| 301. | High Rollers: A Rogue's Gambit #6 | The ISTAR Trials | 1:55:50 | | High Rollers
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| 302. | High Rollers: Curse of Strahd #29 | Wrath of the Swamp Witch | 1:54:25 | | High Rollers
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| 303. | High Rollers: Aerois #158 | Sorrow Incarnate (Part 1) | 1:54:22 | | High Rollers
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| 304. | High Rollers: Lightfall's Descent #3 | Dodgy Deals | 1:54:15 | | Descent 3
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| 305. | Dragon Prince TTRPG: Tales of Xadia #1 w/ Role & Keep! | #AD | 1:54:12 | |
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| 306. | High Rollers Presents: Warhammer Fantasy Roleplay #1 | The Coach and Horses | 1:53:48 | |
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| 307. | High Rollers: Lightfall #11 | The End...? | 1:53:11 | | High Rollers
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| 308. | High Rollers: A Rogue's Gambit #4 | A Noble Sacrifice | 1:52:59 | | Idle Champions of the Forgotten Realms
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| 309. | High Rollers: A Rogue's Gambit #5 | Bertie's Big Break | 1:52:46 | | High Rollers
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| 310. | High Rollers: Lightfall's Descent #2 | The Ferryman | 1:52:27 | | High Rollers
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| 311. | High Rollers: A Rogue's Gambit #2 | Meeting with Dandelion | 1:51:55 | | High Rollers
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| 312. | High Rollers: A Rogue's Gambit #3 | Dinner Party Raid | 1:51:49 | | High Rollers
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| 313. | High Rollers: Aerois #159 | Sorrow Incarnate (Part 2) | 1:51:45 | | High Rollers
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| 314. | High Rollers: Rogue's Gambit #11 | The Finale! | 1:50:44 | | High Rollers
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| 315. | Dragon Prince TTRPG: Tales of Xadia #3 w/ Role & Keep! | #AD | 1:49:59 | |
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| 316. | High Rollers: Lightfall's Descent #4 | Demon Deceptions | 1:49:52 | | High Rollers
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| 317. | High Rollers LIVE at MCM Comicon 2018 | The Swift and the Sorcerous | 1:48:34 | | High Rollers
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| 318. | High Rollers: Curse of Strahd #19 | The Mind Palace | 1:48:09 | | High Rollers
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| 319. | High Rollers: Lightfall's Descent #8 | Hand of Vecna | 1:47:15 | | High Rollers
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| 320. | High Rollers: Lightfall's Descent #5 | The Dark Tower | 1:47:11 | |
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| 321. | High Rollers: Lightfall's Descent #7 | Arkhan's Ambush | 1:46:55 | | High Rollers
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| 322. | High Rollers: Curse of Strahd #35 | The Dollmaker's Promise | 1:46:47 | | High Rollers
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| 323. | High Rollers: Lightfall #10 | A Rock and a Hard Place | 1:46:36 | | Light Fall
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| 324. | High Rollers: Lightfall's Descent #6 | Arkhan's Army | 1:46:19 | | High Rollers
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| 325. | High Rollers: Curse of Strahd #31 | Wolves of Krezk | 1:44:55 | | High Rollers
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| 326. | High Rollers: Curse of Strahd #37 (FINAL) | The Death of All Things | 1:42:14 | | High Rollers
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| 327. | High Rollers: Curse of Strahd #20 | Dance of the Dragon | 1:39:51 | | High Rollers
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| 328. | High Rollers: Lightfall #9 | Mad Maggie's Junkyard | 1:39:42 | | Light Fall
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| 329. | High Rollers Lightfall: The Descent #1 | Old Friends, New Worlds | 1:38:08 | | THE DESCENT
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| 330. | High Rollers: Curse of Strahd #18 | The Mad Mage | 1:37:45 | | High Rollers
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| 331. | High Rollers: A Rogue's Gambit #7 | The Eye Catcher | 1:36:02 | | Idle Champions of the Forgotten Realms
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| 332. | High Rollers LIVE at TwitchCon Europe 2019 | The Curse of Captain Darkfinn | 1:31:21 | Show | High Rollers
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| 333. | High Rollers & Friends play Gartic Phone! | 1:29:58 | | High Rollers
