| 301. | CainTheBoss Plays: YIIK Demo + Other Games (Feat. Sleep) | 0 | | YIIK: A Post-Modern RPG
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| 302. | CainTheBoss Plays: BALDI'S BASICS PLUS (feat. Sleep) | 0 | | Baldi's Basics in Education and Learning
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| 303. | CainTheBoss - VocaloidSongNumber30 | 0 | |
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| 304. | (Ultraviolet) CaintheBoss - Thigh Highs | 0 | |
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| 305. | CainTheBoss - Ghost Fine (includes extra darkness edition) | 0 | |
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| 306. | CainTheBoss Streams: Music Making! | 0 | |
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| 307. | CainTheBoss Streams: Mobile Game Ads | 0 | |
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| 308. | Goodnight | 0 | |
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| 309. | CainTheBoss Streams: myhouse.wad | 0 | |
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| 310. | How to Sign up for Club Penguin for FREE | 0 | |
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| 311. | CainTheBoss Plays Five Nights At Freddys: Security Breach Part 9 | 0 | | Five Nights at Freddy's: Security Breach
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| 312. | CAINTHEBOSS TIK TOK COMPILATION | 0 | |
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| 313. | CainTheBoss - Its Cathartic to Create This Way, But Its Watering Down The Art | 0 | |
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| 314. | CainTheBoss But Angry | 0 | |
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| 315. | CainTheBoss Plays: Signalis Part 3 | 0 | | Signalis
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| 316. | I will forever regret uploading this | 0 | |
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| 317. | CainTheBoss Streams: Signalis | 0 | | Signalis
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| 318. | CainTheBoss Streams: Signalis | 0 | |
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| 319. | Go Mine - Minecraft Parody of Collide by Howie Day (MFC3 TONIGHT) | 0 | |
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| 320. | Roguelikes | A Quick Sampler | 0 | |
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| 321. | REAL Game Awards CainTheBoss Submission | 0 | |
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| 322. | CainTheBoss Plays: SHIPWRECKED 64!!!! | 0 | |
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| 323. | CainTheBoss Streams: Bendy and the Ink Machine | 0 | | Bendy and the Ink Machine
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| 324. | Nintendo E3 REACTION Video | 0 | | Super Smash Bros. Ultimate
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| 325. | Halloween Meme | 0 | |
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| 326. | Hit Or Miss | 0 | |
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| 327. | CainTheBoss Plays Undertale Part 3 | 0 | | Undertale
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| 328. | Blue Kid 2 let's play EPISODE ONE | 0 | |
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| 329. | STAYING ALIVE NIGHTCORE SUPER POWER UP CARD PROGRAM PRESTIGE HONERED EDITION | 0 | |
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| 330. | CainTheBoss Plays: Crow Country + Other Games (Feat. Sleep) | 0 | |
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| 331. | CainTheBoss Plays Five Nights At Freddys: Security Breach Part 5 | 0 | | Five Nights at Freddy's: Security Breach
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| 332. | CainTheBoss Plays: Signalis Part 4 | 0 | | Signalis
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| 333. | CainTheBoss - Mamihlapinatapai | 0 | |
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