| 1. | Calliope Mori - いじめっ子 Bully | Ijimekko Bully - TOB Vocal Cover | 41 | |
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| 2. | 律可 / Rikka - sleep mode - TOB English Cover | 38 | |
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| 3. | 過食性：アイドル症候群 / Kashokusei: Idol Shoukougun -- Ken and TOB Tagalog Cover | 22 | Vlog |
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| 4. | Some Sweet Hilarity from Holostarmin Saya Kenbishi | 21 | | Grand Theft Auto V
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| 5. | Tobby tried to sing Toki no Ame, Saishuu Sensou | 18 | |
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| 6. | Tobby tried to sing Super Nuko World | 18 | |
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| 7. | IRyS - Caesura of Despair - TOB English Cover | 17 | |
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| 8. | 奏手イヅル / Izuru Kanade - 連なるモノローグ / Monologue in a row - TOB English Cover | 16 | |
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| 9. | gavin bett'ol (va: gavis bettel impersonator) reacts to cecilia immergreen | 16 | |
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| 10. | 岸堂天真 / Temma Kishido - シューティングスター / Shooting Star - TOB English Cover | 16 | |
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| 11. | Rikka and Calliope Mori - spiral tones - TOB English Remix | 15 | |
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| 12. | 猫又おかゆ / Okayu Nekomata - もぐもぐYUMMY！ / Mogu Mogu YUMMY! - TOB English Cover | 14 | |
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| 13. | Ina'nis Ninomae - VIOLET - TOB English Cover | 14 | |
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| 14. | Tobby tried to sing Berserk | 14 | |
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| 15. | fandubbing gavis bettel tweets to debunk my family's claims of me sounding like him | 14 | |
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| 16. | Axel Pinkman's Inquiry on the Legality of Having 10 Wives in VTRP Los Santos | 13 | | Grand Theft Auto V
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| 17. | ゴーストルール / Ghost Rule - TOB Tagalog Cover | 13 | Vlog |
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| 18. | A Peek on Axel Syrios, King of SEGGS! #shorts #ClipXel #HOLOSTARS | 13 | | Needy Streamer Overload
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| 19. | Sinubukan kantahin ni Tobby ang 恋愛裁判 / Ren'ai Saiban sa Tagalog | 13 | Vlog |
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| 20. | じん（自然の敵P) / Jin (Shizen no Teki-P) - 後日譚 / After Story - TOB English Cover | 12 | |
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| 21. | 花咲みやび / Miyabi Hanasaki - 開花宣言 / Kaika Sengen - TOB English Cover | 12 | |
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| 22. | For Momo-chan's birthday, Tobby tried to sing Otsukimi Recital | 12 | |
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| 23. | With a piano arrange, Tobby tried to sing Datsugoku | 12 | |
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| 24. | HOLOSTARS English -TEMPUS- - Always Tied - TOB Vocal Cover | 12 | |
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| 25. | DEMONDICE - wanting, getting, wanting - TOB Remix | 11 | |
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| 26. | Cyborg Tobby tried to sing Rokuchounen to Ichiya Monogatari | 10 | |
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| 27. | With an acoustic arrange, Tobby tried to sing "Eine Kleine" | アコギアレンジでTOBが「アイネクライネ」を歌ってみた | 10 | |
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| 28. | HOLOSTARS - Just Follow Stars - TOB English Cover | 10 | |
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| 29. | BTS V - Stigma -Acoustic Arrange ver.- -- Vocal Cover by The Overlord Bear | 10 | |
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| 30. | Death's Most Wanted? ("失礼しますが、RIP♡" Remix) | 10 | |
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| 31. | Tobby tried to sing Seisou Bakuretsu Boy | 9 | |
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| 32. | HOLOSTARS English -TEMPUS- - DEAD WORLD -Post-Apocalypse Arrange- - Sinnoh x TOB | 8 | |
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| 33. | With an acoustic arrange, Tobby tried to sing Yobanashi Deceive | 8 | |
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| 34. | 律可 / Rikka - rebirthful - TOB English Cover | 8 | |
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| 35. | Tobby tried to sing unravel | 8 | |
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| 36. | The Overlord Bear - Sayonara Dake ga Jinsei da -arrange ver.- | 8 | |
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| 37. | grown-ass man tries to fandub a fuwamoco fancomic | 8 | |
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| 38. | The Overlord Bear - Scramble of the Restless | 8 | |
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| 39. | Tobby tried to sing Sekai wo Kowashiteiru | 8 | |
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| 40. | Tobby tried to sing "Hibikase" | TOBが「ヒビカセ」を歌ってみた | 7 | |
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| 41. | Axel Syrios's High School Kahoot! Name | 7 | | Kahoot!