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| 334. | The Night of Veils | Altheya: Side Quest! | Live at Insomnia 72 | 1:23:47 | |
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| 335. | CAMPAIGN 3 PROLOGUE! | Legends of Altheya - The City of Dragons | 1:23:29 | Vlog |
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| 336. | BIOMUTANT RPG ONE-SHOT - Episode 2 #AD | 1:20:06 | Show | Biomutant
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| 337. | LONG LIVE THE KING | Reigns: The Council #ad | 1:19:53 | | The Council
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| 338. | High Rollers: Aerois #115 | Dominator's Destruction | 1:12:23 | | High Rollers
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| 339. | BIOMUTANT RPG ONE-SHOT - Episode 1 #AD | 1:09:00 | Show | Biomutant
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| 340. | Idle Champions - New Champion Qillek! #ad | 1:08:38 | | Idle Champions of the Forgotten Realms
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| 341. | Idle Champions - New Champion Nova! #ad | 1:08:18 | | Idle Champions of the Forgotten Realms
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| 342. | CYBERPUNK 2077 RPG ONE-SHOT - Episode 2 #AD | 1:07:42 | Show | Cyberpunk 2077
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| 343. | Idle Champions - New Champion Sentry! #ad | 1:07:23 | | Idle Champions of the Forgotten Realms
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| 344. | Idle Champions: AILA'S IN THE GAME! #ad | 1:06:46 | | Idle Champions of the Forgotten Realms
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| 345. | Idle Champions - New Champion Lucius! #ad | 1:03:07 | | Idle Champions of the Forgotten Realms
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| 346. | High Rollers: PAX West 2019 Q&A! | 1:01:17 | | High Rollers
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| 347. | CYBERPUNK 2077 RPG ONE-SHOT - Episode 1 #AD | 55:47 | Show | Cyberpunk 2077
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| 348. | CYBERPUNK 2077 RPG ONE-SHOT - Episode 3 / Final #AD | 55:14 | Show | Cyberpunk 2077
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| 349. | High Rollers SPECIAL: YogCon 2019 Q&A! | 38:41 | | High Rollers
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| 350. | Chaos Twins One Year Celebration! (Chaos Twins 2020 Highlights) | 30:40 | |
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| 351. | High Rollers: Aerois RHICAP Chapter 5 - Distant Shores (D&D Recap) | 18:28 | | High Rollers
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| 352. | High Rollers: Aerois RHICAP Chapter 6 - The Elenasto Fiasco (D&D Recap) | 15:48 | | High Rollers
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| 353. | High Rollers: Aerois RHICAP Chapter 4 - No Rest for the Wicked (D&D Recap) | 12:26 | | High Rollers
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| 354. | High Rollers: Aerois RHICAP Chapter 2 - Every Rose Has It's Thorn (D&D Recap) | 11:15 | | High Rollers
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| 355. | High Rollers: Aerois RHICAP Chapter 3 - The Road to Goldthrone (D&D Recap) | 10:11 | | High Rollers
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| 356. | 10 Days of Aerois: The Races of Aerois [Day 7] | 9:49 | |
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| 357. | 10 Days of Aerois: Mark's Custom Rules [Day 5] | 9:45 | |
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| 358. | 10 Days of Aerois: Kim's Character Reveal! [Day 6] | 9:12 | | League of Legends
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| 359. | 10 Days of Aerois: Tom's Character Reveal! [Day 4] | 8:50 | | Guild Wars 2
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| 360. | High Rollers: Fan Art 16 May 2021 | 8:38 | | High Rollers
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| 361. | High Rollers: Fan Art 8 August 2021 | 8:38 | | High Rollers
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| 362. | High Rollers: Fan Art 10 April 2022 | 8:29 | | High Rollers
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| 363. | 10 Days of Aerois: Trott's Character Reveal! [Day 8] | 8:26 | |
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| 364. | High Rollers: Aerois Fan Art 23rd February | 7:18 | | High Rollers
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| 365. | High Rollers: Aerois RHICAP Chapter 1 - Stormy Skies! (D&D Recap) | 7:05 | | High Rollers
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| 366. | 10 Days of Aerois - Introduction to Aerois! [Day 9] | 6:38 | |
