| 101. | 【Cooking】Gourmet Toast Sandwich | 561 | |
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| 102. | A Successful Art Stream! | 561 | |
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| 103. | 【Origami】how to fold a paper crane | 559 | |
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| 104. | 【#3 Inscryption】Act Three | 558 | | Inscryption
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| 105. | Asriel Chester - Undertale Part 1 | 556 | | Undertale
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| 106. | 【Ghost Town's Pumpkin Festival】pumpkin makes me feel good | 555 | |
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| 107. | 【Just Chatting】My Best Yoshi Impression | 555 | | Animal Crossing: New Horizons
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| 108. | 【Collab: Jacadamia & S3APARTY】we draw pokemon from memory | 549 | |
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| 109. | I Finally Beat Super Chester 64 | 547 | |
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| 110. | 【Dark Souls】chester visits Orlando | #4 | 547 | | Dark Souls
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| 111. | 【Skatebird】catching up with chat | 544 | | SkateBIRD
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| 112. | 【#1 Lunacid】 a sort of soulslike | 535 | |
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| 113. | 【Buddy Simulator 1984】Toxic Friend Simulator | 524 | | Buddy Simulator 1984
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| 114. | Chester's Re-Debut | 523 | |
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| 115. | 【#2 Inscryption】Act Two | 523 | | Inscryption
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| 116. | 【Robot 64】The BEST Mario Clone | 520 | |
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| 117. | Jesus Was A Keyblade Master | 516 | |
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| 118. | 【Mario's Vacation Course】chester & mario's honeymoon | 512 | | Super Mario 64
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| 119. | Otter Wilds | Finale | 507 | |
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| 120. | The Most Eyeball-Hurting Game | Before Your Eyes | 501 | | Before Your Eyes
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| 121. | 【Batman: Arkham Asylum】 i saw The Batman | 501 | | Batman: Arkham Asylum
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| 122. | 【Splatfest】 i cant go back to jail | 500 | |
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| 123. | 【Fallout NV】howdy pardner | Dead Money #1 | 498 | | Fallout: New Vegas
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| 124. | 【Charity】PILK 2: THIS TIME IT'S PERSONAL - TEA Fund | 496 | |
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| 125. | 【Tier Lists】candy & pokemon | 495 | |
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| 126. | Chestercoin, Sleepy Rambling, and Google Feud | 493 | |
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| 127. | 【#1 Pokemon Violet】 how to train your miraidon | 491 | | Pokémon Scarlet and Violet
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| 128. | 【Art】Chaz From Chestonauts | 490 | |
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| 129. | 【Psychonauts】daddy's meat | 489 | | Psychonauts
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| 130. | 【Fallout NV】meets the boomers | 488 | | Fallout: New Vegas
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| 131. | 【Sunshine Heavy Industries】Lo-fi Space Ships | 487 | |
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| 132. | 【Art】animating a bouncing pokeball | 486 | |
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| 133. | Mom Hid My Game on MOTHER'S DAY??? | 486 | |
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| 134. | 【Elden Ring】the craziest boss | #2 | 483 | | Elden Ring
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| 135. | Otter Wilds | Part 4 | 480 | |
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| 136. | 【Facade】 otter saves your marriage | 480 | |
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| 137. | 【#1 Katamari Damacy】 spin the OTTER | 479 | | Katamari Damacy
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| 138. | 【Time Magazine 2021】Who is the next Person of the Year? | 479 | |
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| 139. | The Unfinished Otter | 478 | |
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| 140. | 【Tattletail】 the churby | 478 | | Tattletail
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| 141. | How to Cry Like A Baby | 477 | |
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| 142. | Chester's Wacky Summer As A Fire Lookout | 476 | |
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| 143. | I Fought God And Lost (then switched to minecraft) | 475 | |
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| 144. | 【2021 Retrospective】a year of warm memories | 472 | |
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| 145. | 【Pumpkin Carving】 the most dangerous game | 472 | |
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| 146. | 【Elden Ring】OTTER HUNTS DRAGONS | #4 | 471 | | Elden Ring
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| 147. | Chester Loses Control | 468 | |
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| 148. | 【#2 Black Mesa】Gordon Freeman's Otter Brother | 465 | | Black Mesa
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| 149. | Whiteclaw + Chester = ??? | 463 | |
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| 150. | 【Fallout NV】battle for otter dam | Finale | 455 | | Fallout: New Vegas
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| 151. | 【Milk inside a bag of milk / Baba Is You】 He needs some milk | 453 | | Baba Is You
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| 152. | The Beginnings | Monkecraft SMP | 452 | |
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| 153. | 【Charity / #1 Celeste】 Dr. Peggnog | 451 | |
