karamatsu when the latter actually doesn't know how to drive to the destination.

** The Sextuplets interact with Kin-chan, the title character, sweetly and in an entirely sensible way.
** Everyone apologizes to [[BitchInSheepsClothing Totoko]] for preempting her with Kin-chan only because Kin-chan is going back home the next day. Although Totoko [[TearJerker breaks down to tears]] at first, she [[spoiler:shows up at the train station to bid farewell, even giving a big fish to Kin-chan as a gift.]]

* Episode 10 in "Karamatsu And Brothers", Choromatsu being the only brother not taking advantage of Karamatsu and helped him learn to stand up for himself.
* In episode 12, Karamatsu and Choromatsu were seen fishing together. Condsering the conflict at the end of "Karamatsu And Brothers" and in episode 11, it's encouraging to see them making amends.

* Episode 8: [[spoiler:The return of Homura.]]