| 301. | Ask Nepeta! Omnibus | Octopimp | 2:01 | |
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| 302. | Dave Rap | Octopimp | 2:00 | |
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| 303. | Like A Huss | Octopimp | 2:00 | |
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| 304. | Date | Octopimp | 1:59 | |
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| 305. | Jackasstuck | Octopimp | 1:58 | |
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| 306. | Don't Read A Webcomic Called Homestuck | Octopimp | 1:56 | |
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| 307. | THUG SEME T-SHIRT AVAILABLE FOR ONE MONTH! | Octopimp | 1:55 | |
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| 308. | Fantasy Waifu League | Octopimp | 1:54 | |
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| 309. | AnimeSMR - Goku Goes Super Saiyan 3 | 1:54 | |
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| 310. | Nagisa @ Comic Con | Octopimp | 1:53 | |
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| 311. | Son of Ask Gamzee! | Octopimp | 1:53 | |
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| 312. | Alarms (DOWNLOADS IN DESCRIPTION) | Octopimp | 1:53 | |
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| 313. | 50% OFF - Behind The Scenes 5: More Voice Acting | Octopimp | 1:51 | |
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| 314. | fiduSTRONG | Octopimp | 1:50 | |
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| 315. | Cool Bro has Chill Day | Octopimp | 1:50 | |
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| 316. | Ask Eridan! 1 | Octopimp | 1:49 | |
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| 317. | Ask Gamzee! | Octopimp | 1:47 | |
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| 318. | Pokemon Rivals | Octopimp | 1:46 | |
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| 319. | 50% OFF: PROUD TO BE A SWIMMERICAN SHIRT | 1:45 | |
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| 320. | 50% OFF at Anime Expo and FREE BADGES! | Octopimp | 1:43 | |
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| 321. | Ask Gamzee! 3 | Octopimp | 1:43 | |
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| 322. | 50% OFF - Behind The Scenes 2: Voice Acting | Octopimp | 1:42 | |
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| 323. | Internet Theatre | Octopimp | 1:41 | |
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| 324. | Equestria Girls ft. Equius | Octopimp | 1:39 | |
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| 325. | 50% OFF: Bonus 9 | Octopimp | 1:39 | |
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| 326. | Halloweenstuck Part 1 | Octopimp | 1:39 | |
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| 327. | Octopimp at ANIME EXPO 2016! | 1:38 | |
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| 328. | 50% OFF - Halloween SWIM-tacular | Octopimp | 1:37 | |
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| 329. | Discussing the New Star Wars Trailer | Octopimp | 1:36 | |
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| 330. | Extreme Irony | Octopimp | 1:36 | |
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| 331. | Tavros and Cats | Octopimp | 1:35 | |
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| 332. | Rufioh Practice | Octopimp | 1:35 | |
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| 333. | 『SPLASH FREE』50% OFF Cover | Octopimp | 1:32 | |
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| 334. | 50% OFF SHIRTSTAVAGANZA! | Octopimp | 1:32 | |
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| 335. | Pimp My Chair | Octopimp | 1:32 | |
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| 336. | Time Travel Agent | Octopimp | 1:31 | |
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| 337. | How It Would Go Down | Octopimp | 1:31 | |
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| 338. | Ask Feferi: Dream Bubbles | Octopimp | 1:30 | |
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| 339. | Mic-Ho-Wave | Octopimp | 1:30 | |
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| 340. | Polaris Civil War Announcement | Octopimp | 1:30 | | The Civil War
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| 341. | AnimeSMR - Tetsuo vs Kaneda | 1:30 | |
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| 342. | 50% OFF: Happy Birthday, Nagisa Hazuki | Octopimp | 1:28 | |
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| 343. | Octopimp and SparkyTheAndroid at Anime Expo 2014 | Octopimp | 1:28 | |
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| 344. | If COVID Didn't Kill Me, Nothing Can | 1:28 | |
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| 345. | Horsing Around | Octopimp | 1:25 | |
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| 346. | Ask Gamzee! 2 | Octopimp | 1:25 | |
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| 347. | Uguuquius | Octopimp | 1:25 | |
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| 348. | 50% OFF: Bonus 6 | Octopimp | 1:24 | |
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| 349. | Katanamazing | Octopimp | 1:24 | |
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| 350. | Nobody Cares | Octopimp | 1:23 | |