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| 367. | High Rollers Fan Art: 14th July 2019 | 6:26 | | High Rollers
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| 368. | 10 Days of Aerois: HUGE HIGH ROLLERS ANNOUNCEMENTS! [Day 10] | 6:06 | |
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| 369. | 10 Days of Aerois: Katie's Character Reveal! [Day 3] | 6:05 | |
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| 370. | High Rollers Fan Art: 26th April 2020 | 6:01 | | High Rollers
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| 371. | 10 Days of Aerois: A FIFTH PLAYER?! [Day 2] | 5:58 | | The Elder Scrolls V: Skyrim
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| 372. | High Rollers: Fan Art 12 July 2020 | 5:48 | | High Rollers
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| 373. | High Rollers SPECIAL: The Power of D&D Beyond! #ad | 4:56 | | High Rollers
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| 374. | High Rollers: Fan Art 11 October 2020 | 4:45 | | High Rollers
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| 375. | High Rollers Fan Art: 24th March 2019 | 4:38 | | High Rollers
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| 376. | High Rollers Fan Art: 8th September 2019 | 4:38 | | High Rollers
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| 377. | BIG ANNOUCEMENT! NEW STUDIO! FUNDRAISER STREAM! | 4:14 | |
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| 378. | High Rollers Fan Art: 2nd February 2020 | 4:09 | | High Rollers
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| 379. | High Rollers Fan Art: 17th November 2019 | 4:09 | | High Rollers
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| 380. | High Rollers Fan Art: 28th October 2018 | 4:03 | | High Rollers
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| 381. | High Rollers Fan Art: 8th July 2018 | 3:51 | | High Rollers
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| 382. | High Rollers Fan Art: 19th August 2018 | 3:51 | | High Rollers
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| 383. | Xmas Gifts from Wizards of the Coast and D&D Beyond! | 3:51 | |
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| 384. | High Rollers Fan Art: 20th January 2019 | 3:47 | | High Rollers
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| 385. | High Rollers VLOG: NEW MERCH! | 1:30 | | High Rollers
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| 386. | 10 Days of Aerois: The Intro [Day 1] | 1:01 | |
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| 387. | When the DM goes Teacher Mode on his students | #shorts #dnd #highrollers | 1:00 | |
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| 388. | Travel Via Plant is a dumb D&D spell | High Rollers: Aerois #shorts | 1:00 | | High Rollers
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| 389. | Homebrewing dirty novels in D&D | #shorts #dnd #highrollers | 1:00 | |
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| 390. | Wiping out a legendary (and sentient) family of birds | High Rollers: Aerois #shorts | 1:00 | | High Rollers
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| 391. | The dangers of playing D&D in real life | High Rollers: Aerois #shorts | 1:00 | | High Rollers
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| 392. | When an NPC breaks down! | High Rollers: Aerois #shorts | 1:00 | | High Rollers
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| 393. | Tom's best joke | High Rollers: Aerois #shorts | 0:59 | | High Rollers
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| 394. | This wasn't meant to be on the website... | #shorts #dnd #highrollers | 0:58 | |
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| 395. | When a TTRPG session goes on for way too long #ttrpg #runescape | 0:58 | | RuneScape
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| 396. | Sweet, young boy summons a giant demon of death #ttrpg #runescape | 0:58 | | RuneScape
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| 397. | Don't 'Google' NPC Names! | High Rollers: Aerois #shorts #dnd #dungeonsanddragons | 0:58 | | High Rollers
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| 398. | Your chance to see High Rollers LIVE! | #shorts #dnd #highrollers | 0:57 | | High Rollers
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| 399. | Be careful what you Wish for!! | High Rollers: Aerois #shorts | 0:57 | | High Rollers
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| 400. | What do Bards dream of in D&D? | #shorts #dnd #highrollers | 0:57 | |
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