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| 42. | 厨病激発ボーイ / Chubyou Gekihatsu Boy -- TOB English Cover | 7 | |
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| 43. | Tobby tried to sing Kagerou Daze | 7 | |
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| 44. | HOLOSTARS English -TEMPUS- - Top of the World - TOB Vocal Cover | 7 | |
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| 45. | Tobby tried to sing Tachiiri Kinshi | 7 | |
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| 46. | Tobby tried to sing "Ride" | 6 | |
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| 47. | IRyS - HERE COMES HOPE - TOB English Cover | 6 | |
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| 48. | 星街すいせい / Suisei Hoshimachi - 天球、彗星は夜を跨いで / Her Trail on the Celestial Sphere - TOB English Cover | 6 | |
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| 49. | 脱法ロック / Dappou Rock - TOB English Cover | 6 | |
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| 50. | Tobby tried to arrange and sing "Haiboku no Shounen" | TOBが「敗北の少年」をアレンジして歌ってみた | 6 | |
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| 51. | UPROAR!! - Prologue - TOB English Cover | 6 | |
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| 52. | hololive English -Council- - Rise - RingNin and TOB Vocal Cover | 6 | |
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| 53. | we men have updated "no more mr. nice guy" | 6 | |
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| 54. | Tobby tried to sing "ECHO" | 6 | |
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| 55. | 荒咬オウガ / Oga Aragami - Silent Night Requiem - TOB English Cover | 6 | |
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| 56. | 夕刻ロベル / Roberu Yukoku - POP-TALK - TOB English Cover | 6 | |
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| 57. | Joshua Hartshorn - Faceless Entertainers - TOB Remix | 6 | |
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| 58. | DECO*27 - ヴァンパイア / The Vampire - TOB English Rap Remix | 6 | |
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| 59. | Tobby tried to sing "Daremo Shiranai Happy End" | TOBが「誰も知らないハッピーエンド」を歌ってみた | 6 | |
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| 60. | IRyS - diorama - TOB English Cover | 6 | |
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| 61. | 律可 / Rikka - アーカイブ / Archive - TOB English Cover | 6 | |
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| 62. | 星街すいせい / Suisei Hoshimachi - comet - TOB English Cover | 6 | |
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| 63. | With an acoustic arrange, Tobby tried to sing "Yonjuunana" | アコギアレンジでTOBが「ヨンジュウナナ」を歌ってみた | 6 | |
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| 64. | Tobby tried to sing Mousou Zei | 5 | |
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| 65. | Tobby tried to sing Yume Hanabi | 5 | |
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| 66. | Tobby tried to sing Sayonara Dake ga Jinsei da | 5 | |
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| 67. | Dumbly Evaluating a Waifu Talk by Axel Syrios | 5 | |
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| 68. | Tobby tried to arrange and sing "Outer Science" | TOBが「アウターサイエンス」をアレンジして歌ってみた | 5 | |
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| 69. | i'd call it a dagger, vei, but... | 4 | |
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| 70. | Tobby tried to arrange and sing "Seisou Bakuretsu Boy" | TOBが「聖槍爆裂ボーイ」をアレンジして歌ってみた | 4 | |
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| 71. | Tobby tried to sing "Never Lost Word" | TOBが「失想ワアド」を歌ってみた | 4 | |
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| 72. | the cursed wall whisperer | 4 | |
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| 73. | japanese idol otakus and overseas idol otakus | 日本人のアイドルオタクと海外人のアイドルオタク | 4 | |
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| 74. | November 29, 2023 - Classic Guile Mains are Soldiers | 4 | |
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| 75. | humanoid perroccino | 4 | |
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| 76. | i tried to make a stylish #holoMyth ad | 4 | |
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| 77. | HOLOSTARS - Find It - TOB English Cover | 4 | |
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| 78. | November 6, 2023 - Sword-Nutty Girl Mia | 4 | |
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| 79. | Tobby tried to sing "Reversible Campaign" | TOBが「リバーシブル・キャンペーン」を歌ってみた | 4 | |
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| 80. | Oga Aragami's Intersushi Reviewers | 4 | Review |
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| 81. | get up, harebrain - A TOB Remix of Calliope Mori's "guh" | 4 | |
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| 82. | Rio Gets a Show Stopper from Mel Herself | 4 | Show |
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| 83. | pickup lines for #holoMyth | 4 | |
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| 84. | 常闇トワ / Towa Tokoyami - FACT - TOB English Cover | 4 | |
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| 85. | baby phoenix in my aircon | 4 | |
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| 86. | raku ichijou wants to turn nisekoi into a serious crime drama | 4 | |
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| 87. | IRyS - One Step at a Time - TOB Vocal Cover | 4 | |
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| 88. | VTuber Theory: Charactering the Actor | 4 | |
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| 89. | Tobby tried to sing Seafoam | 4 | |
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| 90. | Tobby tried to sing Setsuna Plus | 4 | |
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| 91. | the fame button | 4 | |
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| 92. | to all those who dig for controversies (myself included) | 4 | |
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| 93. | じん（自然の敵P） / Jin (Shizen no Teki-P) - ZIGI - TOB English Cover | 4 | |
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| 94. | てにをは / teniwoha - ザネリ / Zanelli - TOB English Cover | 4 | |
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| 95. | じん（自然の敵P） ft. Lia / Jin (Shizen no Teki-P) ft. Lia - days - TOB English Cover | 4 | |
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| 96. | Tobby tried to sing "Once I Leave" | 4 | |
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| 97. | The Overlord Bear - Helpless | 4 | |
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| 98. | Kiara Takanashi - Heart Challenger - TOB English Cover | 4 | |
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| 99. | VTuber Theory: Ghost Influencing | 4 | |
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| 100. | Gamma Gets Hit by the Gladiators Prank? | 4 | | Trombone Champ
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