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| 351. | 50% OFF: Bonus 4 | Octopimp | 1:22 | |
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| 352. | 4Kids One Piece Rap Cover | 1:21 | |
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| 353. | Requiem Cafe Homestuck Collab | 1:21 | |
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| 354. | Another Polaris Civil War Announcement | Octopimp | 1:19 | | The Civil War
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| 355. | Homestuck Ringtones (Downloads in Description) | Octopimp | 1:18 | |
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| 356. | Kanaya's Kitchen | 1:14 | |
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| 357. | 50% OFF: Happy Birthday, Makoto Tachibana | Octopimp | 1:14 | |
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| 358. | Soon | Octopimp | 1:14 | |
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| 359. | Trailstuck 4 | Octopimp | 1:14 | |
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| 360. | 50% OFF: Happy Birthday, Rin Matsuoka | Octopimp | 1:14 | |
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| 361. | When I Hit The Dumbest Combo Ever The Stream Ends | 1:14 | | Guilty Gear -STRIVE-
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| 362. | Birds of a Feather | Octopimp | 1:12 | |
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| 363. | Coach Sasabe's Exotic Bird Emporium T-Shirt | Octopimp | 1:12 | |
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| 364. | Requiem Cafe Homestuck Collab 2 | 1:11 | |
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| 365. | WATCH SOME GOD DAMN ANIME | Octopimp | 1:10 | |
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| 366. | Chalk It Up | Octopimp | 1:10 | |
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| 367. | Ask Flappie! | Octopimp | 1:09 | |
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| 368. | 50% OFF: Bonus | Octopimp | 1:07 | |
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| 369. | Ask Nepeta! 3 | Octopimp | 1:06 | |
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| 370. | Princess Maker 2 | Octopimp | 1:06 | |
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| 371. | Smooth Move, Eridan | Octopimp | 1:05 | |
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| 372. | Tavros' Best Bro | Octopimp | 1:05 | |
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| 373. | Kanaya's Diary: Too Many Cats | Octopimp | 1:04 | |
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| 374. | Octopimp's Guide To Being Kawaii | 1:03 | Guide |
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| 375. | Problem Sleuth | Octopimp | 1:03 | |
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| 376. | Update | Octopimp | 1:03 | Vlog |
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| 377. | What REALLY Happened | Octopimp | 1:03 | |
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| 378. | FAQ - Dirk | 1:03 | |
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| 379. | sObEr HaLlOwEeN: sPeCiAl EdItIoN | Octopimp | 1:02 | |
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| 380. | ASMRvel - Iron Man Infinite | 1:02 | | Marvel vs. Capcom 2: New Age of Heroes
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| 381. | Online Comic Awards 2012 | Octopimp | 1:01 | |
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| 382. | Ask Eridan! 3 | Octopimp | 1:01 | |
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| 383. | Alternate Universe Altercation | Octopimp | 1:00 | |
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| 384. | 50% OFF Is Going To A-Kon! | 0:59 | |
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| 385. | 50% OFF: Bonus 2 | Octopimp | 0:58 | |
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| 386. | 50% OFF: Happy Birthday, Rei Ryugazaki | Octopimp | 0:58 | |
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| 387. | jawws | Octopimp | 0:57 | |
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| 388. | Troll Horns | Octopimp | 0:57 | |
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| 389. | Sweater Trouble | Octopimp | 0:57 | |
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| 390. | Bibliophile | Octopimp | 0:57 | |
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| 391. | Character and Animation Demo | 0:57 | |
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| 392. | Darth Dirk | Octopimp | 0:57 | |
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| 393. | Pranking MASTER | Octopimp | 0:57 | |
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| 394. | 50% OFF: Season 2 Confirmed? | Octopimp | 0:56 | |
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| 395. | Requiem Cafe Collab 2 (final (finalfinal)) | 0:56 | |
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| 396. | Switcheroo | Octopimp | 0:56 | |
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| 397. | When An Anime Goes On Too Long | 0:56 | |
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| 398. | Shopping With Roxy | Octopimp | 0:55 | |
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| 399. | 50% OFF Episode 1 - Prologue | Octopimp | 0:55 | Show |
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| 400. | 50% OFF - Family Support | 0:55 | |
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