| 1. | Chilling and Playing Google Feud | 469 | |
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| 2. | An Otter Who Can't Swim | 128 | |
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| 3. | 【April Fools】 CHESTER 3.0 DEBUT | 128 | | Animal Crossing: New Horizons
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| 4. | i did it off stream (youtube ezclusive) | 121 | |
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| 5. | Otter Wilds | Part 1 | 112 | |
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| 6. | Phasmohian Rhapsody | 99 | |
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| 7. | Get Comfy! I'll Animate For You | 81 | |
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| 8. | 【VOD】 A Date with Chester!? | 81 | |
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| 9. | I Tried Mountain Dew On My Birthday | 79 | |
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| 10. | 【Indigo Park Chapter 1】 i need rambley | 85 | |
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| 11. | 【Deltarune Ch. 1】I'm Literally Kris | 67 | | Deltarune
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| 12. | 【The Beginner's Guide】To Becoming An Otter | 61 | | The Beginner's Guide
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| 13. | 【Undertale Together】 our hearts beating as one (feat. WhiskeyDingo, Jacadamia, and S3APARTY) | 60 | | Undertale
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| 14. | I Argue About Holes for Hours | 59 | |
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| 15. | 【Tiktoks】i had to delete this vod from twitch | 58 | |
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| 16. | 【Fallout: NV】my first playthru yeehaw | 56 | | Fallout: New Vegas
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| 17. | 【Deltarune Ch. 2】chalsei the [[BIG SHOTTER]] | 56 | | Deltarune
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| 18. | 【Face Cam】♥ happy halloween 2021 ♥ | 53 | |
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| 19. | I Did ASMR For Charity | 51 | |
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| 20. | 【Superliminal】Upside-down Stream | 51 | | Superliminal
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| 21. | 【Deltarune Ch. 2】theories and more theories | 49 | | Deltarune
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| 22. | Otter Game | 47 | |
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| 23. | THE EPIC ROBLOX STREAM (feat. Jacadamia) | 46 | | Roblox
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| 24. | 【Dark Souls】baby's first dark souls | #1 | 45 | | Dark Souls
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| 25. | Baby Otter's FIRST MINECRAFT | 44 | |
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| 26. | Kris Draws NSFW??? (its clickbait dont worry) | 44 | |
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| 27. | 【#1 Cult of the Lamb】 chester club | 43 | | Cult of the Lamb
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| 28. | 【3.0 Debut】a new era of chester | 42 | |
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| 29. | 【Art】didn't expect an art stream! | 41 | |
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| 30. | 【Phasmophobia】Return of the Whale Sniffers | 41 | | Phasmophobia
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| 31. | Chester's First Stream - A Short Hike | 40 | | A Short Hike
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| 32. | 【Minecraft】The Uncensored Library | 40 | |
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| 33. | please respect artists. | 39 | |
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| 34. | 【Art】a little otter in da big city | 38 | |
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| 35. | This Otter Does Not Exist | 37 | |
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| 36. | Otter Wilds | Part 2 | 37 | |
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| 37. | 【Blender】Mario vs. 3D Chester | #1 | 37 | |
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| 38. | 【Art】The Birth of Chestette | 36 | |
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| 39. | 【Sonic Adventure】my first sonic game | #1 | 36 | | Sonic Adventure
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| 40. | 【1 Year Anniversary】Chibi Chester and CHOB ROSS Painting! | 36 | |
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| 41. | 【#2 Ghost Trick】POV you like kissing boys | 36 | | Ghost Trick: Phantom Detective
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| 42. | Eating Cereal | 35 | |
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| 43. | 【#1 B3313】Creepy Mario 64 | 35 | | Super Mario 64
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| 44. | 【Pokemon Legends: Arceus】The Game Is Fun | #1 | 35 | | Pokémon Legends: Arceus
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| 45. | Time Magazine: Otter of the Year | 33 | |
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| 46. | 【Elden Ring】return of the pope | #1 | 32 | | Elden Ring
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| 47. | Otter Eats Egg And Becomes Egg | 32 | |
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| 48. | 【Art】the time you took chester to the xmas market | 32 | |
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| 49. | The Pilk (Pepsi Milk) Stream | 32 | |
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| 50. | I'm Bad At Vanilla FNF | 31 | |
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| 51. | The Return of Spicy Noodle (then we watch tiktoks) | 31 | |
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| 52. | 【Dark Souls】just skip over the hydra part | #2 | 30 | | Dark Souls
