Season 1

1. Leave the House-Sitting to the Dog / The Beggar Robot

1966-02-05 · 25m

Osomatsu and Choromatsu mind Chibita as babysitters, but grow bored and decide to have a mysterious dog take the heed instead. / Dekapan creates a robot powered by spare change that inadvertently leads to disaster in the hands of the sextuplets.

2. Iyami's Fishing Pond / The 40 Thieves

1966-02-12 · 25m

Iyami attempts to con Osomatsu, Choromatsu, and Chibita out of their hard-earned money at his fishing pond with a rare fish that gives them all their money back if caught. / Chibita plays the role of the leader of a gang of thieves who target Osomatsu for discovering their misdeeds.

3. Chibita's Stray Cat Strategy / A Thief Fell From The Sky

1966-02-19 · 25m

Totoko's grandpa enlists the help of the sextuplets to stop Chibita and his gang of feral cats from attacking the fish store. / Iyami and Chibita fly around town in a helicopter to cause mischief amongst the locals.

4. The Helpful Robot / Iyami's Cleaning Store

1966-02-26 · 25m

A housework robot (shaped like Chibita) causes havoc amongst the Matsuno family when he malfunctions. / Iyami runs a scam out of a laundromat to catastrophic failure.

5. There's the Shortcut / Laughing Costs 1 Million Yen!

1966-03-05 · 25m

Iyami and Chibita feign construction workers to scam the sextuplets out of their money by making a paid shortcut to school. / A camera company offers a cash prize for whoever can photograph a face-making man without any made faces, leading the sextuplets and Chibita to try to claim the reward.

6. Osomatsu Targeted / Chibita's Martial Arts

1966-03-12 · 25m

Spooky things seem to be happening around town, leading the sextuplets to discover a secret of their own appearance. / Chibita challenges the brothers to a martial arts battle.

7. The Magical Tea Kettle / The Angry Superman

1966-03-19 · 25m

Iyami scams the sextuplets with a magic kettle, actually utilizing Chibita as the secret inside. / Chibita and the shapely-mouthed Bokeo get revenge on the sextuplets for harming their frog friend.

8. It's All Fine Until You Take Off His Hat / Boar Hunting

1966-03-26 · 25m

Chibita appears alongside Totoko wearing a strange hat that, when removed, changes his temperament from good to bad, leading to chaos amongst the Matsunos. / Chibita goes boar hunting and encounters the sextuplets and Iyami.

9. Iyami the Dentist / Defeat the Mosquitoes' Enemies!

1966-04-02 · 25m

Osomatsu visits dentist Iyami's office for a toothache, but due to an unpaid bill, assists him in fixing up the mouth of Dekapan's crocodilian "son". / After Chibita's mosquito colony is destroyed by the sextuplets, he and Iyami create a watermelon-shaped bomb to enact revenge.

10. I am Chibita, The Giant! / Counterattack Operation Pepen

1966-04-09 · 25m

Chibita, with the help of his scientist uncle, devise a plan to shrink the sextuplets down to flea size so that he will no longer be shorter than them. / A roaming minstrel and Chibita team up to enact revenge on the sextuplets with their army of cats.

11. Osomatsu-kun Gets Adopted / Chibita the Invisible Man

1966-04-16 · 25m

A wealthy couple pay the sextuplets' parents to loan one of their boys out to them as a paid son, but the love they have for Osomatsu and Choromatsu is much too young for them. / Chibita and the brothers drink an invisibility potion and cause mischief.

12. The Cutie Who Moved Close By / Rampage of the Smog Family

1966-04-23 · 25m

A new girl moves into the neighborhood, and the sextuplets try to put the moves on her while confusing her dad for their eerily-resembling dog. / A crime family that Chibita is a part of has business with the sextuplets, climaxing in a rainy nighttime brawl.

13. The Opposite-Head Experiment / Iyami the Designer

1966-04-30 · 25m

An apple-headed doctor conducts an experiment on the sextuplets, but his seemingly strange mood swings are more than meets the eye. / Iyami works as a bespoke clothing designer for the Matsunos, but suspicions are aroused when the family's Children's Day koinobori goes missing.

14. Iyami's Ninja Methods / Keke, I'm the Class President!

1966-05-07 · 25m

Ninjutsu master Iyami enlists the help of his disciples Chibita and Moguramaru to get revenge on the sextuplets. / Chibita attempts to thwart Totoko's run as Class President.

15. Chibita, Did You Turn Into a Dog? / The Suspicious Transfer Student

1966-05-14 · 25m

Chibita takes the place of Dekapan's trained dog "son" when ringmaster Iyami buys him for his circus. / A student with a padlocked hat transfers to the sextuplets' school, leading to a mystery of his identity.

16. The Time Machine Sends Us to the Stone Age / The Junk Strategy

1966-05-21 · 25m

The Matsunos take a trip in a wacky inventor's time machine to the age of the dinosaurs, where they meet their friends' prehistoric counterparts. / Neighbors Iyami and Chibita go to war with the Matsunos over trash disposal.

17. Chika-chan and Chibita / Don't Wake The Sleeping Child

1966-05-28 · 25m

Chibita falls in love with snooty Chikako, but the sextuplets' faulty attempts at woo cause more than trouble for the little lovebirds. / The sextuplets watch over a sleepwalking boy who becomes violent when awoken.