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| 154. | 【#1 Jedi Outcast】Meep the Fourth be with Mew | 447 | | Star Wars Jedi Knight II: Jedi Outcast
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| 155. | 【Ori and the Blind Forest】SAD FINALE | #5 | 446 | | Ori and the Blind Forest
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| 156. | 【#1 Lethal Company】 come for the lethality. stay for the company | 445 | | Lethal Company
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| 157. | 【#2 Outlast】 everyone wants me | 445 | |
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| 158. | 【Man of Medan】WhiskeyDing0 bonanza | 443 | | Man of Medan
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| 159. | I Try Black Garlic Carolina Reaper Hot Sauce In The Middle | Control | 441 | |
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| 160. | Taking Baby Steps with Vaporbobble! | 439 | |
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| 161. | 【Just Chatting / Robot 64】i fight the sun at the end | 439 | |
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| 162. | Sneak Peak For New Emotes | 437 | |
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| 163. | My First PO Box Opening (i opened them already) | 436 | |
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| 164. | 【#5 Black Mesa】Xen Is For Men | 433 | | Black Mesa
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| 165. | 【#1 Antichamber】every good game has cubes | 430 | | Antichamber
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| 166. | 【Fallout NV】big meepmew | Old World Blues #1 | 429 | | Fallout: New Vegas
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| 167. | 【#1 Lil Gator Game】 cute wholesome game | 429 | | Lil Gator Game
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| 168. | Otter Wilds | Part 5 | 429 | |
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| 169. | 【Mouthwashing】 i can fix it | 428 | |
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| 170. | 【Megaman X】this penguin has no chill | 427 | | Mega Man X
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| 171. | 【#1 Cruelty Squad】the cruelest ott | 425 | | Cruelty Squad
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| 172. | 【#2 Hollow Knight】 Bonk No Hornet | 420 | | Hollow Knight
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| 173. | 【#1 Undertale Yellow】 im a cowboy baby | 419 | | Undertale
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| 174. | 【Geoguessr】 where in the world is this | 419 | | GeoGuessr
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| 175. | The Universe Is Always Ending | Wandersong | 412 | | Wandersong
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| 176. | I Didn't Know It At The Time But I Magically Caused Slime Rancher 2 | 412 | | Slime Rancher 2
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| 177. | 【Dark Souls】i lost my sponsorship | #8 Finale | 411 | | Dark Souls
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| 178. | 【#2 Jedi Outcast】where do i go...... | 411 | | Star Wars Jedi Knight II: Jedi Outcast
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| 179. | 【Dark Souls】 chicken wing head | #6 | 405 | | Dark Souls
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| 180. | 【#3 Hollow Knight】 It's All About The Respect | 403 | | Hollow Knight
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| 181. | 【Fallout NV】this guy talks too much | Lonesome Road | 400 | | Fallout: New Vegas
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| 182. | Will You Be My Valentine? | 399 | |
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| 183. | An End to Eternity | Everhood | 398 | | Everhood
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| 184. | 【Ori and the Blind Forest】oral | #2 | 398 | | Ori and the Blind Forest
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| 185. | 【You Want THOSE Games?】zoomer otter | 396 | |
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| 186. | 【#1 Pseudoregalia】thick goat thighs | 394 | | Pseudoregalia
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| 187. | 【Outlast 2】 controversial game | 393 | | Outlast 2
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| 188. | 【Outlast: Whistleblower】 she morph my genic | 392 | | Outlast: Whistleblower
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| 189. | 【Like A Dragon: Ishin!】Chester Da Ne | 390 | | Like a Dragon: Ishin!
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| 190. | 【Dark Souls】the ottervessel | #5 | 389 | | Dark Souls
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| 191. | 【#1 Manifold Garden】 like a sequel to antichamber | 387 | | Manifold Garden
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| 192. | 【#1 VFurrika!】im in a video game??? | 386 | |
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| 193. | 【#2 Ghost Trick】POV you like kissing boys | 383 | | Ghost Trick: Phantom Detective
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| 194. | 【#3 Klonoa】they made his design worse | 383 | | Klonoa: Door to Phantomile
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| 195. | 【Art】connection issues | 383 | |
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| 196. | The Saddest Game Ever Made | What Remains of Edith Finch | 382 | | What Remains of Edith Finch
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| 197. | 【Yume Nikki】 first time | 380 | | Yume Nikki
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| 198. | My Favorite Ghibli and My Favorite Pokemon | 378 | |
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| 199. | 【Elden Ring】otter invades your world (pvp) | #5 | 377 | | Elden Ring
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| 200. | 【Two Year Anniversary】 Part 2: Painting, Pizza, Quizzes and Splatting w/ Jaca, Moche, and Whiskey | 377 | |
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