| 301. | Channel Update - 2021 | 13 | |
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| 302. | Random DOS Game Show #818: SimRefinery (1992) | 13 | | SimRefinery
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| 303. | Random DOS Game Show #280: The Adventures Of Down Under Dan (1995) | 13 | | The Adventures of Down Under Dan
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| 304. | Random DOS Game Show #315: KidSpeak English: Mike Teaches English (1998) | 13 | |
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| 305. | Random DOS Game Show #708: Overlord Maniac Car (1997) | 13 | | Pac-Man
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| 306. | Random DOS Game Show #815: WipEout (1995) | 13 | | Wipeout
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| 307. | Random DOS Game Show #804: Billy The Kid Returns! (1993) | 13 | |
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| 308. | Random DOS Game Show #527: War Diary (1996) | 13 | | Lemmings
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| 309. | Random DOS Game Show #864: Screamer 2 (1996) | 13 | | Screamer 2
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| 310. | Random DOS Game Show #536: Lure of the Temptress (1992) | 13 | | Lemmings
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| 311. | Random DOS Game Show #597: Chronicles of the Sword (1996) | 13 | | Chronicles of the Sword
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| 312. | DOS Gaming Is Better Part II: The Motivation | 13 | | StarCraft
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| 313. | Random DOS Game Show #522: Striker 96 (1996) | 13 | | Striker '96
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| 314. | James Randomly Talks About... TIE Fighter (1994) | 13 | |
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| 315. | Random DOS Game Show #495: Beasley's Death Trap (1993) | 13 | Show |
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| 316. | Croina vs FPS #9: CyClones (1994) | 13 | | CyClones
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| 317. | Random DOS Game Show #393: Spinout (1982) | 13 | |
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| 318. | Random DOS Game Show #318: Glub Glup (1992) | 13 | |
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| 319. | Random DOS Game Show #671: Janitor Joe (1984) | 13 | | Lode Runner
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| 320. | DOSBox Game Launcher & the Add Game Wizard | 13 | |
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| 321. | Random DOS Game Show #707: Code: Europe (1993) | 13 | |
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| 322. | Random DOS Game Show #710: Voodoo Lunch (1995) | 13 | |
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| 323. | Random DOS Game Show #969: Boxzum (1989) | 13 | |
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| 324. | Random DOS Game Show #967: Seawolf (1982) | 13 | | Sea Wolf
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| 325. | James Randomly Talks About... Wacky Wheels (1994) | 13 | | Wolfenstein 3D
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| 326. | Random DOS Game Show #340: Ford Simulator 6.0 (1996) | 13 | |
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| 327. | Random DOS Game Show #727: Yo! Joe! (1993) | 13 | |
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| 328. | 10 Reasons Why TFTC Will Improve TIE Fighter (thanks to the X-Wing Alliance Upgrade Project) | 13 | | Star Wars: TIE Fighter
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| 329. | Random DOS Game Show #267: MDK (1997) | 13 | |
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| 330. | Random DOS Game Show #523: Wetlands (1995) | 13 | |
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| 331. | 486 Memories | 13 | |
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| 332. | Random DOS Game Show #206: Loom (1990) | 13 | | Wolfenstein 3D
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| 333. | Random DOS Game Show Special: Aliens Versus Predator (1999) | 13 | | Aliens Versus Predator
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| 334. | Random DOS Game Show #417: Transport Tycoon Deluxe (1995) | 13 | | Wolfenstein 3D
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| 335. | Random DOS Game Show #946: Dig Dug (1983) | 12 | | Dig Dug
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| 336. | Random DOS Game Show #154: Sensible World of Soccer (1994) | 12 | |
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| 337. | Random DOS Game Show #998 Snakes (1988) | 12 | |
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| 338. | Random DOS Game Show #849: Taco Bell: Tasty Temple Challenge (2000) | 12 | |
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| 339. | DOS Gaming Is Better Part XX: The Future | 12 | |
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| 340. | Random DOS Game Show #760: Towers (1992) | 12 | | Tetris
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| 341. | Random DOS Game Show #777: Garden (1989) | 12 | |
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| 342. | Random DOS Game Show #281: Demon Stalkers: The Raid on Doomfane (1987) | 12 | | Demon Stalkers
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| 343. | Random DOS Game Show #485: Master of Orion (1993) | 12 | | Wolfenstein 3D
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| 344. | Random DOS Game Show #191: IndyCar Racing (1993) | 12 | | Wolfenstein 3D
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| 345. | Random DOS Game Show #237: Skunny's Desert Raid (1993) | 12 | |
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| 346. | Random DOS Game Show #782: Outfox (1989) | 12 | |
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| 347. | Random DOS Game Show #354: Night Shift (1990) | 12 | |
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| 348. | Random DOS Game Show #819: I.M. Meen (1995) | 12 | | I.M. Meen
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| 349. | Soundfont Showdown III: COME GET SOME! | 12 | |
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| 350. | Random DOS Game Show #454: Bolo (1995) | 12 | |
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| 351. | Random DOS Game Show #802: Psycho Pong (1995) | 12 | |