18. Suspicious Presents / See Doctor Chibita For Tooth Decay

1966-06-04 · 25m

A Santa Claus-like figure arrives in the town, in actuality a persona put on by burglar Moguramaru to hide stolen goods. / Deranged dentist Chibita enacts periodontal violence against people with better teeth than him.

19. Is Chibita a Good Boy? / Chibita's Girlfriend

1966-06-11 · 25m

The sextuplets become victims of a vindictive clothesless Chibita, who tries to steal their clean clothes. / The Matsunos offer Dekapan a place for his pig "daughter" to stay, but Chibita falls in love with her without knowing she isn't human.

20. Iyami the Rude Guest / Chibita the Sailor

1966-06-18 · 25m

The sextuplets' father invites work friend Iyami over for dinner, but chaos ensues in response to his disruptive behavior. / Chibita attempts to sneak onto an ocean liner under the guise of a sailor.

21. Iyami's French Eaves / Dad Ran Away

1966-06-25 · 25m

Iyami runs a "genuine" French restaurant with Chibita, and receives criticism for his poor service and lack of research. / Mr. Matsuno resigns from his position as patriarch, and runs away.

22. Iyami's Diamond Dentures / Forward! Cat Troopers

1966-07-02 · 25m

Ultra-rich Iyami accidentally breaks his bejeweled dentures, so with the help of his assistant Chibita, he tries to pin the blame on the sextuplets. / Chibita's army of cats ransack the town's oden vendors of his most favorite food, leading Iyami and the sextuplets to take him out.

23. The Suspiscious Mynah Bird / Chibita's Lullaby

1966-07-09 · 25m

A mynah bird settles into the sextuplets' birdhouse village, but is harboring a less-than-desired guest in its home. / Chibita becomes a foster mother for a foundling.

24. Get That Lousy Fugitive! / I'm Rich, da jo

1966-07-16 · 25m

25. The Super-Cheap Old Man / Hoe Hoe, Mountain Climbing

1966-07-23 · 25m

26. The Fortune-Telling Machine from France / We'll Do Anything in Six Rounds!

1966-07-30 · 25m

27. Dad's Robot Strategy / Stop the Lying Duo!

1966-08-06 · 25m

28. Rickety Camp Riot / Be a Security Guard, Osomatsu-kun!

1966-08-13 · 25m

29. The Sextuplets Become Seven / Promotional Sales War

1966-08-20 · 25m

30. Go For It, Kumamatsu / Chibita's a Pet

1966-08-27 · 25m

31. Goronyan, the Meteorologist / Lonely Kappataro

1966-09-03 · 25m

32. Say Not the Truth / The ¥100,000 Ghost Phone

1966-09-10 · 25m

33. Iyami's Fake Beach House / Chibita's Big Circus

1966-09-17 · 25m

34. Chibita Walks the Tightrope / Osomatsu is a Bad Kid

1966-09-24 · 25m

35. I Hate This Naughty Dog! / The Cries of a Child Summon the Ant Troops

1966-10-01 · 25m

36. Chibita's Oden Neurosis / Trick the Tanuki!

1966-10-08 · 25m

37. Papa, Please Don't Smoke / Chibita Soars Through the Skies

1966-10-15 · 25m

38. Only Chibita Has Filial Piety / Golf is Expensive, jo

1966-10-22 · 25m

39. Dekapan's Big Horse Race

1966-10-29 · 25m

40. It's a First-Class Car Race, jo / Chibita the Zookeeper

1966-11-05 · 25m

41. A Fight Over a Flower / Were You Kidnapped, Osomatsu-kun?

1966-11-12 · 25m

42. I've Quit Safecracking!

1966-11-19 · 25m

Safecracker Chibita, released on parole, mustn't break into another safe or else he'll be back behind bars. But what will happen when he must use his talents to save a life?

43. The Grand Prix Elimination Race / The Search for Chibita's Parents

1966-11-26 · 25m

44. Let's Try to Ski for Free

1966-12-03 · 25m

45. Please Return My Bonus! / Go For It, Kumamatsu

1966-12-10 · 25m

46. The Arsonist Loves Oden / Fighting Robot Rampage

1966-12-17 · 25m

47. A Dreadful Christmas Season-zansu / The Sextuplets Become Seven

1966-12-24 · 25m

48. A Guide to a Bear Parent and Child / Dekapan Olympics

1966-12-31 · 25m

49. Totoko-chan's New Years' Card / Laughing Costs 1 Million Yen!

1967-01-07 · 25m

50. Skiiing in a French Fashion / I Don't Need the Magic Lamp Anymore

1967-01-14 · 25m

51. The Scary Old Hag / Speak Not the Truth

1967-01-21 · 25m

52. The Time Machine Sends Us to the Stone Age / Iyami's French Eaves

1967-01-28 · 25m

53. Keke, I'm the Great Detective / Leave the House-Sitting to the Dog

1967-02-04 · 25m

54. My Head Shines the Brightest in the World / Papa, Please Don't Smoke

1967-02-11 · 25m

55. Headed to Chibita's Jungle / Golf is Expensive, jo

1967-02-18 · 25m

56. Chibitaro, Born From a Peach / The Grand Prix Elimination Race

1967-02-25 · 25m

57. Kekeke, a Surprise Aerial Attack / Special Program: "We Are Sextuplets"

1967-03-04 · 25m

58. I've Quit Safecracking!

1967-03-11 · 25m

59. Let's Try to Ski for Free

1967-03-18 · 25m

60. Dekapan's Big Horse Race

1967-03-25 · 25m