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| 53. | 【Buddy Simulator 1984】literally 1984 | 30 | | Buddy Simulator 1984
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| 54. | 【Psychonauts】 deez nauts | 30 | | Psychonauts
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| 55. | 【#1 Off】getting off | 31 | |
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| 56. | 【Layers of Fear】artist simulator | 29 | | Layers of Fear
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| 57. | 【Elden Ring】i got actually mad | #3 | 29 | | Elden Ring
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| 58. | The Birth of Ninja's Fursona | 29 | |
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| 59. | 【Collab: Jacadamia & S3APARTY】we draw pokemon from memory | 29 | |
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| 60. | 【Ori and the Blind Forest】why is hard mode hard | #1 | 29 | | Ori and the Blind Forest
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| 61. | 【Half-Life 2 VR】 da bomb, beyond charity | 29 | | Half-Life 2
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| 62. | 【Art?】why i hate doing art streams | 29 | |
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| 63. | 【2021 Retrospective】a year of warm memories | 28 | |
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| 64. | 【Fallout NV】battle for otter dam | Finale | 27 | | Fallout: New Vegas
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| 65. | 【#1 Black Mesa】Otter Life: Full Life Consequences | 27 | | Black Mesa
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| 66. | Will You Be My Valentine? | 27 | |
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| 67. | The Most Eyeball-Hurting Game | Before Your Eyes | 27 | | Before Your Eyes
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| 68. | 【Psychonauts】I Am The Milk Otter My Milk Is Delicious | 27 | | Psychonauts
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| 69. | 【#1 The Legend of Doom】 they recreated zelda in doom | 27 | |
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| 70. | 【Killer Frequency】 i was this cool the whole time | 27 | | Killer Frequency
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| 71. | 【Pokemon Shining Pearl】catch me if you can! | 27 | | Pokémon Brilliant Diamond and Shining Pearl
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| 72. | 【Origami】how to fold a paper crane | 27 | |
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| 73. | 【Milk inside a bag of milk / Baba Is You】 He needs some milk | 26 | | Baba Is You
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| 74. | A Successful Art Stream! | 26 | |
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| 75. | 【Little Nightmares】im always short | 26 | | Little Nightmares
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| 76. | Sketching Some Channel Art | 26 | |
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| 77. | 【Hunt Down the Freeman】finally, a game for youtubers | 26 | | Hunt Down the Freeman
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| 78. | 【#1 Stray】nothing feels better than the inside of a cat! | 26 | | Stray
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| 79. | 【Pixel Art】 recreating the celeste bounce sprite | 25 | | Celeste
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| 80. | 【#1 VFurrika!】im in a video game??? | 34 | |
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| 81. | 【Skatebird】catching up with chat | 25 | | SkateBIRD
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| 82. | 【Just Chatting】My Best Yoshi Impression | 25 | | Animal Crossing: New Horizons
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| 83. | 【Buddy Simulator 1984】Toxic Friend Simulator | 25 | | Buddy Simulator 1984
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| 84. | 【#4 Black Mesa】I Need My Glasses | 24 | | Black Mesa
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| 85. | 【Dark Souls】i lost my sponsorship | #8 Finale | 24 | | Dark Souls
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| 86. | I Finally Beat Super Chester 64 | 24 | |
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| 87. | 【Sunshine Heavy Industries】Lo-fi Space Ships | 24 | |
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| 88. | 【Time Magazine 2021】Who is the next Person of the Year? | 24 | |
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| 89. | 【Ultra Deluxe】The Chestee Parable | 24 | |
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| 90. | I Fought God And Lost (then switched to minecraft) | 24 | |
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| 91. | 【Batman: Arkham Asylum】 i saw The Batman | 23 | | Batman: Arkham Asylum
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| 92. | Otter Wilds | Finale | 23 | |
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| 93. | 【Fallout NV】meets the boomers | 23 | | Fallout: New Vegas
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| 94. | 【Yume Nikki】 first time | 23 | | Yume Nikki
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| 95. | 【#5 Black Mesa】Xen Is For Men | 23 | | Black Mesa
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| 96. | 【Beacon Pines】 let me tell you a bedtime story | 23 | | Beacon Pines
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| 97. | 【Pumpkin Carving】 the most dangerous game | 23 | |
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| 98. | 【Megaman X】this penguin has no chill | 23 | | Mega Man X
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| 99. | I Try Black Garlic Carolina Reaper Hot Sauce In The Middle | Control | 23 | |
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| 100. | A True Rhythm Hell | Everhood | 23 | | Everhood
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