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| 352. | 10 Stupid Mistakes You Can Make Playing Doom | 12 | |
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| 353. | James Randomly Talks About... It Came From The Desert (1989) | 12 | |
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| 354. | Random DOS Game Show #336: Hansel & Gretel and the Enchanted Castle (1995) | 12 | |
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| 355. | Random DOS Game Show #461: Chickens (1996) | 12 | |
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| 356. | Random DOS Game Show #526: Xerix II (1994) | 12 | |
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| 357. | Random DOS Game Show #897: Cargo Bay Deluxe (1995) | 12 | |
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| 358. | Random DOS Game Show #900: Dedale (1986) | 12 | | Doom II: Hell on Earth
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| 359. | Random DOS Game Show #895: WolfenDoom (1996/2000) | 12 | | Wolfenstein 3D
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| 360. | Random DOS Game Show Special: The Secret of Donkey Island (1994) | 12 | | Doom
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| 361. | Random DOS Game Show #740: Formula Karts (1997) | 12 | |
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| 362. | Random DOS Game Show #641: Soul Magician (1992) | 12 | |
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| 363. | Best Bang For Your Buck II - The 2000s! | 12 | | Age of Empires
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| 364. | Random DOS Game Show #838: Romantic Encounters at the Dome (1988) | 12 | |
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| 365. | Random DOS Game Show #410: Duracell Run the Bunny (1996) | 12 | | Wolfenstein 3D
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| 366. | DOS Gaming Is Better Part XIII: The Genre Creation | 12 | | Dune II
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| 367. | Random DOS Game Show #701: SimAnt (1991) | 12 | | SimAnt
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| 368. | Random DOS Game Show #785: Oil Barons (1983) | 12 | |
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| 369. | Random DOS Game Show #773: Mars 3D (1997) | 12 | |
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| 370. | Random DOS Game Show #689: Rodney's Funscreen (1992) | 12 | | Lemmings
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| 371. | Random DOS Game Show #691: Space Pilot (1994) | 12 | | Space Pilot
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| 372. | Random DOS Game Show #593: The Gem Scenario (2007) | 12 | |
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| 373. | Random DOS Game Show Special: 25 More Great DOS Games (Part 2) | 12 | Show | Lemmings
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| 374. | Random DOS Game Show #587: Typosoft Sumo (1999) | 12 | | Lemmings
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| 375. | Saving Barbarian | 12 | |
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| 376. | Random DOS Game Show #428: Alien Incident (1996) | 12 | Show | Alien Incident
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| 377. | Random DOS Game Show #406: Patriot (1993) | 12 | |
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| 378. | Considered Thought - Your Brain & Gaming | 12 | | The Elder Scrolls III: Morrowind
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| 379. | Random DOS Game Show Special: Arrakis (1997) | 12 | |
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| 380. | Random DOS Game Show #331: The Lost Vikings (1993) | 12 | | Star Wars Jedi Knight: Dark Forces II
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| 381. | James Randomly Talks About... Loom (1990) | 11 | | Monkey Island 2: LeChuck's Revenge
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| 382. | Random DOS Game Show #749: Punky Duck (1996) | 11 | |
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| 383. | Random DOS Game Show #659: Piranha (1996) | 11 | |
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| 384. | Random DOS Game Show #913: Gauntlet (1988) | 11 | |
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| 385. | Nostalgia - Not what it used to be | 11 | |
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| 386. | Random DOS Game Show #661 The Oregon Trail Deluxe (1992) | 11 | | The Oregon Trail
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| 387. | Random DOS Game Show #235: Master of Orion II (1996) | 11 | | Master of Orion II: Battle at Antares
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| 388. | Subscriber Spotlight #4 - Spooky Scary Subscribers! | 11 | |
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| 389. | Random DOS Game Show #379: Zong (1995) | 11 | |
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| 390. | Random DOS Game Show #441: Maximum Overdrive (2000) | 11 | |
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| 391. | Random DOS Game Show #984: Fallout (1991) | 11 | |
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| 392. | Random DOS Game Show #460: Cadillacs and Dinosaurs (1995) | 11 | | Cadillacs and Dinosaurs
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| 393. | Random DOS Game Show #346: Zephyr (1994) | 11 | | Doom
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| 394. | 10 of the Best: Splinter Companies | 11 | |
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| 395. | The Stele Chronicles #33: No More Omar (TIE Fighter Total Conversion Reimagined B8M1) | 11 | | Star Wars: TIE Fighter
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| 396. | Random DOS Game Show #690: Fire and Forget (1988) | 11 | | The Thing
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| 397. | Random DOS Game Show #525: LifesBattle (1997) | 11 | | Lemmings
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| 398. | Random DOS Game Show #796: Argh (1989) | 11 | | Lemmings
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| 399. | Random DOS Game Show #255: Heretic (1994) | 11 | |
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| 400. | The Shameless GET OFF MY LAWN #DOScember Video | 11 | |
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